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Lagoon, pool, the Pineapple, Siesta Key Bungalows

The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. Featuring a bright and airy one bedroom space; experience an open floor plan connecting a welcoming living room and full-kitchen. With a queen-size bed and private bathroom you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. An additional single-roll-away-bed allows accommodations for three guests.

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

Sweet Siesta Cottage

This special place is close to everything, making it easy to plan your visit. The beach is across the street and the Siesta Key village is in walking distance with quaint restaurants, shops, a grocery store, liquor store, & Sunday Farmers Market. This two bedroom cottage is some of the last of its kind. Enjoy a piece of the old siesta key beach life. The interior has been joyfully decorated with items that have a vintage surf vibe, large modern comfortable beds, whimsical outdoor spaces.

Quick and Easy Walk Downtown - Tons of Amenities

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

The Shore House Private Dock Hot Tub

This Three bedroom two bathroom property is located in a quiet neighborhood, just a short walk or bike ride to the heart of Siesta Key Village, a quaint beachfront neighborhood that offers plenty of restaurants, shops and entertainment. It’s also just a short walk from the beautiful white sand beaches of Siesta Key. The house has been thoughtfully designed and furnished to emphasize style, comfort, and convenience. The energy of this home is so soothing its truly a relaxing oasis.

Luxe 3BR Siesta Key Home Pool, Hot Tub, Near Beach

Escape to luxury in our serene Sarasota home! - 3 spacious bedrooms with cozy furnishings - Open-concept living area filled with natural light - Private pool and hot tub for relaxation - Fully-equipped kitchen with stainless steel appliances - Spacious indoor dining area for family meals - Dedicated workspace with high-speed WiFi - Resort-style outdoor space with BBQ grill and loungers - Free bikes for exploring the local area - Prime location, just a 3 min drive to Siesta Beach

Rita Retreat - Beautiful 2/2 with private pool

Welcome to your dream vacation home! This charming rental offers a private pool and a lush green area for relaxation and fun. Situated just 4.6 miles away from the stunning Siesta Key beach, you'll have easy access to sun-kissed sands and sparkling waters. Seafood lovers will be delighted to find the renowned Phillippi Creek Oyster Bar nearby, offering some of the best seafood in town. Embrace the Florida lifestyle and make cherished memories in this wonderful retreat!

Vintage Coastal

Enjoy Siesta Key to is't fullest with this well appointed house. This house sits right on a canal with water access so you can enjoy kayaking and paddle boarding at your leisure. Also outside is and outdoor fire pit and a screened in pool that is heated so you can enjoy year round. Once you step inside this beautiful house you are greeted with a bright and airy beach theme that extending into the kitchen with white cabinets and marble countertops.

Sea Gem | Waterfront w/ Pool, Dock + Paddle/Kayaks

BNB Breeze Presents: Sea Gem! This stunning waterfront haven in the heart of the Sunshine State is going to blow you away! Located just 30 minutes away from Siesta Key Beach, this beautiful and entertaining home includes: ✔ Private Dock on the Canal w/ String Lights! ✔ Heated Saltwater Pool ✔ Rooftop Deck w/ Picturesque Views! ✔ Kayaks + Paddle Boards ✔ Outdoor Kitchen! ✔ Dolphin Sightings From the Dock! ✔ An Outdoor Grill + Wine Cooler!