Vacation Home Rentals By Owner In Siesta Key, FL

$307.2

301 Avenida Madera B -2Bed/2Bath in the center of SK Village!

Siesta Key, Florida, United States

IN-GROUND POOL brbrThis is THE location! Just steps to the Village Cafe and the Hub Bar and Grille, and a short walk to the beach 3.5 Blocks to the Beach. Our 2 bedroom 2 bath beautifully updated property offers a coastal theme and open floor plan. A queen size sofa bed is included for the overnight guest. Granite countertops, stainless steel appliances, fully supplied kitchen and a Keurig machine add to the feel of this house. Primary suite with full bath, large family dining room looking over the canal. Enjoy grilling out, playing a game of corn hole or fish on the canal. This home is pet friendly. NOTE: There is a $250 fee for up to 2 dogs. Must state you are bringing a pet at time of inquiry/booking. An additional $100 will be charged if not notified about pet. The canal and pool area is a shared space with our other location - Unit A (VRBO# 1077749). Need more rooms The Units are attached, but have separate private entrances. There are no shared walls to any rooms of the Units. For guest safety, there are outside security cameras, including the pool area. Unit is smoke free. No smoking is permitted inside the units. Enjoy your stay!! :-)brbrNote: The pool temperature is dependent and subject to the outside temperature during the cooler months in Florida. When the temperature dips into the low 60’s and below during the evening, the pool may not get up to a comfortable temperature during the day.

2

Bed

2

Bath

6

Sleeps

$696.91

/ Nightly

Private Vacation Home

Luxury 4BR Home with Private Pool Siesta Key

Siesta Key, Florida, United States

Luxury 4BR Home with Private Pool & Spa on Palm Island – Walk to Beach & Village!brbrWelcome to your perfect Siesta Key getaway on exclusive Palm Island! This elegant and spacious 4-bedroom, 3-bathroom vacation home comfortably sleeps up to 8 guests and offers the ultimate combination of privacy, luxury, and unbeatable location—just a short stroll to Siesta Key Beach and the vibrant Village.brbrStep into the beautifully appointed main house, featuring 2 bedrooms and 2 bathrooms. The master suite boasts a king-sized bed and a private en suite bathroom, while the guest bedroom includes two twin beds—ideal for families or friends. A second full bathroom also doubles as a convenient pool bath.brbrStep outside to your private oasis—complete with a sparkling pool and a built-in hot tub. The pool can be heated to a cozy 84 degrees during cooler months for just $25/day. It's the perfect space to relax after a day at the beach or exploring the island.brbrUp a private staircase, you'll find a separate guest retreat with 2 additional bedrooms. One bedroom features a king bed, while the other offers a queen bed and a sleeper sofa—perfect for extra guests. Whether you're traveling as a family or with friends, this layout provides flexibility and privacy for everyone.brbrThe home is always rented as one unit, so you’ll have the entire property to yourself.brbrLocated on serene Palm Island, you're just a short walk or bike ride to both the world-famous Siesta Key Beach and the lively Village area filled with restaurants, shops, and nightlife.brbrRental Details:brbrSleeps 8 comfortablybrbrPrivate heated pool & spa ($25/day heating fee)brbrWeekly rentals available in the off-seasonbrbrWe dont allow Pets or animals of any kind, no RVs or Campers Allowed on Site, No Weapons, No Smoking. brbrBook your next island escape and experience the best of Siesta Key from the comfort and privacy of this exceptional Palm Island retreat!

Bed

Bath

Sleeps

$601.05

/ Nightly

Private Vacation Home

Beach front paradise located in a Condo Building Beach front Penthouse!

Siesta Key, Florida, United States

Beautiful brand new three bedroom which has three king-size beds three full bathroom penthouse condo At the #1 beach. Enjoy one-of-a-kind views from the top floor spacious patio balcony, or come enjoy a meal inside watching the sunset from the Florida ceiling windows. This condo is fully furnished, kitchen has top-of-the-line appliances and large flatscreen TVs in every room. Beach chairs and beach towels also provided. Laundry machines on same floor of building. brbrSecond bed and bath shower is wheelchair accessible.

Bed

Bath

Sleeps

$1427.64

/ Nightly

Private Vacation Home

The Lookout - 891 “Siesta Key’

