
Home rentals with a pool near Siesta Beach
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Top-rated rentals with a pool near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Steps to Siesta Key Beach! Sunset Balcony Views!
This beautifully appointed 2-bedroom, 1-bath condo (Sleeps 6) is centrally located directly across from the world-famous "sugar-white sands" of Siesta Key Beach. Unit 205 offers a perfect location with spectacular Gulf of Mexico sunsets from your private balcony. Enjoy a covered parking spot. The master suite has a King bed, a second bedroom with two twin beds, and a pull-out sofa in the living area. Nearby find rentals for bikes, scooters, water sports, parasailing, fishing, sunset cruise.

Bike to Beach Double King Suites, Pool & Mini Golf
Escape to the Salt & Sol House- a luxe coastal boho getaway just minutes from the white sands of world class Siesta Key Beach. This newly designed vacation rental offers everything for your perfect Florida escape. Enjoy indoor outdoor living, a heated pool, private putting green, bikes for exploring, hammocks in the shade, and twinkling string lights that create unforgettable evenings. Experience pure relaxation with resort-style amenities and luxury in paradise. BONUS: We are pet-friendly!

Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

The Palms Away
This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. The Ringling Bungalow features a bright and airy one bedroom space; with a kitchen, bathroom, and a private deck overlooking Heron Lagoon. With a king-size bed you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. The sofa turns into a queen size bed, allowing for a max occupancy of three.

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.

Siesta Key | Heated Pool | Sauna | Family & Pets
☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

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.

Gertrudes Siesta, Beach-view, Pool,1 min to Beach
Patio Del Mar (New Listing) Rare beachfront Siesta Key rental in top location with pool! Three balconies, alfresco dining, beach views, lounging, and heated pool (shared). Just 1-min walk from unit to sand and 6-min walk to shopping dining and entertainment in Siesta Village. Perfect for families or couples who relax, explore and repeat. New listing. Please read our other Gertrude Rentals Siesta Key reviews, we are very proud of them!

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs.
Popular amenities for rentals with a pool near Siesta Beach
House rentals with a pool

Casa Bella Vita | Walk to Crescent Beach!

Luxury 3B/3B waterfront home w/ pool + boat access

4BR Waterfront Retreat - Hot Tub, Dock, Pool

Heated&Renovated Pool•Beach Retreat•15m to Siesta

Rustic Sands - 650

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

Siesta Key House, Pool & Hot Tub, 1 mile to beach

Private Heated Pool Retreat for Two Families
Condo rentals with a pool

Gulf Views | Walkable | Spacious

Beach Retreat - Jamaica Royale Unit #52

Crystal House on Siesta Key Beach

Siesta Key Oasis with Gulf Views

Lake View 1BR Condo | Heated Pool Near Siesta

[Beach Elements] pool view + private beach & bikes

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

Island Time: Open August 16th - 25th!
Other holiday rentals with a pool

Southern Exposure~2 Homes from Beach! Heated Pool!

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

New! Siesta Beach Guest House with pool!

Grand Oak at Seaview | Waterfront + Heated Pool

Gulf Gate Getaway-2BR/2BA w/ Htd Pool Pet Friendly

Private Getaway Near Siesta Key!

Beachfront 180-Degree View, Walk to Village!

2B/2BA Penthouse End-Unit Condo
Quick stats about rentals with a pool near Siesta Beach

Total holiday rentals
Explore 1,680 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $105 NZD per night before taxes and fees

Verified guest reviews
Over 27,920 verified reviews to help you choose

Family-friendly holiday rentals
1,430 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
740 properties have a dedicated workspace

Wi-Fi availability
1,670 of Siesta Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siesta Beach rentals

4.8 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Rentals with pools Sarasota County
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- Anna Maria Island
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
- Manasota Key Beach
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy
- North Beach At Fort DeSoto Park
- Jannus Live
- Splash Harbour Water Park





