5+ Bedroom Vacation Rentals In Siesta Key, FL

For those seeking a truly amazing vacation experience! Come and experience the very BEST in hospitality on Siesta Key. Our property is a beautiful spacious retreat in the best location. brbrOur average length of stay requirements vary between 4-14 nights, and 7 nights during our high season. If the travel dates you are looking for do not meet our advertised minimum requirements, please contact me directly and I will see if we can accommodate your request.brbrStunning and spacious 555 Beach Road. The home offers more than 3600 square feet of sophistication inside and a large private back yard oasis with resort pool area. Equally important - a truly amazing location 90 feet to beach access 10. Unlike other vacation rentals, you Avoid long walks and crowds - we are directly across from a more private section of the number beach in the entire US. Our guests walk back and forth throughout the day to Siesta Key Beach, the # 1 Beach in the US - and walk to Siesta Village and its great restaurants for meals. brbrWe work hard to make this the perfect vacation home and check to make sure you are taken care of while you are here. Our Brand new fully stocked chef's kitchen with quartz countertops & white lacquer cabinetry makes for great entertain. The house comes with beach caddies, beach towels, beach umbrellas, beach toys, and more. brbrPlease note that our vacation home consists of two units under one roof offering more privacy - with the ease to move back and forth. This listing is for both units, 6 bedrooms, 4.5 baths, plus two outdoor heated showers. The two units together create one of the most spacious 6-bedroom 5-baths on Siesta Key! Our home sleeps 14 very comfortably. If you need more flexibility with sleeping arrangements we have high-end air mattresses in each unit. brbrThe two units under one roof work well together as the front doors to each unit face each other, so it's convenient to move back and forth. Inside the spacious front unit, enjoy wonderful light as you walk into an expansive living room and great open kitchen (with bar and a separate dining area), making this a perfect spot for entertaining. Continue the party - or simply relax and take in the sun - wall to wall sliding glass opens onto the outdoor balcony with dining area, relaxing sofa, and partial water views. Upstairs are 3 bedrooms, 2.5 baths, with balcony and partial water views. The Master bedroom has a King bed set, outdoor balcony, large walk-in closet, and ensuite bath with 2 sinks, jacuzzi tub, separate shower, and toilet. The 2nd bedroom has two queen beds, shared balcony, large walk-in closet and the third bedroom has two twin beds. The 2nd large bathroom upstairs has separate shower and separate tub. The main living level offers a 3rd - 1/2 bath, a separate washer/dryer room off the kitchen. The property also two showers outside. brbrThe beautifully furnished 3 bedroom 2 bath pool facing unit is spacious with a dining, kitchen and living area. The living room has large sliding glass doors opening up to a balcony and dining area that overlooks the backyard, palm trees, and our stunning resort pool. The bedrooms are upstairs. Two bedrooms have king beds and the third bedroom has a queen. We provide high end linens, beach towels, beach caddies, umbrellas, beach toys, and more. brbrNEW RESORT POOL AREA & PRIVATE BACKYARD to play in. The lush and tropical landscaped backyard offers 3 dining areas, BBQ grill, and a new gorgeous 25-foot heated pool. Home fully equipped with new furnishings and all the upscale amenities, fully loaded for discerning travelers. Additional New features throughout: new Air Conditioning and new a/c duct work (great for anyone with allergies.)brbrWe live on Siesta Key to make sure your stay is wonderful. It's worth noting: beach access is right across the street from our home - this a big plus. Some homes, even though they are on Beach Road are not close to beach access. brbrOur address is 555 Beach Road, right across from the beach and 1/2 mile walk to Siesta Village restaurants. brIf you only need 3 bedrooms, each unit can also be rented separately (see property 977754.) The backyard deck (exclusive to the pool-facing unit) has an outdoor dining table overlooking the pool and backyard. The front-facing unit has a balcony with a dining table, lounge furniture, and partial views of the beach. brbrThe property is located directly across the street from Siesta Key Beach, ranked the number one beach in the entire US.brbrAdditional notes: Two bedrooms in the front unit offer large walk-in closets. Bathrooms are large and spacious. Please see pictures for more details. We offer high speed internet and have new high definition flat screens throughout. Please note: our published rates are subject to change. While we offer fewer than 7 day rentals during the Fall and some off season weeks, we require minimum 7 day stays during most holidays and during our busy seasons. Please email if you have any questions. brbrTo understand more about our commitment to you and hospitality, please read our reviews.

