Home Vacation Home Rentals By Owner In Siesta Key, FL

Showing 460 Of 517 Vacation Rentals
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Exceptional(8)

$1521.94

/ Nightly
Private Vacation Home

Private Beach Access/Pool Volleyball/Rock Climbing

Siesta Key, Florida, United States

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:brbrPeople love beach volleyball here, so we designed a heated saltwater pool and spa with a volleyball theme! The pool volleyball area is nearly 20 feet by 30 feet, and it’s separated by a wall and landscaping from the remainder of the pool area and covered patio, so the effects of the volleyball game don’t extend beyond the court! The pool also has a waterslide, and a large sun shelf with seating, bubblers, lights, and staircase that leads to the pool. At the backside of the pool, you’ll find a turfed area with putt-putt golf. Adjacent to the pool is the covered patio area that features 3 smart TVs, outdoor grill (natural gas), and plenty of covered seating and dining. These 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 3,600 square foot home provides views and balconies on all levels, including the rooftop deck that is over 50 feet above the ground. This home has an elevator with service to all floors (except the rooftop). This home provides 5 bedrooms (all with en suite baths and balcony access) and there is a rock-climbing wall in the bunk room! There are 4 king beds and 2 custom full over full bunk beds; and 5 full baths and 2 half baths. The home comfortably sleeps 14 people in beds. The great room is family friendly and includes the kitchen, living, dining areas, and balcony. 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 has a club room or secondary living space with multiple games, wet bar that supports this space, and the balcony that provides access to the home’s 50-foot-high rooftop deck!brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 4 vehicles. The fully fenced pool and backyard area (pet friendly – fees and restrictions apply), includes the covered patio space and pool that was previously described and there are ceiling fans throughout. The home’s ping pong table, corn hole boards, poolside basketball hoop, outdoor connect 4, bocce ball and beach equipment can be found here that includes 2 beach wagons, 2 coolers, 10 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. 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):brbrThe great room has a fully stocked kitchen with a large pantry, cooktop with hood vent, double ovens (2), full sized refrigerator (with ice maker) and freezer, 2 trash/recycling pull-outs, 2 dishwashers, 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 comfortable with balcony access and the dining area seats 13 people comfortably via an 8-person dining table, 5-person kitchen island bar top. Master bedroom 2 has double ‘Juliet balconies’ accessed from the bedroom and bath, a king bed, and an en suite bathroom with double faucet vanity and walk-in shower. There is a half bath on this floor.brbrbrbrThe Second Level of Living (3rd Floor): brbrBedrooms 3 and 4 both have balcony access, a king bed, and an en suite bath with double faucet vanity and walk-in shower. Bedroom 5 has a rock-climbing wall built into the room that every child is going to love, a seating area with smart TV, balcony access (with parental safety features) and, 2 full over full bunk beds, and an en suite bathroom with vanity and shower/bathtub combination. There is also an oversized laundry room on this level with utility sink and 2 stackable washer/dryer units.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrMaster bedroom 1 has Gulf views, balcony access, walk in closet, and a large en suite bathroom with 2 vanities, walk-in double shower, freestanding bathtub, and private water closet. The club room has a wet bar, seating, workspace area, and games including Nintendo Switch gaming console and shuffleboard in this room. The wet bar has a sink, beverage and wine refrigerators, ice maker, and trash pull-out. It also has a half bath, and a balcony and stair access to the roof top deck (both with Gulf views). The rooftop deck is 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. These are great indoor and outdoor entertainment spaces! brbrbrbrGetting Around:brbrPrivate beach! This amazing home is a few steps from the sands of the world-famous Siesta Key Beach and the private section of it that is just for those on this private street! It’s centrally located to the North and South Siesta village entertainment districts and all the restaurants, entertainment, shopping, grocers, and more on the Key. Everything can be accessed by bike, golf cart, car, or free trolley. 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 home provides private beach access. Access to the private beach is controlled. Please accurately list the number of travelers associated with your reservation, and our team will contact you and walk you through the easy to follow private beach rules.brbrbrbrThis 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
Bed 5

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Bath 6

Bath

Sleep 14

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Exceptional(37)