Siesta Key, Florida, United States

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 “The Lookout”… a beautiful, grand vacation home on a magnificent waterfront area of the bay with an awesome outdoor lounge and heated pool area! This 4 level home sleeps up to 13. It is located on the ultra-premium North end of the island in a super private neighborhood and is just minutes from world famous Siesta Key Beach and Siesta Key Village.brbrIndulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of a luxury peninsula. Marvel at beautiful sunsets from your very own private pool area or from the charming terraces that adorn the third and fourth levels of this enchanting Siesta Key vacation rental. Spanning an expansive 6,300 square feet, this vacation home rental in Siesta Key offers a lavish retreat where even large families can relish in absolute privacy. brbrEntertain in style within the sprawling outdoor spaces, complete with a delightful grill area for hosting a family cookout and a refreshing pool and luxurious hot tub for ultimate relaxation. Discover cozy and inviting outdoor patios on each of the three levels, featuring a fire pit on the first and a fireplace on the second floor, perfect for unwinding under the beautiful Siesta Key sky. brbrThis Siesta Key rental spoils you with amenities, including a street-legal golf cart powered by lithium batteries, accommodating up to six passengers, provided by The Toy Barn. Explore the island’s treasures effortlessly for just $75/day, exclusively available to guests of this exquisite Siesta Key vacation home rental. Immerse yourself in leisure within the game room boasting pool and skeeball tables, or ascend to the rooftop crow's nest for unbeatable panoramic views of Siesta Key. Unwind in the full bar/movie room, ensuring endless entertainment options. brbrNestled on the North end of The Key, this Siesta Key rental offers a strategic location, minimizing your encounters with traffic. Embark on leisurely rides to The Village or the world-renowned Siesta Beach. Venture on over the North bridge to discover key destinations such as Southside Village, Selby Gardens, UTC, and downtown, all within easy reach by car. The possibilities are endless in this idyllic paradise, waiting to welcome you. Your next trip to paradise is closer than you imagine– book your well-deserved escape to Siesta Key today!brbrwww.vacationDP .(c o m)brbr“The Lookout” can accommodate up to 13 guests with a bedding configuration as follows:br• Bedroom #1, 1st Floor: King Bed (1) - Sleeps: 2br• Bedroom #2, 2nd Floor: King Bed (1) - Sleeps: 2br• Bedroom #3, 2nd Floor: King Bed (1) - Sleeps: 2br• Bedroom #4, 3rd Floor: Bunk/Trundle Bed (2), Floor Mattresses (2) - Sleeps: 5br• Bedroom #5, 3rd Floor: 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 $25/pet/day fee. Aggressive breeds (ie. pitbulls, etc) may not be allowed and will need to be approved by management prior to your stay. If you bring your pet without claiming them on the reservation or by trying to avoid paying the pet fee, a minimum fine of $500/pet will be collected. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED.brbrThe boat dock is not allowed to be used for docking personal or rented boats unless you get approval from management! Using without approval is subject to a minimum $2,500 fine.brbrA SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS.brbrVR Certificate #VR22-00113brbrAREA INFORMATION:brbrExperience the serenity of our world class beaches where you can swim, sunbathe, surf, paddle board, and fish. Take a morning walk down to the soft white sand of Siesta Key Beach or to little Shell Beach to find sand dollars and an assortment of other sea shells. Head to the South side of Siesta key to check out Turtle Beach; a more secluded beach with less people and great surf fishing on the south end.brbrVisit one of the centerpieces of Siesta Key, the AMI City Pier where there is great fishing and plenty of restaurants to choose from. Take a stroll down the Coquina Baywalk and Leffis Key to find a small nature walk with peaceful walking trails.brbrTake the provided bicycles all around the island and search for the 6 beaches that AMI has to offer (can you find them all ); Coquina Beach, Manatee Beach, Bradenton Beach, Holmes Beach, Cortez Beach and Anna Maria Beach (with Bean Point being part of that).brbrOur favorite Anna Maria Island Restaurants:br•Beach House Waterfront (Excellent Seafood)br•Ugly Grouper (Bar/Pub Style Food)br•Waterfront Restaurant (High End Seafood and Steak, Great ambiance)br•Hurricane Hanks (Bar/Burgers)brbrOur favorite Bradenton/Sarasota restaurants:br•KOJO (My personal favorite - High end Asian Fusion)br•Selva Grill (Amazing ceviches and high end courses-Try the KOJO sushi roll and Wagyu Skirt Steak!)br•Owen’s Fish Camp (Unique atmosphere, great seafood)br•Baker and Wife (American, great food)br•SKOB - Siesta Key Oyster Barn (Great happy house and oysters)br•Hyde Park Prime Steakhouse (High end steakhouse)brbrOur favorite Tampa/St Pete restaurants:br•Rococo Steakhouse (High end steakhouse)br•Texas De Brazil (All-you-can-eat Brazilian Steakhouse)br•Bern’s Steakhouse (If you can get a table-amazingly unique eating experience - WORLD FAMOUS)br•Ulele (Local Cuisine, Brew Pub, Michelin Star rated)br•Ocean Prime (High end Seafood)brbrOur favorite Casey Key/Venice restaurants:br•Pop’s Sunset Grill (Ma & Pa style bar and grill)br•Casasariano Italian Eatery (Italian)br•The Breakfast Cottage (Breakfast/Brunch)

5

Bed

6

Bath

10

Sleeps

$311.33

/ Nightly

Private Vacation Home

Our House at the Beach C-106 nicely updated townhouse

Siesta Key, Florida, United States

Lake houses offer a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances including a dishwasher, microwave and washer and dryer for your convenience. Off the large living room there is a balcony overlooking the Lake. The master bedroom suite also opens onto a balcony and has an en-suite bathroom with closets and dressing area. The second bedroom has an adjacent full second bathroom. Each Lake House offers central A/C, ample closet and storage space, cable TV in each bedroom and garage parking for one car. The development includes a private pool, covered pavilion area with a BBQ, a picnic area and tennis courts.