5 STAR SIESTA KEY, 80 STEPS to BEACH, LUXURY POOL, 6 BEDROOMS, SPACIOUS LIVING

Siesta Key, Florida, United States

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Bath

Sleeps

$1804.18

The Village Breeze 6BR (REMODELED '25). No car required! Two side by side 2BR/2Bath Siesta Key vacation rentals in an enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Village. A true favorite of initiated guests, and sure to provide a combination of fun and rejuvenation you won't find in other Siesta Key getaways. *NEW LISTING!! Please read the other Gertrude Rentals reviews. We are very proud of them!brbrWhat Guests Lovebr∙ The Siesta Village – 1-min walk to 25 restaurants in world famous Siesta Villagebr∙ The Patios – two separate private patios, only two other units in the complex have thisbr∙ The Fun – steps to live music, daiquiris, oysters, stone crab, craft beer, ice cream & donutsbr∙ Decor – beautifully remodeled thru-out in May 2025br∙ Privacy – three units for the price of one large unit means being together and having room to relaxbr∙ Sunsets – 8-min walk to best sunsets on Siesta Key & 300-degree Gulf viewsbr∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ Activities - kayak, bike, paddleboard, scooter, golf cart rentals nearby br∙ No Car Required - you're already where you want to be:)br∙ The Memories - one of a kind Siesta Key experience, the favorite of initiated visitorsbrbrProperty TruthsbrOur front is residential, but the back is alley access for stores. This is the heart of Siesta Village with many nearby shops restaurants stores and attractions. It won't be noisy, makes shopping and other activities convenient, but we want you to be aware.brbrThe BeachbrOur part of Siesta Key Beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.brbrThe HomebrExperience all Siesta Key's top attractions without sacrificing comfort and amenities. Beautifully remodeled thru-out in May 2025 with a heated pool. Perfect for couples and small families looking for the ease and relaxation of beach village living. Just 1-minute walk to the heart of the Village and shopping dining and live entertainment at 30 establishments!brbrBedroom DetailsbrThree units, each unit has one king bedroom, one queen bedroom, then there is a queen sleeper sofa in the living room. You can sleep 18 people total. Need more space Ask for a neighboring unit!brbrPossible Siesta Key ItinerarybrWakeup, decide if you will wear shoes today, then head to Sun Garden Café for a Crab Cake Benedict. Theirs is the best and they serve breakfast till 12 so there's no rush. Eat there Al Fresco, return to the pool, or walk over to the beach and look for dolphins, swim, bike, or just or just go back to sleep. This is a special spot so exploring a little will be worth your while. I like wading out to the sand bar at low tide. Bike rides on the beach are also amazing. Bike south to check out Point of Rocks or north and east to Big Pass. I usually skip lunch and have a 3PM happy hour meal at SKOB or the Hub, after drinking my fill I grab a real dinner, then walk back down to the beach to watch the sunset and digest. The sunsets are amazing, it's what leaf season in the north would be like if it was warm and happened every day.brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, umbrellas, and usually have a few bikes and a paddleboard. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrHousehold Items ProvidedbrThis vacation rental comes with bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrWhat to BringbrSiesta Key is laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. brbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

Apartment

NEW LISTING! The Village Breeze 6BR with heated Pool, near Beach, 250ft to Siesta Key Village!

Siesta Key, Florida, United States

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Bath

Sleeps

$1838.17

High Tide - Beautiful pool with waterslide, 2 min walk to the beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$2135.02

Summary:brbrThis stunning six-bedroom, four-bath home on Siesta Key is an absolute must-see! Perfectly situated just steps from Siesta Key Village, you’ll have the island’s best shopping, dining, and entertainment right at your doorstep. Plus, it’s only minutes away from the powdery white sands of world-famous Siesta Key Beach—making this the ultimate coastal retreat for relaxation and fun in the sun.Kick back and relax in this calm, stylish space.brbrbrbrThe Space:brbr☀️ Southern Exposure | 2 Homes from Beach • Heated Pool ️brbr 91 Avenida Veneccia, Siesta KeybrbrbrbrWelcome to Southern Exposure, your coastal escape just two homes from the beach and steps from vibrant Siesta Key Village ️ With six bedrooms, four bathrooms, and a private heated pool, this bright and stylish retreat is perfect for families, friends, and sun-seekers looking to experience the best of island living.brbrbrbrSpend your mornings strolling to the beach for powder-soft white sand and turquoise Gulf waters . Walk to the Village for coffee, boutique shopping, fresh seafood, and live music—then come home to your private backyard paradise.brbrbrbrInside, the open-concept layout is filled with natural light and crisp coastal charm. The airy white interior, cozy living room with a white brick faux fireplace, and thoughtfully updated finishes create a warm and welcoming space. The kitchen features granite countertops, stainless steel appliances, and bar seating—perfect for gathering after beach days ️✨brbrbrbrStep outside to your private oasis where you’ll find a sparkling heated pool with in-water sun shelf, lush turf yard, lounge chairs, and an outdoor dining area with grill—ideal for soaking up the Florida sunshine and enjoying laid-back BBQ evenings ☀️brbrbrbrPet-friendly (dogs with approval & fee), so your furry family members can enjoy island life too brbrbrbr✨ Highlightsbrbr• ️ Only 2 homes from the beachbrbr• Steps to Siesta Key Villagebrbr• Private heated pool with sun shelfbrbr• Tropical backyard with turf yardbrbr• Outdoor dining area & BBQ grillbrbr• Dog-friendly (approval & fee required)brbr• ️ 6 Bedrooms / 4 Bathroomsbrbr• ☀️ Bright open-concept coastal designbrbrbrbr ️ BedroomsbrbrMain Level:brbr• Bedroom 1 – Twin over Full bunk bedbrbr• Bedroom 2 – Queen bedbrbr• Bedroom 3 – King bedbrbrbrbrUpper Level:brbr• Bedroom 4 – King bedbrbr• Bedroom 5 – King bedbrbr• Bedroom 6 – Two Full bedsbrbrbrbrPerfect layout for multiple families or large groups traveling together.brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.☀️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

Southern Exposure~2 Homes from Beach! Heated Pool!