$2340.72

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Private Vacation Home

Siesta Key Our Mc-Masion Bayfront Home Steps from the World's Finest Beaches

Siesta Key, Florida, United States

Extremely Private: -inspired elegant decor welcomes you to this secluded tropical getaway and makes you feel at home with a 120-foot-long boat dock directly on Little Sarasota Bay with plenty of dolphin and manatee activity. You won't even realize you are minutes away from a bustling city since the house sits back far from the road, you won't even hear the cars on the way to the beach, but you will hear the boats from the dock. Steps from the beach, complete with all the modern amenities and comforts of home, including a complete kitchen including a gas stove and new appliances, coffee bar, pantry and seating for 10. Outside you will find an amazing kitchen with grill, kitchen necessaties and a table seating 8 with sofa, wood fireplace and large screen tv. There are three bedrooms each with king mattresses ( two are master bedrroms). Each bedroom has their own bathroom. Extra bunk beds can be added with notice. Each bedroom has a smart Samsung large wall mounted tv. (12 person maximum) linens, and ceiling fans included in each bedroom. The family room comforatable seats 6-8 with a large tv. There are five (5) Samsung flat screen cable TVs and WIFI internet access, garage, three living levels with elevator, heated spa and pool overlooking bay, 120-foot fishing dock with underwater snook lights on the bay for best night fishing, yoga room with fitness equipment, free (2) bike - one is electric/ (2) kayak usage, (3) Stand Up Paddleboard (SUP) outdoor fireplace, horseshoes, lounge chairs, and two sets of washer/dryers. brFishing gear and additional bikes for rent. Free transportation is available at the end of the driveway. Additional guests can be accommodated at $25 per guest per night. We are less than a mile south of Crescent Village shops, restaurants and beautiful Crescent Beach. Also included in our home are linens, towels, toiletries (shampoo, conditioner, soap) as well as a pool towels. All the amenities of home because it is our home.
Bed 4

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Bath 4

Bath

Sleep 13

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Exceptional(38)

$626.05

/ Nightly
Private Vacation Home

Pet Friendly Home on Siesta Key w/ Private Heated Pool & Putting Green

Siesta Key, Florida, United States

Unparalleled Luxury at Casa Leone, Siesta Key's Hidden GembrWelcome to Casa Leone, your ultimate luxury getaway on Siesta Key. Located on the northern end of this iconic island, this stunning vacation home combines comfort, style, and convenience, making it the perfect destination for your beach vacation. Whether you're here to relax or explore, Casa Leone offers everything you need for an unforgettable stay.brbrSpacious, Elegant Interiors for Unmatched ComfortbrAs you step inside, you'll be greeted by an open-concept living area filled with natural light and designed for ultimate comfort. The first-floor living room, just off the pool, is the perfect place to unwind after a fun day at the beach, with plush sofas and a flat-screen HDTV for cozy movie nights or catching up on your favorite shows. The adjacent dining area and fully equipped gourmet kitchen provide both style and convenience, whether you're preparing a quick breakfast or hosting a family dinner.brThe main living area also opens up to a screened-in deck with a dining table, perfect for enjoying a meal or drinks while staying cool in the shade. With the gentle Siesta Key breezes flowing through, this space adds another layer of comfort to your experience.brbrRestful Bedrooms with Private Balconies for Ultimate RelaxationbrCasa Leone comfortably accommodates up to 10 guests with 4 beautifully appointed bedrooms and 3 full baths. The main bedroom suite features a king-sized bed and its own ensuite bathroom with a stand-up shower, ensuring privacy and comfort. Step outside from the master to your own private balcony, where you can relax and enjoy the serene surroundings. The other three bedrooms, including a cozy bunk room for the kids, ensure everyone has their own space to unwind. Luxurious linens are provided in each bedroom, adding a touch of indulgence to your stay.brbrPrivate Outdoor Oasis: Pool, Spa, & Putting GreenbrStep outside into your own private paradise. The heated pool and spa offer a luxurious way to cool off and relax, while the private putting green provides a fun activity for guests of all ages. Whether you're lounging by the pool, dining al fresco in the screened-in deck area, or enjoying a friendly round of golf, this outdoor space is the perfect complement to the Siesta Key lifestyle.brbrPerfect Location Just minutes Siesta Key's BestbrCasa Leone is ideally located offering a tranquil escape with stunning water views. The world-renowned Siesta Key Beach is just 3 miles away, and the vibrant Siesta Key Village, with its eclectic mix of dining, shopping, and entertainment, is right at your fingertips.br​​​​​​​brWhy Wait Book Your Dream Vacation at Casa Leone Today!brWith its luxurious amenities, prime location, and seamless blend of indoor and outdoor living, Casa Leone is the perfect destination for a Siesta Key beach getaway. Whether you're relaxing by the pool, exploring the island, or enjoying quality time with loved ones, this home promises an unforgettable experience. Book your stay today and let Casa Leone be the backdrop for your perfect beach vacation!brbrCasa Leone can accommodate up to 10 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) - Sleeps: 2br• Bedroom # 2: Queen Bed (1) - Sleeps: 2br• Bedroom # 3: Queen Bed (1) - Sleeps: 2 + Bunk Bed - Twin Bed (2) - Sleeps: 2br• Bedroom # 4: Queen Bed (1) - 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: This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR22-00008. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 10 guests. This pool is heated from November 15th to April 15th.
Bed 4

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Bath 3

Bath

Sleep 10

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Exceptional(1)