Bed

Bath

Sleeps

$1091.54

/ Nightly

Private Vacation Home

7 minute walk to Siesta Key beach. Large heated pool/spa. Very private.1/2 acre

Siesta Key, Florida, United States

Welcome to Lagoon House Siesta Key beach. A uniquely private, dog friendly (up to 25 lbs), one story house with guest house (and a six person golf cart available for an extra rental fee). This property is situated within a 7 minute walk to the Number 1 beach in America, Siesta Key Beach. It is also just a short 3 minute golf cart ride (or bike ride) to Siesta Key Village where you can enjoy many restaurants, shops and live music.brbrThe Lagoon house sits on a half-acre property that has a huge new heated pool and large 6’x9’ hot tub that will accommodate 8 people. The separate guest house (Flamingo cottage) is all newly remodeled and contains it’s own full bath, refrigerator/freezer and sitting area along with a California King bed and it’s own separate heating and cooling units and Nespresso coffee maker and 55” TV.brbrThe main house has three bedrooms and two full baths and many separate gathering areas including a spacious screened in Lania with views to the grass lawn and lagoon (there are no alligators on Siesta Key!). You can sit out here and watch the herons and squirrels play in the back yard while you enjoy your morning coffee or evening drink in total privacy. The grass area is perfect for a game of corn hole or croque or just enjoying the fire pit as you watch the spectacular sunsets or grill on the gas BBQ . Within the main house there is a second private “Florida” room with two couches, coffee table, office with printer and has views of the pool….great for conversations and playing board games (or whatever). This opens up to a dining room with 6 person dining table. The family/living room features an 80” TV with DIRECTV satellite, a comfy electric reclining chair, couch and a large sitting chair with ottoman. The main house has three spacious bedrooms, two with California King beds and one with a Casper queen bed. All the bedrooms contain their own 55” TV’s, closets and dressers. There are two newly remodeled full baths with walk in showers and bidet toilet seats. The Lagoon House is just what you might imagine when you think of coastal Florida, with art representing the native birds of Florida and coastal accents on the walls.brbrIn the back of the property, in a peaceful green space near the pool, we have added a Finnish 4 person wet sauna and outdoor shower.br brThere are also two bikes, a beach caddy, beach chairs, corn hole, croquet and board games included. The Lagoon House lays the ground for memories that you and your family and friends will cherish for years to come.brbrAlso there is ample parking and it is away from the crowd and noise of the village and busy streets so you are getting the best of both worlds: Close proximity to all the fun aspects of Siesta Key but private and quiet enough to enjoy your ‘down’ time or socialize with friends and family.brbr

Bed

Bath

Sleeps

$1124.04

/ Nightly

Private Vacation Home

Gertrudes Siesta Village Properties - short walk to Siesta's best beaches!

Siesta Key, Florida, United States

Gertrude's Village PropertiesbrTwo properties in the top location on the island with 4 patios and private gate into world famous Siesta Key Village! Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy private patios off the bedrooms and living area. Gertrude's is sure to provide a combination of fun ease and relaxation you can't get in other vacations so book a special getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiestabr brbrWhat Guests Lovebr∙ Space - 2 separate private units (4BR total) perfect for larger groupsbr∙ Beaches – 1-min walk to award-winning beachesbr∙ The Village – 10 steps to private gate into world famous Siesta Villagebr∙ Relaxing – three private patios off bedrooms and living areabr∙ Sunsets – 1-min walk to best sunsets in America & 300-degree Gulf viewsbr∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ Activities - kayak, bike, paddleboard, scooter, golf cart rentals nearby br∙ Island Trolleys - you're already where you want to be, but they're fun:)br∙ The Memories - one of a kind Siesta Key experience, favorite of initiated visitorsbrbrThe BeachbrOur 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 HomebrYou work hard, you deserve this. Two private units allows you to be together and have your own space. Perfect for larger groups. Four patios are 100% private and surrounded by tropical plants with shade umbrellas, chaise loungers and dining tables. Ideal for enjoying a quiet cup of coffee, good book, cocktail(s), or an al-fresco meal. Its a few a steps off the patio to a private gate into the heart of the Village and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.brbrProperty TruthsbrThese two separate units are not attached to each other, but are close by, just 79 feet on the sidewalk.brbrBedroom DetailsbrListing includes 3BR house and a separate studio apartment each ground floor. The 3BR house bedrooms include a king BR with french doors to a private patio, a queen suite with door to a private patio and bath, one bunk bed BR containing 2 twin over full beds, and a sofa in the living room. The studio is queen but with a full kitchen. Need more space. we can get you a tempur-pedic rollaway bed or an additional unit nearby.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 ProvidedbrWe provide 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 BringbrIt's 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.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. brbrHistorybr“Life is a string of pearls where you never know how many you have left.” - GVLJ. Gertrude Rentals was named for my grandmother “Gertrude” who traveled the world until age 91 but always insisted Siesta Key was the place she loved best. When I was young, she would take me to the beach and swim out so far, I couldn't see her yellow flowered bathing cap even while standing on a chair! Today, you can laze float and wade in the same white quartz sand and calm crystal-clear gulf water she once did. 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.

Bed

Bath

Sleeps

$1846.09

/ Nightly

Private Vacation Home

Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private!