Siesta Key, Florida, United States

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Bath

Sleeps

$2172.6

The Oceanview 603 7BRbrOceanview Siesta Key vacation rental, 100% private, 12-steps to Siesta Key's best beach access! Listing includes three- units, two with stunning views and floor-to-ceiling “movable' glass walls. Just 3-min by trolley or bike to Siesta Village. Free bikes and paddle boards. Al-fresco lounging and dining, ping-pong, and Tiki bar. Perfect for large groups looking to relax, explore and repeat. Book your Siesta Key beach getaway now!brbrWhat Guests Lovebr∙ Separate Units – 3 units deliver space and privacy, perfect for large gatheringsbr∙ Gulf Breezes – wall of windows folds for unobstructed ocean breezes day or nightbr∙ Penthouse – best unit, top floor, no one above or next-door to youbr∙ Beaches – 12-steps to access for Siesta Key's best beach, white sand and calm clear waterbr∙ Relaxing – safe easy access to outside attractions and lots of plus-space on sitebr∙ Sunsets –walk 30-seconds to best sunsets or just enjoy from your living roombr∙ Island Trolley –picks up out front, free of charge to all attractions and welcome's drinksbr∙ Activities – free bikes and paddleboards provided, scooter and golf cart rentals nearby br∙ Extra Spaces –ping pong room, alfresco dining-lounging, DIY tiki bar in the backbr∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ The Fun - nearby Siesta Village has live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ The Memories – walk to all Siesta Key's top attractions and guaranteed fun for allbr∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest costbrbrThe BeachbrOur beach access is across the street, 12-steps, and is quieter and more private. Although one of the most desirable on the Siesta Key and has no parking available so isn't easy to access from rentals outside the neighborhood. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. A livelier beach scene with food, drinks and even a weekend drum circle is accessible a 5-to-10-minute walk south on the beach.brbrThe HomebrOcean view property includes second and third floor living and sleeping spaces and was remodeled in 2022. Units include two 3BR units and a 1BR unit (7BR total). The 3BR units each have floor-to-ceiling glass walls in master bedroom and living area to create wide-open southwestern exposures. Glass wall is bifold design and fully opens for maximum ocean or sunset views and refreshing breezes day and night. Common areas include the ping-pong room, tiki bar, alfresco dining, and usually cornhole. Set on the Southern edge of Siesta Village and surrounded by tropical plants. Just 10-second walk to top beaches, and 3-minute golf cart or trolly ride (10-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.brbrBedroom DetailsbrSleeping and living spaces are second and third floor. Units include two 3BR units and a 1BR unit. Each 3BR unit has one large king bedroom, an ocean view queen bedroom, and a bunkroom with twin-over-full and twin-over-twin-bunks. The 1BR unit is larger than most with a king bedroom and a queen sleeper sofa. Tempur-pedic rollaway beds are available with advance notice and you can sleep up to 23 family style. Need more space Ask about an additional unit nearby.brbrProperty TruthsbrThe unit is advertised as “100% private,” and in almost all cases it will be. On rare occasions, however, a brief staff visit may be necessary. These visits are unlikely and typically do not occur. If one is required, it will be limited to exterior or storage areas, take only a few minutes, and occur during daytime hours.brbrbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, umbrellas, bikes and paddle boards. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrHousehold Items ProvidedbrThis vacation rental comes with bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrWhat to BringbrSiesta Key is a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrHistory – There's no public parking in this area so, even though this is a gorgeous beach, it ends up being a little more private than most. When I was a kid growing up on Siesta Key, this beach access was called “Palm Island” and named after the island of the same name right at the end of the street. The island has a small bridge going to it and is literally a “heart shaped” island within the island of Siesta Key. When I was younger this was our lovers lane and, for me, it's still the spot to fall in love or rekindle an old flame. brbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. brbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!

Siesta Key, Florida, United States

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Bath

Sleeps

$720.7

KEEP READING BELOW. THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME. THERE IS VERY USEFUL INFORMATION THAT YOU WON’T WANT TO MISS!!brbrPremier local manager, Destination Paradise welcomes you to “High Tide”… a cozy 5 bedroom 4 bath vacation home with an awesome outdoor lounge area! This ranch style home sleeps up to 11. It is located in the heart of Siesta Key and is just minutes from world famous Siesta Key Beach and Siesta Key Village.brbr“High Tide” is less than 500 yards to secluded Shell Beach! When you don’t have your toes buried in the fine white sand sun bathing with friends and family, relax on the large private pool patio. Plenty of room for everyone to relax under the lush tropical palm landscape or take a swim into the heated pool and spa. Kick back in the evenings around the propane fire-pit and enjoy cooking on the grill. This home features 3 master bedrooms with attached full bathrooms. Both of which have direct access to outdoor patio. A fourth bedroom has a private outdoor sitting area accessed through a sliding glass door. All bedrooms (except bunk bed room) are fitted with large smart TVs. Have fun cooking and eating in the updated kitchen with plenty of space for everyone. The kitchen is stocked with all the tools needed to prepare a gourmet meal. Wake up with a hot cup of coffee brewed from the combo coffee maker. Enjoy your coffee and breakfast sitting at the outdoor dining table while you admire the morning sun shine through the Florida palm trees. Your paradise is closer than you think, we look forward to having you as a guest.brbrwww.vacationDP .(c o m)brbr“High Tide” can accommodate up to 10 guests with a bedding configuration as follows:br• Bedroom #1, King Bed (1) - Sleeps: 2br• Bedroom #2, King Bed (1) - Sleeps: 2br• Bedroom #3, Queen Bed (1) - Sleeps: 2br• Bedroom #4, Bunk/Trundle Bed (2) - Sleeps: 2br• Bedroom #5, King Bed (1) - Sleeps 2brbrbr***PLEASE NOTE***brbrCOFFEE MAKER: Combo Coffee maker (both drip and K-cups)brbrPOOL HEATER RULES:brPool heat temp is set at 83º and runs each day from 7 AM until 7 PM from October 15-April 15. Outside of these dates, the Florida weather should naturally heat the pool. Pool temps are not guaranteed. This pool is heated by a heat pump and is only capable of heating to around 20-25 degrees warmer than the ambient temperature. (If the high for the day is 55, the pool may only be able to reach 75).brThe spa has a timer of 3 hours, once turned on and can be run at any time and will heat to 100ºbrbrPET POLICY: This home has a $20/pet/day fee. Aggressive/Large breeds (ie. pitbulls, etc) will need to be approved by management prior to your stay. Unclaimed pets will result in a minimum fine of $500/pet. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED.brbrSecurity Camera Notice: The driveway and front of the home has cameras for security and safety measures.brbrA SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS.brbrVR Certificate # VR22-00134

High Tide - 170 “Siesta Key”

Siesta Key, Florida, United States

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Bath

Sleeps

$5730.72

This direct beachfront palace sits beyond private gates on just under an acre of pure luxury, where you can enjoy sunsets from your own private beach or a terrace on one of three levels. Put your toes in world class sand & turquoise waters, in your own backyard, where boats go by via Big Pass between Siesta and Lido Key. With over 9,000 sq ft of space to entertain, you can enjoy privacy even with a family of 10. Have a cookout at the outdoor kitchen while enjoying a dream pool with hot tub, water slide and grotto. The outdoor patio is inviting with vines crawling up the side of the home and the water views peeking through magical landscaping. Also notable is game room with pool and foosball tables, roof top patio with bar, and gym - it doesn't get better than this. Located at the North end of the key, this provides for fighting the least amount of traffic - take a golf cart taxi to The Village, or drive/bike over the North bridge to key places like Southside Village, Selby Gardens and downtown. Ring doorbell camera at front door.