$297.2

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Private Vacation Home

Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court

Siesta Key, Florida, United States

Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Courtbrbr Why You'll Love This HomebrJust a short walk to the world-renowned Siesta Key Beach, Bayside Endless Summer offers a contemporary island retreat within the amenity rich Gulf & Bay Bayside community. Start your mornings on the screened lanai, then head out for a beach walk or a relaxing dip in the community pool. Spend your afternoons exploring Siesta Key Village, or staying active on the community tennis and pickleball courts.brbr⭐️ Perfect ForbrFamilies, couples, and smaller groups seeking close beach access, and a comfortable home base near Siesta Key's loved attractions.brbr☀️ Imagine ThisbrWake and get started in the open kitchen and dining space. Flip some pancakes or eggs in the well stocked kitchen. After breakfast, grab the provided beach gear and head just 0.6 miles to Siesta Key Beach, where powdery sand and clear teal waters set the tone for a perfect day.brbrIn the afternoon, return home to relax in the comfortable living space or on the furnished lanai. If you're feeling energized, take some laps in the community pool or play a match on the tennis courts. Later, head to South Siesta Key Village to explore shops, live music, and a variety of dining options from Captain Curt's to Lenny's Island Grill. As night falls, retreat to the primary suite and expansive bathroom, settle into soft linens, and end the night knowing another beach day awaits.brbr ️ Where You'll Sleep br• Bedroom 1: King Bed, Ensuite Bath with Walk-In Shower, TVbr• Bedroom 2: Two Full Beds, Hall Bath with Walk-In Shower, TVbrbr ️ Explore The Areabr• 0.6 Miles (13-Minute Walk) to Siesta Key Beachbr• 1.0 Miles to Crescent Beachbr• 1.3 Miles to Captain Curt's Crab & Oyster Barbr• 1.7 Miles to Siesta Key Village - Dining, Shopping, and Nightlifebr• 11.5 Miles to Sarasota-Bradenton International Airport (SRQ)brbrDon't Wait: This neighborhood is in an incredible location on Siesta Key and provides tranquility and privacy. Book your dream stay today. Your reservation includes peace of mind with our CottageClean™ program, featuring a six-hour deep clean and a 35-point inspection before every stay—ensuring your home feels fresh, safe, and truly vacation-ready upon arrival.brbrNeed To Know: This condo is located in the Gulf & Bay Bayside community. This allows guests staying at this unit to utilize the included community amenities. The community pool is seasonally heated. Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi is included.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(10)

$634.62

/ Nightly
Private Vacation Home

Siesta Dolce | Private Pool, Kayaks and Putting Green

Siesta Key, Florida, United States

Siesta Dolce | Private Pool, Kayaks and Putting Greenbrbr Why You'll Love This HomebrEscape to Siesta Dolce, a luxurious oasis where every detail is designed for your ultimate enjoyment. From its stunning outdoor amenities, including kayaks and a putting green, to its inviting interiors, this home promises an unforgettable Siesta Key escape.brbr ‍ ‍ Perfect ForbrFamilies or adult groups seeking a blend of active outdoor fun and luxurious relaxation, with easy access to Siesta Key's acclaimed beach and village.brbr ️ Imagine ThisbrYour morning begins with a serene paddle in one of the kayaks along the peaceful canal, greeting the sun. Back at the villa, challenge your companions to a friendly game on the 3-hole putting green before a refreshing dip in the private heated pool, then lounge on one of the four poolside lounge chairs. Lunch is served al fresco at the poolside dining table with an umbrella, followed by an afternoon unwinding in the outdoor rattan hanging basket chairs or swaying gently in the hammock. As evening approaches, gather around the fire pit for s'mores and stories, or sink into the plush outdoor L sectional for cocktails under the stars. Inside, the sunken den offers a cozy retreat, while the fireplace in the living room provides a warm ambiance on cooler evenings. Dinner is a joy to prepare in the well-appointed kitchen, featuring a distinctive French sink. Later, unwind with a good book, reflecting on another perfect day in paradise.brbr Where You'll SleepbrBedroom 1: King Bed (Remote Adjustable), Ensuite BathbrBedroom 2: King Bed (Remote Adjustable), Ensuite BathbrBedroom 3: King Bed, Shared BathbrBedroom 4: Two Twin Beds, Shared Bathbrbr Explore the Areabr• 1.5 Miles to Siesta Key Beach – Quick Walk to Sand and Gulf Watersbr• 1.8 Miles to Siesta Key Village – Dining, Shops, and Entertainmentbr• 4.3 Miles to Downtown Sarasota – Bayfront Parks, Arts, and Restaurantsbr• 3.7 Miles to Crescent Beach – Shelling, Snorkeling, Sunbathing brbr ️ Your Siesta Key Adventure AwaitsbrDon't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspectionbrbrNeed to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. This property is registered as a vacation rental with the City of Sarasota with Registration Number VR23-00018. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and has a maximum occupancy of 8 guests. We happily welcome up to 2 small dogs (up to 25 lbs) with a $250 fee per pet, breed guidelines apply to ensure a safe and comfortable stay for everyone. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather.
Bed 4

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Bath 3

Bath

Sleep 8

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Exceptional(1)

$297.27

/ Nightly
Private Vacation Home

Our House at the Beach C-110: Across the street from the beach!

