
Villa rentals near Siesta Beach
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Top-rated villa rentals near Siesta Beach
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Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool
Beautifully updated in 2025 conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 2 minute walk to our PRIVATE beach w/loungers. No walking across Midnight Pass. NO HUGE CROWDS. 1 large bedroom, PLUS a queen pull out sofa. FABULOUS fully equipped kitchen w/quartz counters,2 new smart TV's,GORGEOUS bathroom w/8ft shower,screened lanai,outdoor shower&electric grill. Steps to heated community pool,laundry facilities & free trolly. Walk to Stickney Point Restaurants/Bars/Rentals/Marina

DEC SALE! 1 min to beach, New!, PETS OK!, 2Br/2BTH
EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Updated Downtown Sarasota Villa, 2b/2b
Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Park, downtown Sarasota. New 75” smart TV! Sleeps 6. Bedroom 1: King bed w/ en suite bathroom. Bedroom 2: 2 queen beds. Granite kitchen. 2 bathrooms. Fenced outdoor paver patio w/washer & dryer. Updated 2022. Free parking outside villa. Walking distance to downtown Sarasota, Selby Gardens, Marina Jack, Main St & more. Pottery Barn furnishing, beachy vibe & free WiFi! Free parking too!

Entire Standalone Villa,1.2k sf,1 block Lido Beach
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Luxury Villa with Pool, Game Room, Near Beach
Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! #VR20240094357

Courtyard Villa w/Pool, Spa & Sauna close to Beach
Gorgeous courtyard pool home feathers high end quality construction throughout with high end upgrades, open split floor plan, high 10' volume cielings, porcelain and luxury plank floors, elegant designer chic touches make this home ideal for entertaining. Modern, open kitchen w/stainless steel appliances, Calcutta quartz countertops, large center island. Courtyard features outdoor kitchen, Jacuzzi, Sauna & outdoor shower. Walking distance to downtown restaurants and very close to beaches.

Duplex - just mins to Siesta Beach - Pet Friendly
This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota
Indulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, and top-notch amenities! This luxurious condo boasts spacious interiors, contemporary finishes, and a balcony offering mesmerizing waterfront vistas. Proximity to restaurants, beaches, shopping, and more. Direct access to the Gulf, allows you to savor stunning Sarasota sunsets or bask in the beauty of the bayfront. Unwind and make the most of this exceptional retreat!

Cozy, pet-friendly Home 3 miles to Siesta Key #1
Relax with your family & friends in this pet-friendly single story home in a quiet neighborhood, located within minutes from Siesta Key! This 3-bedroom home comfortably sleeps up to 7 people with 6 beds available. Other amenities include: - Central location: Siesta Key 3 miles away, Lido Key 4 miles - No stairs - Fenced in backyard, water and pet food bowls - Soft luxury bath towels - Beach chairs, umbrella, cooler, toys - Instant Pot, French press, dishwasher

Perfect Location w/ pool -close to beach or DT!
Only 1 mile from the crystal white sands of Siesta Beach, have fun in this midcentury modern tropic-inspired private villa w/gorgeous heated pool (shared with a 1 bedroom apt) & outdoor lounge with two firepits. Comfortable queen size beds are dressed in bamboo linens, Living room is an island oasis with a flat-screen TV, great WiFi, and cozy seating. Kitchen is fully appointed w/everything you need, right down to the barware needed for an icy cold cocktail.

Modern, Walkable, Updated, Private.
WALK/BIKE/TROLLEY to Siesta Beach and Village. Relax and unwind in our spacious, sun-filled villa that is situated in an idyllic private neighborhood. Enjoy quiet surroundings, perfectly situated within steps to all that Siesta Key has to offer. The community pool is heated and located in the center of the neighborhood just steps away from the villa. The entrance to the private pier is on our lane ready to show off the amazing Siesta Key skies at sunset.

5 min to Siesta Key, Heated Pool, Grill, WiFi
Welcome to 'Villa Tropicana' 'Villa Tropicana' is a 3BD/2BA home featuring a pool with a deck. Enjoy a beverage in the tropical front garden or sunbathe by the pool out back for a dream vacation. The best part is the location - less than 5 minutes away from the gorgeous beaches of the world famous Siesta Key. In case you need any additional information, please try prefix 941, followed by 376, and finally 8679. Thank you, Ven & The Hacienda Team
Popular amenities for villa rentals near Siesta Beach
Private villa rentals

Paradise Villa- Sarasota

The Beachwood Hideout | SK Collection

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Newly Remodeled Luxury Beach Villa on Siesta Key!

Robinhood Beach Villa near Siesta Key Beach!

Remodeled Mid-century POOL house

Salty Lime Villa -Waterview! 15 min to AMI beach

Lakefront 2BR • Perfect for IMG & Long Stays
Luxury villa rentals

A Wave From it All managed by Beach Retreats

Lemon Fish Villa! Walk to Beach and Pool!

Relaxation awaits in this bohemian inspired villa

Welcoming 3BR 2nd-Floor | Balcony | Pool

No Car Needed! Walk to Beach, Pool, Nightlife

Mermaid Villa Gulf of Mexico Views

Luxury Villa · Heated Pool & Spa · Steps to Beach

Modern 3BR 2nd-Floor | Balcony | Pool
Villa rentals with a pool

Tiki Bella Villa (Entire home with Pool)

Vacation Villa/Resort Pool 4 miles to Siesta Key

Florida Villa Sunrise - 4 Bedroom Home with Pool

Villa Summerwind 3bed/2bath pool villa

Florida Living

2bed/2bath steps away from Siesta Key beach!

Charming 2/2 Village des Pins close to Siesta Key

2025 Remodeled private villa, 6 min walk to beach
Villa rentals with a hot tub

The Sea House

Coastal Farmhouse & Pool

Heated Pool & Spa • Outdoor Kitchen/Theater/Games

Siesta Villa

Oasis Getaway -Beautiful House-Infinity Pool-Beach

7891 Timberwood, Sarasota, Florida

Sunshine Get a Way! Pool, Beach & Fun!

NEW-Cheerful 2-bedroom villa-13 min. to Siesta Key
Quick stats about villa rentals near Siesta Beach

Total vacation rentals
Explore 90 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at R1,534 ZAR per night before taxes and fees

Verified guest reviews
Over 230 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
90 of Siesta Beach vacation rentals include wi-fi access

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

4.6 Average rating
Siesta Beach stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with a washer and dryer Siesta Beach
- House rentals Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with a kayak Siesta Beach
- Rentals with a fire pit Siesta Beach
- Rentals with a fireplace Siesta Beach
- Luxury rentals Siesta Beach
- Beachfront rentals Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with a sauna Siesta Beach
- Family-friendly rentals Siesta Beach
- Waterfront rentals Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Townhouse rentals Siesta Beach
- Rentals with lake access Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Rentals with pools Siesta Beach
- Rentals with breakfast Siesta Beach
- Cottage rentals Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Rentals with a patio Siesta Beach
- Villa rentals Sarasota County
- Villa rentals Florida
- Villa rentals United States
- Anna Maria Island
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