Siesta Key Oceanfront Palace with Private Beach

Siesta Key, Florida, United States

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Bath

Sleeps

$5188.47

Your cozy getaway awaits in Siesta Key at this beatiful vacation rental. With 7 bedrooms, 2 kitchen, game room, theater room, 5 bathrooms and 2 family room. brPrivate pool and 2 minutes walking to Siesta key beach. This tranquil retreat is perfect for guests looking to unwind. Kickback, relax, and enjoy everything Siesta has to offer.

Walk to Siesta Key Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1440.6

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrGiven the location, the views from ALL levels of this Siesta Key luxury vacation home are a total vibe! The oversized 500 square foot roof top deck offers direct Gulf Views, sunset bar top and soft seating, umbrellas for sun coverage, and a dry bar with smart TV. It’s a top sunset and sunrise watch spot! Adjacent to the rooftop is the conditioned club room space that was designed to support the rooftop with a half bath, seating, smart TV, gaming consoles, foosball, and second dry bar. It’s awesome! Speaking of awesome spaces, let’s talk about the ground level space! Your whole family will enjoy the heated saltwater pool that offers pool volleyball and a water slide! The oversized spa is nestled amongst beautiful native landscaping and against a decorative privacy wall. The spa overflows into the pool and functions as a swim up bar with 5 pool bar stools! Around the pool you’ll find plenty of chairs and loungers and an outdoor grill (natural gas). Adjacent to the pool is the expansive covered patio area with dining, bar seating, soft seating, a dry bar with a smart TV above it, and ping pong. It's a top patio space for sure! These ground level spaces are all within the fenced backyard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply).brbrbrbrThis nearly 4,000 square foot home provides great views and balconies on all levels. This home has an elevator with service to all floors, including the rooftop deck. This home provides 6 bedrooms (6 with en suite baths), and 6 full baths and 2 half baths. There are 4 king beds and 2 custom full over California king bunk beds. It comfortably sleeps 16 people in beds. The great room is set up as the perfect gathering space that includes the kitchen, living, and dining areas of the home with access to a balcony with great views and an additional outdoor dining. The kitchen is fully stocked, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust. This home also offers a club room or secondary living space. The club room is just off the rooftop deck space and supports it very well.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 4 vehicles (2 covered & 2 driveway spaces). On this ground level you’ll find the fully fenced pool and backyard area (pet friendly – fees and restrictions apply), including the covered patio space and pool that was previously described. In addition to all the details already shared, there are ceiling fans throughout the space for added comfort, and we include a full refrigerator nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home as well. The home’s beach equipment can also be found here, which includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. You’ll also access the home’s main entrance foyer with elevator and stair access to the home's three (3) living levels and rooftop deck above.brbrbrbrThe First Level of Living (2nd Floor):brbrYou'll find 4 bedrooms on this level. Bedrooms 5 and 6 each feature a custom-built full over California king bunk bed. Both bunk rooms feature en suite bathrooms and a vanity, with Bedroom 5 featuring a shower/bathtub combination and Bedroom 6 featuring a walk-in shower. Bedroom 3 has a king bed and an en suite bathroom with vanity and walk-in shower. Bedroom 4 has a private balcony, king bed, and an en suite bathroom with double vanity and walk-in shower. There is a washer/dryer on this floor.brbrbrbrThe Second Level of Living (3rd Floor):brbrThis level features a great room with the fully stocked kitchen that includes a full range and cooktop with hood vent, full sized refrigerator (with ice maker) and freezer, trash and recycling storage, dishwasher, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The living area is very comfortably appointed with smart TV and Gulf views. The dining area here seats 18 people comfortably via a 14-person custom dining table, 4-person kitchen island bar top. The home’s main balcony is off the great room and has additional dining, and sunset and Gulf views.brbrbrbrMaster bedroom 1 is also on this level, and it features Gulf views, a king bed, and an en suite bathroom with double vanity and walk-in shower. There is a half bath and washer/dryer on this floor.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrYou'll find the home's club room and roof top spaces as previously described. These spaces are perfect for enjoying sunrise over Siesta and greater Sarasota, or sunset over the Gulf of Mexico. So, be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Siesta Key. You'll also find master bedroom 2 here, with Gulf views and a large en suite bathroom with vanity and walk-in double shower.brbrbrbrGetting Around:brbrAcross the street from Siesta Beach Access 7! This amazing home is literally steps to the sands of the world-famous Siesta Key Beach. It’s also only a short walk or even faster bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. It’s in such a great location! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

