
Home rentals with a pool near Tiny House Siesta
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Top-rated rentals with a pool near Tiny House Siesta
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Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

Sun-filled cottage with pool, walk to beach
Welcome to Palm Cottage. Our space is the perfect cozy getaway for any time of year. Recently renovated three bedrooms and one bathroom make this the perfect spot for two couples or a family. The private backyard includes a brand new pool with a hot tub and a sun shelf, as well as outdoor dining area and fire table. Enjoy a leisurely stroll to Siesta Key to play at the beach or grab a meal at one of the many restaurants. Home includes two bikes and all the gear you need for a day at the beach.

Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

Luxury 3B/3B waterfront home w/ pool + boat access
Escape to this luxurious 3BR/3BA Sarasota sanctuary! 5 minutes from Siesta Key, this Mid-Century Modern gem sits on a canal with direct Bay access (no bridges). Dive into the private pool & spa, lounge on the 1,000 sq ft porch, or relax inside on cozy furnishings. Includes a private dock, kayak/SUP/canoe, bikes, and a massive driveway for boat trailers. From the hanging bed swing to the gourmet kitchen, every detail is designed for your dream waterfront getaway. Your Florida paradise awaits!

Direct Gulf View - Residence 603
Residence 603 COASTAL LUXURY WITH GULF-FRONT VIEWS. Experience the ultimate beachfront getaway in this beautifully designed top-floor residence, where stunning Gulf views set the tone for a relaxing island escape. This 3-bedroom, 3.5-bathroom home features floor-to-ceiling windows and a private terrace to enjoy the sights and sounds of the ocean. Decorated with contemporary furnishings and natural accents, the open-concept layout includes a spacious living/dining area that flows into a fully

Beach Bliss!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Beachfront Siesta Key | Gulf View + Private Beach
Sun Bum Studio is your Siesta Key Beachfront Escape Wake up steps from the white quartz sand of world-famous Siesta Key. Sun Bum Studio is located in the beachfront tower at Palm Bay Club, with a south-facing view of the beach and Gulf from the floor-to-ceiling glass doors and patio. Enjoy private Crescent Beach access with complimentary beach loungers, two heated pools, hot tub, fitness center, tennis and pickleball courts, fishing pier, boat docks, grills and free covered parking.

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.

Luxury Canal-Front Home + Heated Pool Near Beach
This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

Bean Pt. Bungalow - Half duplex w/private pool
Welcome to Bean Pt. Bungalow! A charming 3/2 villa with a private saltwater pool in the heart of Anna Maria. You're only 0.2 miles from the nearest beach access and 0.2 miles from the Rod and Reel Pier. The home comes equipped with 6 beach chairs and cart. This boutique rental is the perfect place for your next getaway! Primary - King Bed Front bedroom - King bed Bunk room - 4 twin beds

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Last MIN AUG Sarasota #1 Luxury Villa! PRIV BEACH!
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!
Popular amenities for rentals with a pool near Tiny House Siesta
House rentals with a pool

Retreat by the Bay-Heated Saltwater Pool

Dockside Dream:Luxury canal front home, dock, pool

Bayfront Beach access with Heated Pool!

Waterfront, Heated Pool, Elevator, Fire Pit, Dock

Siesta Key private pool house/ beach!

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

Private Heated Pool Retreat for Two Families

Sun Coast Oasis-Heated Pool-Pool Table-Arcade
Apartment rentals with a pool

Beach Retreat - Jamaica Royale Unit #52

The Beach Condo #107 Beachfront Full View

Crystal House on Siesta Key Beach

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

LJ's Cottage 2
Other holiday rentals with a pool

Lido Key Beach Bungalow with Private Heated Pool!

SunSalt Cottage~5 min to Beach, Shops & Food~Pool

Casa Cay by Duncan Real Estate

New! Heated Pool • Shopping • Pine Ave • Beaches!

Ocean Air Oasis-New Centrally Located AMI Luxury

New Modern on Beach- Walk out 5 steps to Sand

Mermaids Oasis | Walk to St. Armands Circle, Pool

Siesta Key Direct Beachfront incl kayaks & SUPs
Destinations to explore
- Rentals with beach access Tiny House Siesta
- Flat rentals Tiny House Siesta
- Beachfront rentals Tiny House Siesta
- Apartment rentals Tiny House Siesta
- Rentals with a hot tub Tiny House Siesta
- Villa rentals Tiny House Siesta
- Pet-friendly rentals Tiny House Siesta
- House rentals Tiny House Siesta
- Waterfront rentals Tiny House Siesta
- Family-friendly rentals Tiny House Siesta
- Rentals with lake access Tiny House Siesta
- Rentals with pools Sarasota
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Manasota Key Beach
- Vinoy Park
- Crescent Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Cortez Beach
- Anna Maria Public Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park





