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Ocean Breeze Retreat 6min to Siesta BEACH!
Welcome to Ocean Breeze Retreat only 6min to the #1 beach in the State of Florida, Siesta Key Beach! Located in Siesta Heights, Sarasota, our charming retreat is just 2.2 miles from beach access 12. Enjoy the best local restaurants and unique shops nearby all within 1 mile! Relax in our cozy, beautifully decorated guesthouse featuring all modern amenities. Perfect for couples seeking a memorable beachside escape or a solo getaway. Book now and experience the best of Sarasota’s coastal charm!
Meánrátáil 4.99 as 5, 104 léirmheas
Beachside Bliss: Family Paradise/Siesta Key3BR/2BA
Escape to this stunning, fully renovated 3BR/2BA home in the prestigious Gulf Gate Neighborhood, just 5 minutes from Siesta Key Beach – ranked the #1 beach in the U.S.! This spacious and airy retreat is designed for relaxation and making unforgettable memories. Enjoy an impeccably styled interior, modern amenities, and a prime location close to Sarasota’s best attractions. Indulge in top-rated restaurants, vibrant shopping centers, and endless beachside adventures—all just around the corner
Meánrátáil 4.95 as 5, 131 léirmheas
Heated&Renovated Pool•Beach Retreat•15m to Siesta
Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.
Meánrátáil 4.93 as 5, 409 léirmheas
Private house with loft
Have fun with the whole family at this brand new, modern private free standing guest house. Full bedroom with king size bed, with a finished loft including a queen bed. There’s also a queen pull out sofa in the living area. Enjoy your privately fenced backyard with a hot tub and putting green. Centrally located between Siesta Key beach and Nokomis beach. Hot tub is available upon request in off season months, April-October. There will be an additional $30 fee in off season months.
Meánrátáil 4.9 as 5, 105 léirmheas
2 BR House 1.6 miles from Siesta Key Beach
Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!
Meánrátáil 4.97 as 5, 143 léirmheas
@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking
Meánrátáil 4.95 as 5, 425 léirmheas
Modern Studio · 5 min from Siesta Beach
Stylish ground-floor studio designed for couples or solo travelers, just a 5-minute drive from world-famous Siesta Key Beach. A great choice if you’re looking for a calm, well-located space with thoughtful comfort. Pet-friendly stay – $10 one-time pet fee per booking, unlimited pets. An ideal base for beach days, local dining, or a relaxed Florida getaway. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.
Meánrátáil 4.96 as 5, 157 léirmheas
Gulf Views | Walkable | Spacious
Spacious Gulf-view 2BR condo perfect for families & groups—featuring a rare 2-queen guest room, king master, and plenty of room to spread out. Walk to the beach, restaurants, coffee, and more—no car needed. Easy beach access + FREE loungers make beach days effortless. Heated pool, fast WiFi & fully stocked with beach gear. Clean, spacious & comfortable in a prime, walkable location. (Daytime weekday construction nearby may cause intermittent noise in 2026.)
Meánrátáil 4.92 as 5, 166 léirmheas
Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
💙 Rare 2-week opening for February 2027! Escape the winter together at BayDreaming, a romantic 1BR/1.5BA retreat just an 8-minute walk from Turtle Beach. Sip sunset cocktails on your private canal- and Gulf-view deck, enjoy a heated pool, paddle the included SUPYAKs, and unwind in a plush king bed. With garage parking, beach gear, and peaceful waterfront surroundings, it’s the perfect Siesta Key escape to relax, reconnect, and soak up the sunshine.
Meánrátáil 5.0 as 5, 109 léirmheas
Cottage on Siesta Key Beachside & Stunning sunsets
Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!
Meánrátáil 4.92 as 5, 172 léirmheas
Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
A spacious and quiet 2-floor, 2 bedroom, 2.5 bathroom condo that lives like home and is close to everything Siesta Key offers. Spread out and enjoy YOUR vacation! Your condo features large rooms, comfy and modern surroundings, (2) Master Bedrooms upstairs, and you are steps away from a gorgeous heated pool that you can view from your lanai. This is the perfect condo for you and your family to relax in and simply enjoy your time in Siesta Key!
Meánrátáil 4.88 as 5, 179 léirmheas
Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208
Meánrátáil 5.0 as 5, 110 léirmheasSaoráidí a bhfuil tóir orthu ag lóistíní saoire ar cíos gar do Trá na nTurtar
Scoth na n-iontas eile gar do Trá na nTurtar
Árasáin ar cíos ag a bhfuil Wi-Fi