Siesta Key, Florida, United States

Casa Van Lopikbr100% Private 6BR duplex in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on the island. Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy tropical patios tiki-bar and alfresco dining area. Free bikes and paddleboards. Sure to provide a combination of fun and relaxation you can't get in other vacations so book a special getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiestabr brbrWhat Guests Lovebr∙ Beaches – 4-min walk to award-winning beachesbr∙ The Village – 4-min walk to shopping dining and entertainment world famous Siesta Villagebr∙ Relaxing – tropical patios tiki-bar and alfresco diningbr∙ Sunsets – 4-min walk to best sunsets in America & 300-degree Gulf viewsbr∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ Activities – bikes and paddleboards provided, scooter and golf cart rentals nearby br∙ Island Trolleys - you're already where you want to be, but they're free:)br∙ The Memories – walk to all siesta key is top attractions and guaranteed fun for allbrbrThe BeachbrOur 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 HomebrLarge 3BR x 3BR duplex home, 100% private, with king beds in both master bedrooms. Out-door grilling and dining (shared), open floor plan perfect for bigger groups, surrounded by palms. Deeded access to the Grand Canal across the street. Set in the Village just 4-min walk to the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.brbrBedroom Detailsbr100% Private 6BR duplex with living spaces on the second and third floors. Each unit has two king BRs, one bunked BR containing 2 full over queen beds, a large 120' sofa in the living room, and one or two tempur-pedic rollaway beds. Sleeps up to 24. If you need more space, I can get an additional unit nearby. brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, umbrellas, and a few bikes and paddleboards. 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.brbrCasa Van Lopikbr100% Private 6BR duplex in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on the island. Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy tropical patios tiki-bar and alfresco dining area. Free bikes and paddleboards. Sure to provide a combination of fun and relaxation you can t get in other vacations so book a special getaway now!brbrWhat Guests Lovebr∙ Beaches 4-min walk to award-winning beachesbr∙ The Village 4-min walk to shopping dining and entertainment world famous Siesta Villagebr∙ Relaxing tropical patios tiki-bar and alfresco diningbr∙ Sunsets 4-min walk to best sunsets in America 300-degree Gulf viewsbr∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ Activities bikes and paddleboards provided, scooter and golf cart rentals nearbybr∙ Island Trolleys - you re already where you want to be, but they re free:)br∙ The Memories walk to all siesta key is top attractions and guaranteed fun for allbrbrThe BeachbrOur 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 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 HomebrLarge 3BR x 3BR duplex home, 100% private, with king beds in both master bedrooms. Out-door grilling and dining (shared), open floor plan perfect for bigger groups, surrounded by palms. Deeded access to the Grand Canal across the street. Set in the Village just 4-min walk to the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.brbrBedroom Detailsbr100% Private 6BR duplex with living spaces on the second and third floors. Each unit has two king BRs, one bunked BR containing 2 full over queen beds, a large 120 sofa in the living room, and one or two tempur-pedic rollaway beds. Sleeps up to 24. If you need more space, I can get 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.brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, umbrellas, and a few bikes and paddleboards. 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 ProvidedbrWe provide 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 BringbrIt s 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.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.brbrHousehold Items ProvidedbrWe provide 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 BringbrIt's 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.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.

Bed

Bath

Sleeps

$390.09

/ Nightly

Private Vacation Home

Beachfront - Beachside Escape with Grill, Dining & Views – Perfect for Two! – Aloha Kai #24N

Siesta Key, Florida, United States

Aloha Kai #24NbrBeachfrontbrbrBeachfront Living at it's Best!brbrEscape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #24N. This charming beach 1-bedroom house is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. Perfectly tailored for a couple's getaway, this cozy home features a private back porch with a grill, outdoor dining, and beach views—ideal for relaxing evenings and sunset meals together. Aloha Kai #24N invites you to kick off your shoes, sip morning coffee on your private patio, and dive into a world of relaxation and adventure. Here's what makes this home so special:brbrBedding Arrangement:br1 Bedroom:brMaster Bedroom with Queen-size bed and Smart TVbrTop Features:brSleeps 2brLargest Pool on Siesta Key: Dive into the expansive, sparkling pool surrounded by a large lounging deck with plenty of poolside lounges, tables, and chairs for ultimate relaxation.brDirect Beach Access: Steps away from the powdery white sands of Crescent Beach, rated the #1 beach in the U.S., with shaded pavilions and lounge chairs for your comfort.brBack Patio with Beach View and Grill: Enjoy peaceful mornings or romantic evenings on your private back patio, complete with a grill, outdoor dining setup, and a partial view of the beach.brCommunity Amenities: Enjoy shuffleboard, ping pong, and a poolside community room, plus complimentary beach toys and floats for fun in the sun.brPerfect Home Base Location: Plenty of things to do and unique places to visit. Stroll to nearby restaurants, ice cream parlors, and bars, or hop on the Siesta Key trolley for easy island exploration. There are plenty of activities for children of all ages, thrill seekers and those who want to experience the natural wonders of the region.brNestled within the gated, family-friendly Aloha Kai resort, Aloha Kai #24N places you in the heart of Siesta Key's Crescent Beach, famous for its dazzling quartz sand and emerald waters. Whether you're lounging under a shaded beach pavilion, taking a soul-soothing walk along the 3-mile shoreline, or marveling at breathtaking Gulf sunsets, this little gem offers the perfect blend of tranquility and convenience. With friendly staff, 24-hour support, and daily trash removal, your stay will be seamless and stress-free. Book your Siesta Key escape at Aloha Kai #24N today and create memories that will last a lifetime!brbrRoelens Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future!brbrDISCLAIMERS: br**10% deposit is due at time of booking, final payment is due 60 days out. Any reservations made within 60 days require full payment. No refunds will be given on deposits.**brThis home does not allow pets. brThis home has a minimum age requirement of 25 to book. Smoking is not allowed on the property.brEvery Villa has ONE designated parking space and parking pass. Additional vehicles and guests must register in the front office for a separate parking pass.

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Sleeps

$584.85

/ Nightly

Private Vacation Home

Beachfront - Family-Friendly Beach Escape with Pool, Porch & Sun-Filled Fun – Aloha Kai #24