Siesta Key, Florida, United States

Welcome to Our House at the Beach C-110 by Tropical Sands Accommodationsbr1113 Lake House Cir #110 Siesta Key, FL 34242brbrbrExperience island comfort and unbeatable convenience at Our House at the Beach C-110, a beautifully appointed two-bedroom, two-bath townhouse located just across the street from world-renowned Siesta Beach, the only lifeguard-protected beach on Siesta Key. This Lake House suite offers easy access to everything you need for a relaxed and memorable Gulf Coast getaway.brbrHighlights:br• A Heated Swimming Poolbr• 4-Minute Walk to the Beachbr• 2-Minute Walk to trolley Stopbr• Two Tennis Courts and a Pickleball Court for Active Funbr• A Gas grilling Pavilion and Picnic Areas Under Shaded Treesbr• Beach Chairs and a Beach Cart brbrWelcome to your freshly updated beach townhouse, where coastal elegance meets comfort. The bright and airy living room features beautiful wooden floors, a large flat-screen TV, and a cozy sectional, perfect for relaxing after a day in the sun. The sliding glass doors open to a private patio with outdoor seating, ideal for sipping your morning coffee or unwinding in the ocean breeze. The modern kitchen is fully stocked with stainless-steel appliances, including a refrigerator, stove, oven, and dishwasher, along with a microwave, toaster, and drip coffeemaker. Whether you're preparing a full meal or a quick snack, this beachside vacation rental has everything you need for a stress-free stay on the Gulf Coast.brbrThe primary bedroom features a plush king-size bed and a private ensuite bathroom. The second bedroom offers a cozy queen bed with access to a full hallway bath. Two rollaway beds provide flexible sleeping arrangements for families or small groups. Enjoy the added convenience of an in-unit washer and dryer, Wi-Fi throughout, and two dedicated parking spots, one in a private garage and one guest space.brbrRoom Details brbr-Primary Bedroom: King bed and ensuite bathroom with a walk-in shower br-Second Bedroom: Queen bed br-Bonus: Two Rollaway BedsbrbrWhether you're planning a weeklong retreat or a seasonal stay, Our House at the Beach C-110 delivers the perfect blend of comfort, convenience, and classic Siesta Key charm.brbrReserve your dates today and get ready for sun, sand, and relaxation in one of Florida’s top rated beach destinations!brbr-brbrThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(4)

$428.18

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Private Vacation Home

Beach Life! it Doesn't Get Any Better than This! - Aloha Kai #28 - roelens

Siesta Key, Florida, United States

Aloha Kai #28brbrA 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 #28. 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. Crafting abundant serenity in a snug design, Aloha Kai #28 invites you to kick off your shoes, have a grill on your back 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 Queen-size bed, Smart TV and Ensuite BathroombrGuest Bedroom 1 with Two Twin-size beds, and Smart TVbrAdditional Sleep: 1 Sleep Sofa in the Living AreabrTop 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.brBack Patio: Enjoy balmy evenings at home on the back patio to relax and unwind after an eventful day.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 #28 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 #28 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:br10% 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
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(4)

$271.62

/ Nightly
Private Vacation Home

Charming Beachside Retreat - Aloha Kai #18 - Roelens

Siesta Key, Florida, United States

Aloha Kai #18brbrA Siesta Key Beachside Bliss Awaits! br brEscape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #18. This charming beach studio is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. Packing ample charm into a compact space, Aloha Kai #18 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: br brBedding Arrangement: brStudiobrCommon Area with King-size bed and Smart TV brTop Features: brSleeps 2 brLargest 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. brFront Screened Porch and Back Patio: Sip coffee in the mornings in your screened porch or curl up with a good book. Enjoy balmy evenings at home on the back patio to relax and unwind after an eventful day.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 #18 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 #18 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
Bed 1

Bed

Bath 1

Bath

Sleep 2

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Exceptional(5)

$501.73

/ Nightly
Private Vacation Home

Spacious 3 Bedroom Gulf Side Townhome with Rooftop Sun Deck On Siesta Key!

Siesta Key, Florida, United States

Welcome to Surfside! Where you will experience beautiful Siesta Key Living! This 3-Bedroom, 2.5-bathroom home sleeps up to 6. Relax on the spacious rooftop sun deck and take in the amazing sweeping views of our world-famous beach, Siesta Key. Inside, on the first living level, you will find a large, open living area, a half bathroom, a nice sized balcony for enjoying that island breeze, and a large kitchen with plenty of space to cook in. The second living level has 3 bedrooms, 2 full baths, a washer and dryer, and another balcony off the bedrooms. Up one more flight of stairs is the large rooftop sun deck, perfect for watching gorgeous sunsets all year round. This home is equipped with 2 parking spaces: 1 in the drive way and 1 carport space in the rear. For your convenience, there is an onsite beach access path that will lead you to the sugary sands and crystal-clear waters. This home is just a short stroll to the Siesta Key Village with a large variety of dining and shopping options. Capture your piece of paradise with this fabulous Siesta Key townhome.br*Stairs only. All guests must have the ability to use stairs.brbrBedroom 1- KingbrBedroom 2- QueenbrBedroom 3- 2 Twin Bunk BedsbrbrAdded 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: 27br*Security Authorization Hold taken upon check-in. Amount: $1,000
Bed 3