Steps to Beach/Gulf Views/Pool Volleyball/Slide

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1604.37

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrGiven the location, the views from ALL levels of this Siesta Key luxury vacation home are spectacular! The oversized 400 square foot roof top deck has direct Gulf views, bar top and soft seating, and umbrellas for sun coverage. It is the perfect sunset viewing location! Immediate to this rooftop is the conditioned club room that was designed to enhance the rooftop deck. It offers a half bath, dry bar with beverage refrigerator, seating, two (2) smart TVs, gaming consoles and a Golden Tee arcade game, and a workspace. It’s such a great space! Speaking of great spaces, your whole family will enjoy the heated saltwater pool and spa that doubles as a pool volleyball court and has a water slide! And, at the rear of the pool you’ll find putt-putt golf! Activities galore! Around the pool you’ll find plenty of chairs and loungers, as well as an outdoor grill (natural gas) and dining table. Adjacent to the pool is the expansive covered patio area that features a second dining area, bar top and soft seating, and a dry bar with a beverage refrigerator, ping pong, and three (3) smart TVs! It really is one of the best covered patios around! And these ground level spaces are all within the fenced backyard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply).brbrbrbrThis nearly 4,000 square foot home provides great views and balconies on all levels. This home has an elevator with service to all floors, including the rooftop deck. This home provides 6 bedrooms (4 with en suite baths), and 5 full baths and 2 half baths. There are 4 king beds, 1 custom full over full bunk bed, and 1 custom full over king bunk bed. It comfortably sleeps 16 people in beds. The great room is set up as the perfect gathering space that includes the kitchen, living, and dining areas of the home with access to a balcony with great views. The kitchen is fully stocked, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust. This home also offers a club room or secondary living space (queen sleeper sofa located here). The club room is just off the oversized rooftop deck space and supports it very well.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 4 vehicles (2 covered & 2 driveway spaces). On this ground level you’ll find the fully fenced pool and backyard area (pet friendly – fees and restrictions apply), including the covered patio space and pool that was previously described. In addition to all the details already shared, there are ceiling fans throughout the covered space for added comfort, and the home’s beach equipment can be found here that includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. We include a full refrigerator nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to the home's three (3) living levels and rooftop deck above.brbrbrbrThe First Level of Living (2nd Floor):brbrYou'll find 4 bedrooms here. Bedroom 3 has a king bed, en suite bathroom with walk-in shower and balcony access with peeking gulf views. Bedroom 4 features a king bed, en suite bathroom with walk-in shower, and peeking gulf views. Bedroom 5 has a custom full over king bunk bed that is great for adults too, and Bedroom 6 has custom full over full bunk beds that comfortably sleep 4. Bedrooms 5 & 6 share a bath with a shower/bathtub combination. There is a washer/dryer on this floor.brbrbrbrThe Second Level of Living (3rd Floor):brbrThis level features a great room with the fully stocked kitchen that includes a full range and cooktop with hood vent, full sized refrigerator (with ice maker) and freezer, trash and recycling storage, dishwasher, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The living area is very comfortably appointed with smart TV and Gulf views. The dining area here seats 12-13 people comfortably via an 8-9 -person custom dining table and a 4-person kitchen island bar top. The home’s main balcony is off the great room and has additional seating for 8, and sunset and Gulf views. Master bedroom 2 is also on this level, and it features balcony access with Gulf views, a king bed, and an en suite bathroom with double vanity and walk-in shower. There is a half bath and washer/dryer on this floor.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrYou'll find the home's club room and roof top deck spaces as previously described. These areas are perfect for enjoying sunrise over Siesta and greater Sarasota, or sunset over the Gulf of Mexico. So, be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Siesta Key.You'll also find Master Bedroom 1 here, with Gulf views, direct rooftop access, and a large en suite bathroom with vanity, soaker tub, and walk-in shower.brbrbrbrGetting Around:brbrSteps away from Siesta Beach Access 7! This amazing home is literally steps to the sands of the world-famous Siesta Key Beach. It’s also only a short walk or even faster bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. You simply can’t beat this location! If you want to adventure further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

Pool Volleyball-Gulf Views-Steps to Beach-Rooftop

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$667.66

Casa Playa by Siesta Key Luxury Rental Properties brVacation Rental License #VR23-00001 brbrWelcome to Casa Playa, a Mediterranean inspired coastal retreat featuring five beautifully designed bedrooms and three bathrooms, located 1.5 miles from Siesta Key Beach. Surrounded by lush tropical landscaping and offering a private pool, tiki style outdoor kitchen, and modern interiors, this home is perfect for families and groups seeking a luxurious yet relaxed escape. With Siesta Key Village just a short drive away, guests can enjoy boutique shopping, dining, and island adventures with ease. brbrHighlights br• 1.5 miles to Siesta Key Beach access br• 5 Bedrooms, 3 Bathrooms br• 3 Kings, 2 Queens, 1 Queen Sleeper Sofa br• Private Pool br• Outdoor Tiki-Bar Kitchen br• Pool Table br• 2 Bicycles Included br• Short drive to Siesta Key Village br• 4 Parking Spots brbrCasa Playa is designed for effortless outdoor living, offering a private tropical backyard centered around a pristine pool and an incredible tiki hut inspired outdoor kitchen; complete with bar seating, grill space, and plenty of room for entertainment. Whether swimming, lounging poolside, or enjoying meals under the shade of the tiki hut, this oasis creates the perfect environment for unforgettable gatherings. Inside, guests will appreciate the spacious layout, contemporary coastal style, and thoughtful touches throughout. A pool table, expansive living spaces, two balconies, and a second-floor wet bar ensure that relaxation and entertainment come naturally during your stay. brbrStep into an inviting open concept living area featuring a large sectional, cozy chairs, and ample natural light. The pool table provides entertainment for all ages, while the nearby kitchen offers everything needed for home cooked meals. With stainless steel appliances, custom cabinetry, detailed molding, and generous counter space, the kitchen is a chef’s delight. A contemporary dining table provides the perfect spot for shared meals. Just off the living room, the terrace features comfortable outdoor seating and a TV, offering a peaceful place to relax in the warm island breeze. The home also includes a convenient laundry room near the kitchen, and upstairs guests will find a wet bar for evening refreshments or casual gatherings. brbrThe primary bedroom is a true sanctuary, offering a king bed, TV, workspace, balcony access, and a spa like ensuite bathroom with a soaking tub, walk-in shower, dual vanities, and beautifully detailed tilework. Three additional guest bedrooms feature king and queen beds, TVs, and coastal decor, all styled with comfort in mind. A fifth queen bedroom offers more sleeping flexibility for larger groups. The home includes two spacious hallway bathrooms, each featuring walk-in showers and modern finishes. A queen sleeper sofa in the living area provides additional sleeping space. brbrRoom Details br-Primary Bedroom: King bed, TV, balcony access, ensuite bathroom with walk-in shower and soaking tub br-Second Bedroom: King bed, TV br-Third Bedroom: King bed, TV br-Fourth Bedroom: Queen bed, TV, balcony access br-Fifth Bedroom: Queen bed br-Bonus (Living Room): Queen sleeper sofa brbrCasa Playa includes a private gated feel, pool table, outdoor tiki kitchen, bicycles, a wet bar, multiple balconies, and a beautifully landscaped yard for year-round enjoyment. Guests will love being a short drive from Siesta Key Village, where cafes, restaurants, boutiques, dessert shops, and live music create the perfect island atmosphere. Kayak tours, paddleboarding, fishing charters, and beach rentals are all easily accessible nearby. brbrWith its Mediterranean charm, private pool, outdoor tiki bar, modern interiors, and unbeatable location near both the beach and Siesta Key Village, Casa Playa by Siesta Key Luxury Rental Properties offers an elevated and unforgettable island retreat. brbrBook your stay at Casa Playa today and experience the best of Siesta Key! brbr- br brNo pets are allowed at this property. brbrThis property has an active Ring doorbell at the main entrance. brbrThis property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. brbrIn accordance with the City of Sarasota's Rental Ordinance, this property requires a minimum rental period of 7 nights. The maximum occupancy for this home is 10 adults; however, children under 6 years of age are not included in the City’s occupancy limit. Siesta Key Luxury Rental Properties enforces a total occupancy limit of 12 persons, including both adults and children under 6. Should you have any questions regarding the City’s occupancy restrictions, alternative homes without such restrictions, or details about our rates, amenities, or policies, please feel free to reach out.