Siesta Key, Florida, United States

Aloha Kai #24brBeachfrontbrbrA Siesta Key Beachside Bliss Awaits!brbrEscape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #24. This charming beach 2-bedroom house is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. Designed for ultimate comfort, this spacious 2-bedroom home with a cozy back porch is perfect for families seeking a relaxed and memorable beach getaway. Aloha Kai #24 invites you to kick off your shoes, sip morning coffee on your private patio, and dive into a world of relaxation and adventure. Here's what makes this home so special:brbrBedding Arrangement:br2 Bedrooms:brMaster Bedroom with King-size bed and Smart TVbrGuest Bedroom 1 with Two Twin-size bedsbrSleep Sofa in the Living RoombrTop Features:brSleeps 6brLargest Pool on Siesta Key: Dive into the expansive, sparkling pool surrounded by a large lounging deck with plenty of poolside lounges, tables, and chairs for ultimate relaxation.brDirect Beach Access: Steps away from the powdery white sands of Crescent Beach, rated the #1 beach in the U.S., with shaded pavilions and lounge chairs for your comfort.brRelaxing Back Porch: A perfect spot to enjoy your morning coffee or unwind in the evening breeze after a sun-filled day at the beach.brCommunity Amenities: Enjoy shuffleboard, ping pong, and a poolside community room, plus complimentary beach toys and floats for fun in the sun.brPerfect Home Base Location: Plenty of things to do and unique places to visit. Stroll to nearby restaurants, ice cream parlors, and bars, or hop on the Siesta Key trolley for easy island exploration. There are plenty of activities for children of all ages, thrill seekers and those who want to experience the natural wonders of the region.brNestled within the gated, family-friendly Aloha Kai resort, Aloha Kai #24 places you in the heart of Siesta Key's Crescent Beach, famous for its dazzling quartz sand and emerald waters. Whether you're lounging under a shaded beach pavilion, taking a soul-soothing walk along the 3-mile shoreline, or marveling at breathtaking Gulf sunsets, this little gem offers the perfect blend of tranquility and convenience. With friendly staff, 24-hour support, and daily trash removal, your stay will be seamless and stress-free. Book your Siesta Key escape at Aloha Kai #24 today and create memories that will last a lifetime!brbrRoelens Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future!brbrDISCLAIMERS: br**10% deposit is due at time of booking, final payment is due 60 days out. Any reservations made within 60 days require full payment. No refunds will be given on deposits.**brThis home does not allow pets. brThis home has a minimum age requirement of 25 to book. Smoking is not allowed on the property.brEvery Villa has ONE designated parking space and parking pass. Additional vehicles and guests must register in the front office for a separate parking pass.

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Sleeps

$152.92

/ Nightly

Private Vacation Home

Tropical Bungalow 5 min walk Beach-15 min Village, Monthly Rental, Pet Friendly

Siesta Key, Florida, United States

SHORT WALK TO FAMOUS SIESTA WHITE SAND BEACH & QUAINT ISLAND VILLAGE. brbrThe Blue Lagoon is the perfect tropical getaway right in the heart of Siesta Key in the quiet and welcoming Palm Island neighborhood - just steps away from the award-winning white sand beach or an equally short stroll to Siesta Key Village; which has amazing shops and plentiful restaurants.brbrThe Blue Lagoon is in such a fantastic location, so close to everything Siesta Key has to offer, yet situated in a lovely peaceful part of the island.brbrYou are welcomed into this home through the front lanai which overlooks the tropical garden. The gorgeous refinished original hardwood floors then lead you through this beautifully maintained, 2 bedroom, 2 bathroom home. The family room has a glass wall that opens onto a fabulous back deck. Why not sit and while away the time overlooking the tidal lagoon, this is Florida time, welcome to paradise.brbr- 1 king bedbr- 1 queen bedbrSleeps 4brbrbrPets are welcome with a refundable pet deposit.brbrFor additional availability on Siesta Key please see our other listings:brCanal Place VRBO#1043736 (3B/2B)brFern Haven VRBO#1044027 (Studio)brGarden Terrace VRBO#1043802 (Studio)brTropical Hideaway VRBO#1044034 (2B/1.5B)brLily Patch VRBO#10056 (2B/2B)

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Sleeps

$1201.17

/ Nightly

Private Vacation Home

5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL

Siesta Key, Florida, United States

One of the nicest homes on Siesta Key Beach with two units. Please note This listing's pricing is to rent one 3-bedroom unit. Both units are beautifully furnished. We have the highest 5 star rating on Siesta Key. See Vrbo 802548 for more reviews of this home. Stunning and spacious on Beach Road right across the street from Beach Access 10 (ranked number one Beach in US.) brbrThe front-facing unit (pictures 1, 7 - 14) offers a spacious Open-Concept Kitchen & Living Area with Sunset Lanai. It has 3 beautiful bedrooms and 2.5 baths. It sleeps 8. Two spacious bedrooms also offer large walk-in closets. The bathrooms are also spacious. brbrWhen you enter this unit, you step into a bright, open living space where clean design and everyday comfort come together. At the center is a modern white kitchen with sleek lacquer cabinetry, quartz countertops, and everything you need for easy cooking and entertaining. The kitchen flows into a spacious living and dining area, perfect for relaxing or hosting guests.brbrGlass doors open to a private lanai with comfortable seating—just the place to enjoy a quiet evening and watch the sunset or continue the party - with partial water and beach views. The balcony has a dining table and beautiful upscale outdoors furniture.brbrThe rear unit, See pictures (15 - 18.) 555B has 3 beautiful bedrooms and 2 baths and an outdoor balcony and dining table that overlooks the resort pool area. All three bedrooms are similar in size. Two of the bedrooms have king beds and the third offers a queen. Sleeps 6 in beds. We also have new air mattresses. Inside on the main floor is a lovely living, dining, and kitchen area with a new appliances and a new 50 Flat Screen Hi Def TV. New ceiling fans throughout.brbrThe units can also be rented together as one large property with 6 bedrooms and 4.5 baths. Our stunning home comes with all the amenities: beach chairs, beach caddies, umbrellas, beach toys, fine linens, beach towels, and so much more. brbr555 Beach is the perfect vacation home. It's larger, more spacious, and offers more room for entertaining than the majority of homes on Siesta Key. The backyard and private pool area are new with new outdoor decor and dining areas. The heated 25-foot pool and paver brick back yard satisfy the discerning traveler.brbrBoth units also have new washer/dryers and high def TVs throughout.br brAs mentioned, the two units also work well together, and when available, create one of the most spacious 6-bedroom 5-baths on Siesta Key! Please see pictures for more details. We offer high speed internet and have new high definition flat screens throughout. BBQ Grill in a brand new paver brick pool area. We also have two heated outdoor showers. brbrThe property is located right across the street from Siesta Key Beach Access 10. This is a major benefit. There are many homes on Beach Road that don't offer such convenient beach access.brbrI'm also a graduate of Cornell's School of Hotel Administration. To understand more about our commitment to you and hospitality, please see more reviews. See VRBO Listing #802548 Most often we rent both units together.