Bed

Bath 2

Bath

Sleep 8

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$771.46

/ Nightly
Private Vacation Home

Luxury Siesta Key Retreat 4BR/4BA Private Coastal Escape Near Beach & Shops

Siesta Key, Florida, United States

Arrive. Unwind. Experience Siesta Key at its finest.brWelcome to your private luxury retreat on Siesta Key, a modern sophisticated 4-bedroom, 4-bathroom home designed for elevated coastal living. Tucked away in one of the island’s most desirable locations, this residence offers the perfect blend of privacy, comfort, and effortless elegance.brFrom the moment you step inside, you’re welcomed by light-filled interiors, thoughtfully designed spaces, and a calming, refined aesthetic, and tropical views. Each bedroom serves as a peaceful sanctuary, while four well-appointed bathrooms provide both convenience and privacy, ideal for families, couples, or executive getaways.br The home is designed for seamless living with an open concept. Spacious gathering areas invite connection including a built-in deck spa, while modern amenities including climate-controlled comfort, quality linens, and everyday essentials to ensure a stay that feels both luxurious and easy. Whether you’re getting ready for an evening out or returning from a sun-soaked beach day, every detail has been considered.brSpend your days exploring the powdery white sands of nearby Siesta Beach and Village, consistently ranked among the best beaches in the world, or enjoy the vibrant dining and shopping scene just minutes away in Siesta Key Village. Also, for entertainment purposes, the property is close to Sarasota and the downtown main street area.brAs the day winds down, return to your private retreat to relax, recharge, and savor the quiet luxury of island living.brThis is more than a place to stay, it’s a curated Siesta Key experience.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(1)

$795.46

/ Nightly
Private Vacation Home

Pineapple Palms: Pool+Hot Tub, 5 min to Beach

Siesta Key, Florida, United States

Welcome to Pineapple Palms, your tropical getaway in beautiful Siesta Key. With space for up to 10 guests, this 4-bedroom home features an open layout made for gathering, a private heated pool, hot tub, and inviting indoor spaces where everyone can unwind after a day in the sun.brbrJust minutes from the powdery white sands of Siesta Beach, this cozy, updated space is perfect for a laid-back getaway. Comfort, island vibes, and the perfect location—everything you need for a memorable stay.brbrThe Spacebr• Sleeps up to 10 guestsbr• 4 bedrooms, 2 bathroomsbr• Spacious one-level layoutbr• Private heated poolbr• Hot tubbr• Cozy movie roombr• Large family dining roombr• Open kitchen perfect for entertainingbr• Propane grillbr• Smart TVsbr• High-speed Wi-FibrbrWhere You'll Sleepbr• 2 King bedsbr• 2 Queen bedsbr• Additional sofa bed in the movie roombrThe primary king suite is a peaceful retreat featuring a large walk-in shower and soaking bathtub, perfect for unwinding after a day at the beach.brbrFully Equipped KitchenbrWhether you’re preparing breakfast before the beach or dinner for the group, the kitchen is stocked with essentials and ready for your stay.brbrIncluded for guest use:brPots and pans, cooking utensils, plates, cups, and dining essentials, cooking range with oven, microwave, dishwasher, toaster, blender, coffee maker, and Keurig machine with coffee pods providedbrbrPrime LocationbrLocated just 5 minutes from Siesta Beach and Siesta Village, you’ll be close to world-famous white sand beaches, restaurants, shops, nightlife, and island activities.brbrDog Friendlybr• No cats allowed due to property restrictionsbr• Must be disclosed at the time of bookingbr• $100 pet fee per dog, per staybr• Maximum of 2 dogs unless approved in advancebrbrGood to Knowbr• Quiet hours begin at 10 PMbr• This is a residential neighborhood, so we ask guests to be respectful of neighborsbr• Routine pool or lawn maintenance may occasionally occur during your staybrbrYour Siesta Key Escape AwaitsbrSpend your days at the beach, your evenings by the pool, and your nights relaxing with family and friends. Whether you’re here for adventure or downtime, Pineapple Palms is the perfect home base for your Siesta Key vacation.brbrBook your stay today and start making memories.
Bed 5