Lovely 2-Bedroom Condo, 7 min from Siesta Beach
Meánrátáil 4.98 as 5, 131 léirmheas
Comfy Siesta Key Condo
Meánrátáil 4.85 as 5, 110 léirmheas
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Meánrátáil 5.0 as 5, 173 léirmheas
Private Beach Siesta Key Resort Jamaica Royale
Meánrátáil 4.86 as 5, 154 léirmheas
Crystal House on Siesta Key Beach
Meánrátáil 4.88 as 5, 146 léirmheas
Siesta Gardens @ Siesta Key Village
Meánrátáil 4.97 as 5, 451 léirmheas
Island Time: Open Columbus Day Weekend!
Meánrátáil 4.98 as 5, 258 léirmheas
Modern Coastal Oasis - Beach and Private Patio
Meánrátáil 4.96 as 5, 164 léirmheasTithe ar cíos atá oiriúnach do theaghlaigh

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Meánrátáil 4.89 as 5, 107 léirmheas
Heated Pool - Just 1 mile to Beach! Updated/Fun!
Meánrátáil 4.92 as 5, 124 léirmheas
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Meánrátáil 4.98 as 5, 130 léirmheas
1 House 1400sq. ft. 12 min from Siesta Key!
Meánrátáil 4.8 as 5, 189 léirmheas
Modern 4BR Home *Heated Pool & Spa*
Meánrátáil 4.95 as 5, 199 léirmheas
The Key Lime Cottage 2 miles from Siesta Key Beach
Meánrátáil 4.96 as 5, 281 léirmheas
4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres
Meánrátáil 4.88 as 5, 218 léirmheas
SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
Meánrátáil 4.98 as 5, 119 léirmheasÁrasáin ar cíos ina bhfuil aerchóiriú

Beechwood Suites B
Meánrátáil 4.99 as 5, 112 léirmheas
Modern 1BR Near Siesta Key + Private Parking
Meánrátáil 5.0 as 5, 278 léirmheas
Great one bedroom apartment near beaches in Osprey
Meánrátáil 4.72 as 5, 144 léirmheas
VILLA 5 · Pool view. King bed. Daily rentals
Meánrátáil 4.81 as 5, 338 léirmheas
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Meánrátáil 4.87 as 5, 314 léirmheas
New Luxury Unit Steps From The Ocean in Siesta Key
Meánrátáil 4.84 as 5, 112 léirmheas
Studio Minutes to Siesta key, Lido Key, and SMH!
Meánrátáil 4.96 as 5, 251 léirmheas
Minutes to Siesta or DT w/heated pool and Hot Tub
Meánrátáil 4.87 as 5, 133 léirmheasLóistíní saoire iontacha eile ar cíos gar do Trá na nTurtar

Cozy Condo in Siesta key with boat dock
Meánrátáil 4.93 as 5, 29 léirmheas
Three Water Views Siesta Key
Meánrátáil 5.0 as 5, 21 léirmheas
Siesta Key Direct Beachfront incl kayaks & SUPs
Meánrátáil 4.96 as 5, 23 léirmheas
Waterfront w/ Pool, mins to SK Beaches, bikes/sups
Meánrátáil 4.94 as 5, 34 léirmheas
Bay Tree Bliss | Pool | Full Views of the Gulf!
Meánrátáil 5.0 as 5, 8 léirmheas
Beachfront - 3 BR- Heated Pool - Free Boat Docks
Meánrátáil 4.84 as 5, 19 léirmheas
FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
Meánrátáil 5.0 as 5, 12 léirmheas
Manatee Waterfront-, boat-dock, Kayak & pool
Meánrátáil 5.0 as 5, 48 léirmheasCinn scríbe le hiniúchadh
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- Árasáin trá ar cíos Trá na nTurtar
- Árasáin ar cíos Trá na nTurtar
- Anna Maria Island
- Siesta Beach
- Trá Oileán Anna Maria
- Trá Coquina
- Trá Lido Key
- Trá Bean Point
- Trá Caspersen
- Vinoy Park
- Manasota Key Beach
- Pas John
- Tropicana Field
- Englewood Trá
- Trá na gCros
- Img Academy
- Trá Poiblí Anna Maria
- Conradh na nAbhainn Club Gailf
- Cortez Beach
- Fort De Soto Park
- Trá Thuaidh i bpáirc Fort DeSoto
- Myakka River State Park
- Lido Beach
- Stump Pass Beach State Park
- Blind Pass Beach
- North Jetty Beach