3

Bed

2

Bath

8

Sleeps

$863.65

/ Nightly

Private Vacation Home

3-bedroom house in perfect location - Siesta Key

Siesta Key, Florida, United States

Your cozy getaway awaits in Siesta Key at this adorable house. Your family will be close to everything when you stay at this centrally-located place. The house on the canal with short walking distance to the beach and Siesta Key Village. Distance to the world's famous beach is about 5-10 min walk. While the house is on a quiet street, it is just a few minutes walking distance to downtown Siesta key. Large size south facing pool for entertainment. Kayaks/bikes available for guests.brbrNote: The house is being renovated extensively. Interior photos to follow.

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$372.13

/ Nightly

Private Vacation Home

Canal-Front Home with Dock, Pool, and Dog-Friendly - Sunset Cove

Siesta Key, Florida, United States

Sunset Cove by Siesta Key Luxury Rental Properties br brWelcome to Sunset Cove, a stunning four-bedroom, three and a half-bath oasis overlooking the tranquil Heron Lagoon! This luxurious retreat features a private dock for exploring the lagoon, a spacious screened-in patio with a private pool, and direct access to nature’s beauty. Perfectly situated just one mile from Siesta Key Beach and close to Turtle Beach and Siesta Key Village, this home offers effortless access to sun, sand, shopping, and dining. Whether seeking restful lakeside serenity or outdoor adventures, Sunset Cove delivers an unmatched vacation experience. brbrHighlights br• Canal front with private dock br• 4 Bedroom / 3.5 Bathroom br• 2 Kings, 1 Queen, 2 Twin beds br• Private pool and screened-in lounge  br• Outdoor bar area  br• Beach chairs provided br• 1 mile to Siesta Key Beach’s br• Washer and dryer br• Dog friendly br• 4 Parking spaces br brEnjoy the outdoor resort-like ambiance with your private pool and a built-in bar for poolside drinks. The screened-in pool area invites relaxing afternoons or lively gatherings, while the dock provides easy access to explore the lagoon. Inside, the open concept living spaces with coastal accents make entertaining simple, and the fully equipped kitchen is perfect for large family meals or casual snacks. br brThe seamless flow between the living room, kitchen, and formal dining area creates a social hub, great for family fun or gatherings with friends. The living space features charming coastal decor, comfortable seating, and a smart TV. The kitchen boasts a full range of appliances, dishware, and a walk-in pantry with laundry facilities, ensuring both convenience and style. br brUnwind in the primary suite, which offers French doors opening to a balcony overlooking the lagoon, with spectacular pool and water views. The suite includes a king-sized bed, walk-in closet, and a luxurious bath with a soaking tub, double vanities, and a walk-in shower. The remaining guest rooms include a second king bed, a queen bed, and two twin beds in the fourth bedroom, all decorated with upscale furnishings and equipped with TVs. The two guest bathrooms feature a shower-tub combo, blending style with practicality. brbrRoom Details br• Primary Bedroom: King bed, balcony, ensuite with walk-in shower and soaking tub  br• Second Bedroom: King bed  br• Third Bedroom: Queen bed  br• Fourth Bedroom: Two twin beds br brGuests will enjoy a washer and dryer, outdoor dry bar, pet-friendly policies, and proximity to Turtle Beach and Siesta Key Village. The lush backyard with a private pool and dock offers endless opportunities for outdoor relaxation and water adventures. Located in the sought after Siesta Key area, this home is your perfect escape for a luxurious Gulf Coast vacation.br brBook your stay at Sunset Cove today and indulge in a luxury vacation surrounded by stunning water views, outdoor amenities, and island charm. Whether lounging poolside, kayaking the lagoon, or exploring local shops and eateries, this home provides everything for a memorable getaway. Reserve your dates now and start creating lifelong memories in paradise! br brbr- brThis home is managed by Siesta Key Luxury Rental Properties.  brbrThis home requires a minimum 30-night stay in accordance with local city regulations, and shorter stays are not permitted.brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details.  brbrKids playhouse not for guest use. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.  brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details.  brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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Sleeps

$834.77

/ Nightly

Private Vacation Home

Sunburst Courtyard | Pet Friendly Waterfront Home w/ Pool, Walk to Siesta Key Beach & Village!