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Bath 2

Bath

Sleep 10

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$437.31

/ Nightly
Private Vacation Home

Quaint 3-bed 3bath Ocean side retreat with pool and hot tub house in Siesta Key

Siesta Key, Florida, United States

Oceanside Retreat is a recently refreshed three-bedroom, three-bath ground floor vacation rental on Siesta Key, ideal for families and small groups who want a comfortable home base close to the island’s famous beaches, dining, and laid back coastal vibe. After a day on the sand, come home to bright, beachy interiors, plenty of space to spread out, and fun extras that make nights in just as enjoyable as days out exploring Siesta Key.brbrHighlightsbr• 3 Bedrooms / 3 Bathroomsbr• 1 King, 1 Queen, Twin over Full bunk bed with Twin trundlebr• Recently refreshed home on Siesta Keybr• Pool table for indoor funbr• Beach chairs and beach cart providedbr• Washer and dryer in homebr• Pet friendly with host approvalbr• 3 parking spotsbr• Convenient access to Siesta Key beaches, restaurants, and shoppingbrbrThis home is built for easy vacation living. Start your mornings with coffee and sunshine, then load up the beach cart with the provided beach chairs and head out for a classic Siesta Key beach day. When you are ready to wind down, the pool table sets the tone for relaxed evenings and friendly competition. With thoughtful touches throughout and a layout that works well for groups, Oceanside Retreat keeps everyone comfortable while still feeling like a true getaway.brbrThe main living area is open, bright, and inviting, with comfortable seating and a large television that makes it easy to gather for movie nights or a break from the sun. The kitchen is fully equipped with modern appliances, generous counter space, and the essentials you need for everything from quick breakfasts to family style dinners. Nearby dining space gives your group a dedicated spot for meals, games, or planning tomorrow’s Siesta Key adventures.brbrThe primary bedroom is a relaxing retreat with a king bed and a private ensuite bathroom featuring a walk-in shower and a standalone soaking tub, perfect for resetting after a day at the beach. The second bedroom offers a queen bed and its own ensuite bathroom with a walk-in shower, giving another couple or set of guests extra privacy. The third bedroom is a great setup for kids or additional guests, featuring a twin over full bunk bed with a twin trundle. A hallway bathroom with a shower and tub combination is conveniently located for this room and the main living spaces.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in shower and standalone tubbr• Second Bedroom: Queen bed, ensuite bathroom with walk-in showerbr• Third Bedroom: Twin over Full bunk bed with Twin trundlebr• Hall Bathroom: Shower and tub combinationbrbrTo keep your stay simple and stress free, Oceanside Retreat includes an in-home washer and dryer so beach towels and vacation outfits stay fresh throughout the week. Beach gear is also provided, so you can spend less time packing and more time enjoying Siesta Key.brbrIf you are looking for a refreshed Siesta Key vacation rental with a comfortable layout, family friendly sleeping options, and beach gear plus at home entertainment, Oceanside Retreat is ready for you. Book your stay with Tropical Sands Accommodations and start counting down to your Siesta Key escape.brbr-brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company.brbrThis home requires a minimum 30-night stay in accordance with local city regulations, and shorter stays are not permitted.brbrThis home has a security camera located by the entrance.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 Tropical Sands Accommodations Rental Policies for full details.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 Tropical Sands Accommodations Rental Policies for full details.brbr3 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.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.
Bed 3

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Bath 3

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Sleep 7

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Exceptional(5)

$235.45

/ Nightly
Private Vacation Home

Private Beach Access w/shared Pool -Casita East

Siesta Key, Florida, United States

Casita East by Siesta Key Luxury Rental Properties brbrWelcome to Casita East! This beach bungalow offers two bedrooms and one bathroom, along with fantastic amenities like private beach access and access to the community pool. If you need more space, Casita West, the neighboring property, is also available for rent. With two bedrooms and one bath, renting both Casita East and Casita West would give you a total of four bedrooms and two baths. So, pack your beach bags and get ready for an amazing vacation on Siesta Key's beautiful beaches! brbrHighlights br• Private Beach Access - One Block Awaybr• Access to Calini Beach Club Resort Community Poolbr• Single Story Residencebr• Shared Patio with Grill and Outdoor Dining Tablebr• Shared Washer & Dryerbr• Catch the FREE Trolley to visit Iconic Siesta Villagebr• Walk to Daquiri Deck, Captain Curt's and other Famous Restaurantsbr• Dog friendly with approval and additional fee brbrUpon entering, you’re welcomed into the cozy living area with two sofas and a tv, perfect for unwinding after a day at the beach. The kitchen has been updated with modern touches and stainless-steel appliances, it’s also equipped with cookware essentials, and has a nautical-theme dining area and table for up to four guests. Outside is a lovely, shared patio with bright landscaping, and an outdoor dining area with a grill. brbrExperience ultimate comfort and relaxation in the primary bedroom, complete with a cozy Queen bed, two nightstands, and a spacious closet to safely store your belongings. The guest bedroom has two twin beds with nautical bedding and a TV. The main bathroom has a large vanity, perfect for storing all your vacation essentials, and a refreshing shower and bath combination. As an added convenience, guests have access to a shared washer and dryer. brbrRoom Details br-Primary Bedroom: Queen bed br-Second Bedroom: Two twin beds brbrThe association's pool and hot tub are available; lounge chairs surround the deck area. The association also has private beach access for guests to enjoy one of the world's best beaches. brbrGet out and venture out to the restaurants, ice cream parlors, boutiques, and the stunning Gulf of Mexico beaches just seconds away from this apartment. Rent a bike, kayak, or paddleboard and explore everything that beautiful Siesta Key offers! brbr-brThis property allows ONE dog with a Max weight of 35lbs with host approval prior to arrival. Please note there will be an additional pet fee associated.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. brbrThis home is managed by Siesta Key Luxury Rental Properties. We 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. 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.
Bed 2

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Bath 1

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Sleep 4

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Exceptional(19)