Luxurious Paradise with Tiki Bar and Heated Pool, Just Remodeled!

Siesta Key, Florida, United States

5

Bed

3

Bath

10

Sleeps

$2486.0

Discover your dream retreat in this stunning Siesta Key beach house! With 6 bedrooms & 6.5 baths, this home is perfect for families or groups. Dive into the heated pool featuring a thrilling water slide, or unwind in the serene spa. Centrally located in vibrant Siesta Key Village, you’re just a short stroll from pristine beaches, delightful restaurants, and charming shops. Enjoy coastal lifestyle with modern amenities and an inviting atmosphere, making it an ideal getaway for relaxation and fun!brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

New! Beach House with heated pool/spa water slide!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$2479.18

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrFor the home, let’s start with the outdoor covered patios, balconies, pool area, and entertainment spaces. The saltwater pool is a true resort style pool, with a waterslide, beach entry, sun shelf with loungers, and heated spa. The pool patio is mostly a covered space, with a sunken outdoor living room with (80’ + TV), bar area with 2 (65’ TV’s), pool and ping pong tables, outdoor connect 4 and outdoor grill (natural gas). These spaces are all within the fenced in back yard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply). The fun with these exterior spaces doesn’t end on the ground level though. As you go up, you’ll find multiple balconies with seating and amazing views on all levels, ending at the roof top deck that features wide open Gulf of Mexico, Siesta Key Beach, and City views. brbr brbrOnce inside this approximately 4,000 square foot home, you will immediately notice the elevator with service to all floors, as well as the vaulted ceilings, beautiful carpentry and interior design, the quality craftsmanship and spacious feel throughout. This home has 7 bedrooms (all with en suite baths), 7 full baths and 1 half bath. There are a total of 6 king beds, and 2 sets of full over full bunk beds that comfortably sleep 18 people in beds. The great room is set up as the perfect gathering space as it includes the kitchen, living, and dining areas of the home. The kitchen is a fully stocked kitchen, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s stocked with the products and manufacturers you trust. There are 2 balconies off this great room space. Additionally, this home features a media center or secondary living space. The media center features a wet bar, living area and media centre (80”+ Smart TV w/ Surround Sound), and access to a balcony and the rooftop deck. brbr brbrFloor Plan Description (by level): brbr brbrGround Level: brbrThis home provides free parking on the ground level via covered parking for 2 vehicles, with the driveway accommodating another 2 vehicles depending on size. On this ground level you’ll find the fully fenced pool and backyard area (pet friendly – fees and restrictions apply), including the covered patio space. The pool, as previously described, is incredible! The covered patio nearby includes a sunken living area with TV and ample seating, bar area with seating for 12, beverage refrigerator, ice maker, TV, and outdoor grill (natural gas). There are ceiling fans throughout this space, and a ping pong and a pool table for added fun. The home’s beach equipment is stored in the pool patio too, which includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. We include a full refrigerator and deep freezer nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to the home's two (2) living levels above from this covered patio space. brbr brbrThe First Level of Living (2nd Floor): brbrThis level has a great room with the fully stocked kitchen with full sized pantry, range with cooktop and oven, full sized refrigerator (with ice maker) and freezer, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The living area features a smart TV with streaming services and ample seating. The dining area here seats 15 persons comfortably, with 10 persons at the dining table and 5 additional seats available at the kitchen island bar top. There are also 2 balconies on this level. The front balcony has tables and chairs, and peaking Gulf views down Columbus Drive. The rear balcony overlooks the pool, and it features outdoor seating and lounging space. There are 3 bedrooms on this floor including the master bedroom. The master features a king bed with 'his and her' walk-in closets, and an oversized en-suite bathroom with double vanities, a large 'wet room' with oversized shower and soaker tub, and a private water closet. Bedrooms 2 and 3 are also on this level, each featuring king beds, smart TVs, and en Suite bathrooms with walk-in showers. The laundry room with 2 stackable washer/dryer units is also located on this level. brbr brbrThe Second Level of Living (3rd Floor): brbrThis level’s main space is the media center. It features a wet bar with beverage fridge and bar top seating for 8 people, and a living area with large smart TV, Nintendo Switch 2 gaming console, and balcony access with views of the city, Siesta Key Beach, and the Gulf of Mexico. This balcony provides stair access to the rooftop deck. There are also 4 bedrooms on this floor; bedrooms 4, 5 and 6 feature king beds, smart TVs with en suite baths, and walk-in showers. The final bedroom, bedroom 7, is the bunk room with 2 full over full bunk beds and an en suite bath with a shower/tub combo that is shared with the media center. brbrbrbrThe Rooftop Deck:brbrFeatures views, views, and more views. This tasteful space provides comfortable seating, perfect for enjoying sunrise over the Siesta Key Village, or sunset over the Gulf of Mexico, so be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing perch overlooking all of Siesta Key.brbrbrbrGetting Around:brbrIf you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the Free Trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels (excluding rooftop deck), most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