Siesta Key, Florida, United States

Welcome to Sunburst Courtyard, your waterfront paradise located on the tropical island of Siesta Key! This exceptional 4-bedroom, 3-bathroom rental home offers all the amenities you need for a memorable stay, and its prime location provides easy access to the world-famous Siesta Key Beach, just a 15-minute walk away.brbrAs you enter Sunburst Courtyard, you'll be greeted by the mother-in-law suite, providing a private and comfortable space for guests or extended family members. Moving through the property, you'll discover the centerpiece of this home - the spacious screened-in courtyard, featuring a sparkling private heated pool & spa and ample lounging areas. Spend your days swimming, relaxing poolside, or grilling out and enjoying delicious BBQ meals in the warm island breeze.brbrThe main house of Sunburst Courtyard features two bedrooms and two baths, offering a comfortable and inviting space to unwind. The bright and elegant design creates a welcoming atmosphere, while the private casita adjacent to the courtyard provides two additional generously sized bedrooms, ensuring privacy and space for everyone in your group.brbrInside the main living quarters, the fully equipped gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, sleek countertops, wood cabinets, and ample space to create culinary masterpieces. Whether you're whipping up a quick breakfast or preparing a gourmet feast, this kitchen has everything you need.brbrAdjacent to the kitchen is the inviting living area, complete with comfortable seating and a pool table for hours of entertainment and friendly competition. The living room features a screened-in balcony, perfect for those looking to unwind in the shade while still taking in the breathtaking water views.brbrAs you make your way to the backyard, you'll find a tranquil retreat where you can soak up the sun, sip your favorite beverage, and take in the picturesque surroundings. From the comfort of your own backyard, you can marvel at the beauty of the water and immerse yourself in the peacefulness of the outdoors.brbrSunburst Courtyard is ideally located, allowing you to experience the best of Siesta Key. Take a leisurely 10-minute walk to Siesta Key Village, where you can explore a variety of dining options, indulge in some retail therapy, and immerse yourself in the vibrant local entertainment scene. For beach lovers, a scenic 15-minute stroll will lead you to the pristine white sands and crystal-clear waters of Siesta Key Beach, consistently ranked among the top beaches in the world.brbrExclusive Amenities Include:br• Private Screened Heated Pool & Spabr• Pool Tablebr• 10 Minute Walk to Siesta Key Villagebr• 15 Minute Walk to Siesta Key Beachbr• Canal Front Homebr• 2 Bedroom Detached Private Guest Quartersbr• 4 Bedrooms, 3 Full Bathsbr• 2 King Beds, 1 Queen Bed, 1 Twin Bed w/ Trundle Bed (convertible to a King), 1 Queen Sleeper Sofa, 2 Rollaway Twin Beds (Sleeps 12) with Linens Providedbr• Private Courtyard Lounge Areabr• Private 2 Car Garagebr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Free WiFi & Multiple HDTV'sbr• Gas Grillbr• Enhanced Cleaning Protocols Provided By Our CottageClean Teambr• Island Shuttle Transportation Availablebr• Dog-Friendly with a Fee (1 dog up to 25lbs)brbrSunburst Courtyard can accommodate up to 12 guest with a bedding configuration as follows:brbrMain Cottage:br• Bedroom # 1: King Bed (1) - Sleeps: 2br• Bedroom # 2: Queen Bed (1) - Sleeps: 2brbrPrivate Guest Quarters:br• Bedroom # 3: King Bed (1) - Sleeps: 2br• Bedroom # 4: Twin Bed w/ Trundle Bed (convertible to a King) (1) - Sleeps: 2br• Common Space: Queen Sleeper Sofa (1) - Sleeps: 2br• Extra: Twin Rollaway Beds (2) - Sleeps 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations. This pool is heated from November 15th to April 15th.

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$332.73

/ Nightly

Private Vacation Home

Newly Updated, Walk to Siesta Key Beach, Tennis, Heated Pool

Siesta Key, Florida, United States

Just steps away from Florida's top rated Siesta Key beach, this beautifully decorated and newly renovated coastal retreat is located directly across from the main Siesta Key Beach access and Siesta Key Pavilion with plenty of parking and tons of amenities. We provide all the beach essentials you need including bicycles, sand-resistant Turkish beach towels that double as a wrap, beach umbrellas, beach chairs, and a beach wagon for an easy and convenient walk to Siesta Key. Back at the condo enjoy resort-style amenities with two tennis courts, a heated pool, and a private balcony overlooking a small lake. Inside, you'll find super comfy beds with high-quality linens, and plenty of fresh clean plush bath towels for a relaxing stay. This vacation townhouse offers everything you need for a memorable and relaxing Siesta Key getaway. With its spacious layout, resort-style amenities, and unbeatable location across from the island’s top beach, it’s the perfect place to call home while you soak up the sun!brbrUnbeatable Location:br• Situated directly across the street from the main public access to world-famous Siesta Key Beach and Pavilion br• Walking distance to the powdery white sands and turquoise waters of the Gulf Coast with unbeatable sunsets brbrSpacious, Bi-Level Townhouse:br• Thoughtfully designed layout with two levels of comfortable and beautifully decorated living spacebr• Ideal for families or groups looking for both privacy and shared gathering areasbr• Spacious living room, dining room, and large kitchen all with balcony access and views brbrPrimary Bedroom Suite:br• Located on the main level with a king-size bed, Roku TV, and large en-suite bathroom stocked with fresh plush bath towels br• Opens up to the outdoor private patio with seating overlooking the quiet lake – perfect for a morning coffee or sunset viewbrbrCharming Upstairs Beachy Bedroom:br• Two comfy twin beds, a Smart TV for streaming and movie nights br• Adjacent full bathroom makes it a great space for kids or guestsbrbrRelaxing Living Room:br• Comfortable and roomy with plenty of seating, including two twin pullout couches with bedding and linens provided for your guests br• Smart TV for streaming and entertainment and a balcony overlooking the lake with table and chairs to enjoy the Gulf breezebr• A great place to unwind after a day at the beach or pool or to watch the sunset from the patio brbrFully Equipped Dine-In Kitchen:br• Stocked with all the kitchen essentials you need to prepare meals at homebr• Overlooks a beautifully decorated large dining area perfect for family dinners and gatherings br• Features a small kitchen table perfect for a quick snack or breakfast at home br• Stocked with plenty of cookware, and both a drip and Keurig coffee makerbrbrResort-Style Amenities at Our House at the Beach:br• Swimming pool with plenty of loungers - ideal for relaxing in the Florida sunbr• Covered cabana area with grills and outdoor dining tables for cookouts and al fresco mealsbr• Two tennis courts for friendly matches or a game of pickleball brbrExtras for a Hassle-Free Stay:br• Super comfy beds, high-quality linens, and plush bath towelsbr• Vacation and beach essentials provided for your stay including bikes, umbrellas, beach chairs and a wagon so you’re ready to hit the sand right awaybrbrThe Beauty of Siesta KeybrSiesta Key is a barrier island positioned between the Gulf of Mexico and intracoastal waterway. The powdery white sandy beaches are world renowned and stretch over 8 miles along the southwest coast of Florida. Siesta Key is a water-lovers paradise offering crystal clear turquoise water, sailing, fishing, swimming and so much more. Play in the gentle waves and shallow waters, gather unique seashells, or build a sandcastle with your kids or grandkids. brbrThe Siesta Key Village offers a wide selection of shops, cafes, top restaurants, and live music for both its residents and guests. From local oyster bars to waterside dining, Siesta Key has something for every palate. Trolley transportation is available around the island and throughout Sarasota.