$1396.92

/ Nightly
Private Vacation Home

Siesta Key Home, Heated Pool, Spa, near the beach! - Talk To The Sand

Siesta Key, Florida, United States

Talk To The Sand by Siesta Key Luxury Rental Properties br brTalk To The Sand by Siesta Key Luxury Rental Properties is a seven bedroom, seven and a half bath Siesta Key luxury rental designed for families and group getaways seeking elevated coastal living. Just a short four-minute walk to Siesta Key Beach and a quick three-minute walk to Siesta Key Village, this refined island retreat pairs walkable convenience with standout amenities. It includes a private pool with spa and waterslide, a rooftop deck for sunset Gulf views, and multiple indoor and outdoor gathering spaces. With elevator access to all levels, generous parking, and pet friendly accommodations with approval, this home delivers an effortless beach getaway on Siesta Key. brbrHighlights br• 4-minute walk to Siesta Key Beach br• 7 Bedrooms / 7.5 Bathrooms br• 6 King beds, 1 Full over Full bunk bed br• Private pool with spa and waterslide br• Rooftop deck with Adirondack seating and Gulf views br• Outdoor lounge and dining area with BBQ grill and TV br• Ping pong table and foosball table br• Elevator for guest use br• Washer and dryer br• Dog friendly with host approval br• Parking for up to 5 vehicles br• 3-minute walk to Siesta Key Village restaurants and shops brbrThe backyard at Talk To The Sand is a true tropical outdoor oasis. A resort style pool with an integrated spa and waterslide creates the perfect setting for both relaxation and play. Nearby, the covered outdoor lounge and dining area features comfortable seating, a TV, and a BBQ grill, making it easy to gather for casual meals or unwind after a day at the beach. For sunset seekers, the rooftop deck offers Adirondack chairs and elevated Gulf views, an ideal spot to enjoy evening breezes and Florida Gulf Coast sunsets. brbrThe main living level welcomes guests with a bright, open concept great room designed for connection and comfort. The fully equipped gourmet kitchen features a spacious island with seating, modern appliances, and ample prep space for group meals. The dining area and inviting living room with plush sofas and a TV provide a relaxed setting for downtime. A balcony overlooking the pool extends the living space outdoors, while a convenient half bath and in home washer and dryer are located just down the hall. A second living room on the third floor offers additional space to spread out, complete with a TV and easy access to the surrounding bedrooms. brbrThe primary bedroom serves as a serene retreat with a private balcony, a king bed, and an ensuite bathroom featuring a double vanity and a walk-in shower with distinctive tilework. Additional king bedrooms throughout the home are thoughtfully appointed with TVs, generous closet space, and ensuite bathrooms with walk-in showers. The bunk bedroom is ideal for younger guests, offering a full over full bunk bed, balcony access, and an ensuite bathroom with a shower and tub combination. Each bedroom is designed to promote restful nights after full days of island adventure. brbrRoom Details br• Primary Bedroom (3rd Floor): King bed, private balcony, ensuite bathroom with double vanity and walk-in shower br• Second Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower br• Third Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower br• Fourth Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower br• Fifth Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower br• Sixth Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower br• Seventh Bedroom (3rd Floor: Full-over-Full bunk bed, balcony, ensuite bathroom with shower and tub combination brbrTalk To The Sand places guests within easy walking distance of Siesta Key Beach and the lively Siesta Key Village, known for its restaurants, coffee spots, ice cream shops, and boutiques. This Siesta Key vacation home includes an elevator for convenient access to all floors, an in home washer and dryer, and parking for up to five vehicles, including garage and driveway space. With host approval prior to arrival, dogs are welcome, allowing guests to enjoy a pet-friendly beach escape. brbrFrom rooftop sunsets and poolside afternoons to evenings spent exploring Siesta Key Village, Talk To The Sand by Siesta Key Luxury Rental Properties offers a refined yet relaxed island escape. With walkable beach access, resort style amenities, and spacious accommodations for groups, this home captures the essence of luxury coastal living. Book your stay at Talk To The Sand today and experience the best of Siesta Key! brbr- brThis property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbr5 cars maximum are able to park at this home, 3 Car Garage, and 2 cars in the driveway. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrPlease see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrThis home is managed by Siesta Key Luxury Rental Properties. We 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. 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.
Bed 7

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Bath 7

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Sleep 14

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Exceptional(13)

$984.67

/ Nightly
Private Vacation Home

Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.