Steps to Beach/Siesta Village-Resort Pool w/Slide

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$2445.5

Wake up to sun-soaked island days and effortless coastal luxury at Siesta Palooza, a stunning eight-bedroom retreat designed for unforgettable Siesta Key getaways. Just a short stroll from the beach, this upscale home blends resort-style amenities with relaxed island living, giving your group space to connect, unwind, and celebrate every moment together.brbrThe backyard sets the tone for vacation mode. Spend your days floating in the sparkling private pool, easing into the in-ground spa, or gathering under the covered patio with plush seating, a dining table, and grill for long, laughter-filled evenings. A dedicated game room with a TV and ping pong table adds playful energy, while the rooftop deck invites you to soak up the sun, savor the breeze, and enjoy elevated views of your surroundings.brbrInside, the home feels bright, welcoming, and thoughtfully designed for both comfort and togetherness. The main living area offers coastal-inspired seating and a large TV, perfect for movie nights or relaxed afternoons. The fully equipped kitchen is a dream for home chefs, featuring high-end appliances, generous counter space, and a large island with seating that naturally brings everyone together. Adjacent modern dining areas flow seamlessly to the deck, making shared meals and celebrations feel effortless.brbrWith eight beautifully styled bedrooms, everyone has their own retreat at the end of the day. Five king suites, including a spacious primary suite, offer comfort and privacy, while a queen room and two bunk rooms make this home ideal for families and groups of all ages. Each bedroom includes a TV, dresser space, and either an ensuite bathroom or convenient access to one. Multiple sleeper sofas add flexibility, and a washer and dryer ensure your stay stays easy and carefree.brbrUpstairs, a fourth-floor hangout space with video games and a large convertible sofa creates the perfect spot for teens, kids, or late-night lounging. Whether your group wants to spread out or come together, Siesta Palooza adapts effortlessly to your pace.brbrThe location ties it all together. Walk to nearby grocery stores, restaurants, shops, and lively nightlife, or head to the world-famous Siesta Key Beach just minutes away by foot or bike. From sunrise beach walks to sunset swims and evenings under the stars, every part of your stay feels close, convenient, and completely indulgent.brbrSiesta Palooza is more than a place to stay; it’s where beach days turn into poolside nights and memories are made without effort. Book your stay and experience Siesta Key the way it was meant to be enjoyed.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

Siesta Key Luxe w/ Pool, Rooftop & Steps to Beach

Siesta Key, Florida, United States

Bed

Bath

25

Sleeps

$2558.46

Step into effortless island living at Point Break, a refined eight-bedroom coastal retreat where location, comfort, and resort-style design come together just moments from Siesta Key Beach and the heart of Siesta Key Village. Designed for memorable group getaways, this home places you steps from sugar-white sand, vibrant dining, and laid-back nightlife, while offering a private oasis to return to at the end of each perfect day.brbrThe backyard is your personal resort. Start mornings lounging on the sun shelf of the sparkling pool, spend afternoons floating beneath blue skies, and wind down in the in-ground spa as the evening air cools. A spacious covered patio creates an inviting setting for shared meals, casual conversation, and relaxed poolside lounging, while the adjacent game room adds energy with ping pong and foosball for friendly competition between swims.brbrInside, the main living floor is bright, social, and beautifully appointed. A vibrant, chef-inspired kitchen anchors the space with high-end appliances, abundant cookware, and a sweeping island that naturally draws everyone together. A wet bar nearby makes entertaining easy, whether you are mixing drinks for dinner or toasting the sunset. The indoor dining area offers stylish seating for group meals, while the outdoor balcony dining table extends the experience into the open air. After beach days, settle into the comfortable living room, then head upstairs to the rooftop deck to take in glowing sunsets and the gentle sounds of the island.brbrEach bedroom is thoughtfully designed to feel like a private retreat. The primary suite offers coastal charm, balcony access, and a spa-like ensuite bathroom, creating a peaceful escape. Five king guest rooms feature tropical touches, premium mattresses, and a mix of private balconies and well-appointed bathrooms, giving every adult guest space to relax in comfort. Two bunk rooms are perfect for kids or teens, offering a fun, shared layout with balcony access and a connecting bathroom. A fourth-floor bonus room with a sleeper sofa and gaming setup provides an ideal hangout space between beach adventures.brbrThe home’s layout balances togetherness with privacy, making it easy for large groups to gather while still enjoying personal downtime. An elevator adds convenience, and thoughtful details throughout ensure your stay feels seamless from arrival to departure.brbrLocation is one of Point Break’s greatest luxuries. Walk to coffee shops, grocery stores, boutiques, restaurants, and live music venues, or take a short stroll to the world-famous shoreline of Siesta Key Beach. Whether your days are filled with sun, sand, and surf or leisurely exploring the village, everything you want is right outside your door.brbrPoint Break offers the freedom to experience Siesta Key at its best, blending vibrant island energy with the comfort of a private luxury home. Reserve your stay and let your next unforgettable beach escape begin here.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