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Sleeps

$338.77

/ Nightly

Private Vacation Home

Firethorn 330 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

FABULOUS DIRECT BEACHFRONT THIRD FLOOR WALK UP! 180 DEGREE PANORAMIC VIEW! Completely remodeled in Nov. 2010! Granite countertops, custom cabinetry, new furniture and porcelain tile throughout. Two bedroom 1.5 bath with washer/dryer, open balcony, Tommy Bahama decor, and so much more! The view is among the best at Midnight Cove! Living room features 42 Flat Screen TV and DVD. Master bedroom includes new Queen Bed & flat panel TV, and Guest bedroom offers two twin beds with TV. Unit comfortably sleeps 4. The unit offers free wireless internet and unlimited long distance calling.

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Sleeps

$1620.57

/ Nightly

Private Vacation Home

Beautiful 4 Bedroom/ 4 Bath Beach House-Directly on Beach!

Siesta Key, Florida, United States

Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 4-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 12 guests. This home comes equipped with a full kitchen, a dining area, and a spacious living room for you to enjoy time with your family and friends. Watch the spectacular sunsets from one of your multiple balconies located on each floor, or walk out your front door to the sugary white sand of our world-famous beaches. This unit also includes a very convenient outdoor shower and the use of the pool at the Siesta Key Beachside Villas just a block away. Even better still, this unit is only a short stroll into Siesta Key Village, where you can experience many of the wonderful shops and restaurants the island has to offer! With views like this, this vacation home is sure to be your choice returning year after year!br*This unit is stairs only. All guests must have the ability to use stairsbrbrBedroom 1 – KingbrBedroom 2 – King and Queen Sleeper SofabrBedroom 3 – Queen brBedroom 4 – King brLiving Room – Queen Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 25br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $1,500

Bed

Bath

Sleeps

$251.14

/ Nightly

Private Vacation Home

Firethorn 722 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Owner takes pride in this beautifully decorated 2nd floor unit. 2 bedroom 1 1/2 baths. Newly remodeled! Very cozy and comfortable with amazing tranquility and peacefulness courtesy of the laid back, canal-front setting. The unit features ceramic tile floors and a den-like sitting room off of the living room. Lanai is glass enclosed, but the sliders open to enjoy the cool breezes and fresh air. The unit has a BRAND NEW King bed in the master & 2 twins in the guest room AND a sleeper sofa in the living room, so it sleeps 6 max. Washer & dryer in unit.Complimentary wi-fi included as well.

2

Bed

1

Bath

4

Sleeps

$317.82

/ Nightly

Private Vacation Home

Doveplum 723- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...

Siesta Key, Florida, United States

**January/May 2018 Specials- UP TO 20% OFF!!! BRAND NEW REMODELED KITCHEN!!! All New Vanities and Flooring in all 3 Bathrooms! New Carpet in bedrooms, newly painted, new blinds! Picture yourself in this spacious townhouse on a canal! Enjoy the gorgeous views from the large glassed and screened lanai or the private open sundeck off the master. The newly furnished living room includes a leather sofa bed and a 46 Smart 3D TV with internet browser and a 3D blu-ray player for your entertainment pleasure. There's lots more room for entertaining in the large, bright dining room. In the all new kitchen you will find brand new stainless steel appliances. All living areas are ceramic tile. Both master suites are carpeted and include flat screen TV's. 1st Master suite offers a king bed, 2nd master suite offers 1 Double and 1 Twin bed. Other conveniences include washer and dryer in unit, 2 1/2 baths, and complimentary WIFI. There's also a bonus feature for boaters and fishermen---your own private boat dock! (small fee required) The only decision you'll have to make is beach or pool---both just a short walk away! Just bring your flip flops and enjoy--beach towels, chairs and umbrellas all provided!

2

Bed

2

Bath

6

Sleeps

Vacation Home Rentals By Owner In Siesta Key, FL

$307.2

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$390.09

$584.85

$152.92

$1201.17

$863.65

$372.13

$834.77

$332.73

$338.77

$1620.57

$251.14

$317.82

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