Siesta Key, Florida, United States

Discover your perfect getaway on the prestigious North End of Siesta Key, where coastal sophistication meets relaxed island living. This meticulously maintained and gated four-bedroom, 3.5-bath residence offers every modern comfort in Sarasota’s most desirable locations.brbrStep through the private gated entrance into a fully turfed, low-maintenance paradise featuring a two-car garage and resort-style outdoor living. Enjoy a sparkling pool and spa, complete with a fully equipped outdoor kitchen, privacy wall, and lounge area ideal for entertaining or unwinding after a day at the beach.brbrInside, you’ll find a gourmet chef’s kitchen with high-end appliances, a spacious master suite with a spa-inspired bath, and a large bonus media room/mancave with five TVs—perfect for sports fans or family movie nights. The second-floor balcony offers a tranquil retreat for morning coffee or evening cocktails beneath the Siesta Key sunset.brbrJust a short stroll to Shell Road Beach, minutes from the vibrant Siesta Key Village and Downtown Sarasota, and steps from the BREEZE line public bus transportation, this home provides the perfect balance of privacy and proximity to the island’s best dining, nightlife, and attractions. brbrThoughtful extras include kayaks, a paddleboard, beach chairs, lots of toys, and a basketball hoop, ensuring fun for all ages. And yes, your furry friends are welcome—we’re dog-friendly (for an added fee)!brbrIf traveling with kids, Mote Marine, Sarasota Children's Garden, Selby Garden, and Selby Library are minutes away.brbr**There are no newer reviews because we moved back into the home for 4 years and have since decided to rent again.
Bed 5

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Bath 3

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Sleep 10

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Exceptional(15)

$1077.29

/ Nightly
Private Vacation Home

Isla Amor | Escape to a Luxury Waterfront Home with Heated Pool & Stunning Views in Siesta Key

Siesta Key, Florida, United States

Isla Amor | Waterfront Oasis + 0.3 Miles to Siesta Key Beachbrbr Why You'll Love This HomebrImagine waking up to serene canal views, stepping out onto your private balcony, and spending your day basking in the sun by a resort-style heated pool. Isla Amor delivers an unforgettable escape—romantic, family-ready, and infused with island charm. With five thoughtfully appointed bedrooms, stylish open-concept interiors, and outdoor living spaces made for memory-making, this Siesta Key gem is a tranquil paradise tucked in the sought-after Palm Island enclave.brbr ‍ ‍ Perfect ForbrFamilies, couples, and adult groups looking for a peaceful waterfront home near Siesta Key Beach—ideal for extended stays, celebrations, or a quiet, luxurious reset.brbr ️ Imagine ThisbrBegin your day with coffee on the main floor balcony, the canal glistening below and palms swaying in the breeze. Head inside to the gourmet kitchen to whip up breakfast, or grab your beach gear—just a 7-minute stroll (0.3 miles) and you're on Siesta Key Beach's iconic powder-white sand. Spend the afternoon lounging by the heated pool or enjoying drinks at the outdoor wet bar with a mini fridge. As the sun sets, gather around the table-top fire pit or dine al fresco in the screened-in porch. Whether you're sharing laughs at the indoor bar or winding down in your plush king suite, Isla Amor wraps every moment in warmth and comfort.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite, Main Floor, TVbr• Bedroom 2: King Bed, Shared Bath, Upper Floor, TVbr• Bedroom 3: King Bed, Shared Bath, Upper Floor, TVbr• Bedroom 4: 2 Twin Beds, Shared Bath, Upper Floor, TVbr• Bedroom 5: 3 Twin Modular Beds, Shared Bath, Upper Floor, TVbrbr Explore the Areabr• 0.3 Miles to Siesta Key Beach – A 7-Minute Walk to the Soft Quartz Sand and Turquoise Waterbr• 1.2 Miles to South Siesta Key Village – Boutique Shopping, Dining, and Live Musicbr• Canal-Front Living With Peaceful Coastal Ambiancebr• Quick Access to Kayaking, Paddle Boarding, and Local Excursionsbr• Quiet Palm Island Neighborhood With Minimal Through-Trafficbrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.brbr Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free high-speed WiFi throughout. This pool is heated between November 15 – April 15. If any guest has difficulty with stairs, please contact us for alternative accommodations.
Bed 5

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Bath 3

Bath

Sleep 11

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Exceptional(5)

$730.78

/ Nightly
Private Vacation Home

Vintage Cottage from 1936 across street from Beach and Heated Pool

Siesta Key, Florida, United States

Immerse yourself in historic Florida beach life with this one-of-a-kind accommodation! No other hotel or resort room can come close to the old Florida charm of The Cottage.Built in 1936, The Cottage graces the front portion of 515 Beach Rd. A lovely 20 x 20 screened in porch is the entryway to this fabulous Vintage Florida Beach House. As you walk through the two French glass doors, you are greeted by original pine wood floors, vaulted ceiling, pecky cypress paneling. The focal point in the living/great room area is a beautiful natural stone fireplace. The mantelpiece now hosts a 65 flat screen TV with Blu-ray player. The Master bedroom hosts a King size Bed which is a Serta ICOMFORT Memory Foam Gel bed. This bedroom has its own private walk in shower enclosure bath attached. There is also a flat screen TV in the master bedroom for your convenience. The second bedroom consists of two Queen Serta ICOMFORT Memory Foam Gel beds and also a large attached tub/shower bath. 2nd bedroom has a flat screen TV as well. There is a third room/den with a Twin Serta ICOMFORT Memory Foam Gel bed in it for extra sleeping space. By all accounts, it is a bedroom just lacking a closet. A full kitchen, with breakfast bar/buffet, makes family gatherings that much more delicious and economical with eating in. A nice outside patio is directly off the kitchen. (Maximum 6 Guests).
Bed 3

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Bath 2

Bath

Sleep 8

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