Luxury House w/ Heated Pool & Spa, Walk to Beach

Siesta Key, Florida, United States

Bed

Bath

24

Sleeps

$1098.49

Just a 5-minute walk to #1 beach in America!br-Heated pool*, Floats, Sun loungersbr-Equipped kitchen, drip & Keurig coffee makers, BBQ grillbr-King & queen size beds, NO BUNKS!!br-Garage parking, Close to trolley stopbr-Avoid crowded public beach with private access, beach wagon, chairs, umbrellas, & towels for guest usebrbrPLEASE READ LISTING THOROUGHLY TO ENSURE YOU HAVE ALL THE IMPORTATNT DETAILS!brbrDINING:br- Indoor dining table seating for 8br- Granite kitchen island seating for 3br- Upstairs on balcony outdoor table seating for 6br- Downstairs in pool area outdoor table seating for 6brbrLIVING ROOM:br- 75 Smart TV with Roku (for guests' protection)br- Access to huge balconybr- Board gamesbrbrBEDROOM 1br-King size bedbr- Ensuite Bath: walk in shower, dual vanities, soaking tubbr- Smart Roku TVbrbrBEDROOM 2br- King size bedbr- Ensuite Bath: walk in shower, single vanitybr- Blackout curtainsbr- Smart Roku TVbrbrBEDROOM 3br- King size bedbr- Ensuite Bath: walk in shower, single vanitybr- Blackout curtainsbr- Smart Roku TVbrbrBEDROOM 4br- Queen size bedbr- DeskbrbrBEDROOM 5 (downstairs suite)br- Queen size bedbr- Queen size sofa sleeper (made upon request)br- Ensuite bath: walk in shower, single vanitybr- Walk in closetbr- TV with Rokubr- Kitchenette: refrigerator, microwave, & sinkbr- Sliding glass doors to access pool areabrbrAVAILABLE UPON REQUEST:br- Twin rollaway bedbr- Pack N Playbr- HighchairbrbrStep into a world of luxury living at our 3,000+ square feet home. Everyone will have ample space to unwind; plus enjoy all the amenities you'll need to have a relaxing & memorable stay. brbrThis spacious 5-bedroom, 4.5-bath home offers accommodations for up to 10 guests comfortably. It is a two-level retreat that features an elevator for easy access between your two levels, making it the perfect choice for travelers of all ages & abilities.brbrOnly minutes away from incredible downtown Sarasota & St. Armand's Square!! brAnd is centrally located on Siesta Key Island with the Publix grocery store, Siesta Key Village, & 7-Eleven less than 2 miles from the property.brbrIMPORTANT HOUSE INFO & RULESbrbr** NO PARTIES OR LARGE GATHERINGS: Any parties, events, or gatherings that EXCEED the number of guests on the reservation are STRICTLY PROHIBITED! Violations will result in an immediate $1,000 fee & possible removal from the property without refund. brbr** NO THIRD-PARTY RESERVATIONS: Person making the reservation MUST be present during the stay. We do not allow making a reservation on behalf of a friend, family member or co-worker. Please have the person who is staying book themselves. brbr**OCCUPANCY: Only the number of guests listed in your reservation are allowed on the property at any time. Unauthorized guests may result in additional charges & cancellation of your reservation. brbr** NO SMOKING: There is NO SMOKING (this includes cigarettes, cigars, vaping & any controlled substances (including marijuana) INSIDE & OUTSIDE on the property. Any evidence of smoking on the property, a minimum $500 fee will be charged.brbr** PET POLICY: This home is NOT pet friendly. We make no exception to the rule no matter the size, type or behavior of animal.brbr** PARKING (FOUR CAR MAX): Two midsize vehicles or smaller can park in the (empty) garage, with two additional parking spots on side of house to accommodate 2 midsize vehiclesbrNOTE: Vehicles that are larger than midsize, please contact to discuss parking options.brbr** QUIET HOURS: Please respect our neighbors by observing quiet hours from 10:00 PM to 8:00 AM. All of our communities have noise ordinances requiring guests to keep noise to a minimum, specifically after 10 PM and before 8 AM. Law enforcement officials may be summoned to the property if you are deemed to be in violation of these ordinances. You may also be subject to a fine.brbr** EARLY LUGGAGE DROP OFF: Our team needs this time to prepare the home uninterrupted. Upon booking, we can offer recommendations to where to leave your luggage while you wait, should you have an early flight.brbr** POOL HEATING: The pool is heated from October through February ONLY.brbr**We STRONGLY RECOMMEND purchasing travel insurance AHEAD of your stay.**brbrbrThis property is the entire 2nd floor & half of the ground floor. brbrThere are 3 exterior security cameras that record when someone enters the property from the driveaway & side of the home that runs along the street. Used to primarily protect the property, & to monitor weather situations.brbrView a video tour of the property here for more details: https://youtu.be/pibCeOe3lSA

King beds-NO Bunks, Roku TV in bedrooms, Private Beach Access & Pool

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$3035.66

Luxury Villa*Pool*Hot Tub*Dolphins*Close to Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1073.27

Welcome to The Boat House, a Siesta Key waterfront vacation rental just minutes from Siesta Beach and Siesta Key Village. This five-king-bedroom retreat features a heated screened-in pool, private dock for kayaking or fishing, and space for up to 12 guests. Enjoy a chef’s kitchen, fire pit, and peaceful canal views from nearly every room.brbrThis five-bedroom, four full bath + half bath Siesta Key waterfront retreat offers comfort, style, and plenty of room to gather. Every bedroom features a king-size bed, luxury linens, and a smart TV, blending boutique-hotel comfort with home-like ease. The home comfortably sleeps 12 guests, with additional children considered upon host approval.brbrTop Level – Primary Suite:brA serene private retreat with a king bed, double down-filled chaise lounger (perfect for a child), ensuite bath with jetted tub and walk-in shower, and canal views from every window.brbrSecond Level – Two Bedrooms:brOne bedroom features a king bed, while the second includes a king bed plus two down-filled sofas ideal for children. These rooms share a full bath with a tub/shower combo.brbrMain Level – Two Bedrooms:brBoth bedrooms offer king beds (one with canal views). They share a luxury full bath featuring a steam shower, jetted tub, and bidet. This hallway also provides access to an outdoor entrance.brbrLower Level – Den:brA cozy canal-view den with a daybed that converts to a king bed (advance notice required). This level also includes a full bath with shower and a comfortable seating area overlooking the pool.brbrChef’s KitchenbrbrThe newly remodeled chef’s kitchen on the main level is fully equipped for family meals and entertaining, featuring high-end appliances, generous counter space, and a spacious dining area.brbrOutdoor OasisbrbrEnjoy a heated screened-in pool surrounded by tropical landscaping and peaceful canal views. The outdoor space includes a fire pit, BBQ grill, dining area, umbrellas, and loungers — perfect for relaxed afternoons and sunset gatherings.brbrThe private dock on the Grand Canal is ideal for kayaking, paddle boarding (equipment included), or fishing from the dock. An outdoor shower makes rinsing off after Siesta Beach easy.brbrIsland LivingbrbrLocated in a quiet Siesta Key neighborhood, The Boat House is just a short walk or bike ride to Siesta Beach and Siesta Key Village, known for its boutiques, beach bars, and local dining.brbrFour beach cruisers, plus beach chairs, umbrellas, and coolers, are included to make your island days effortless and fun.

The Boat House Waterfront Pool Home Walk to Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1483.38