
Villa rentals near Siesta Beach
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Top-rated villa rentals near Siesta Beach
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NOV 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!

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.

Relaxation awaits in this bohemian inspired villa
Welcome to Paradise Villa! Location is everything! Come vacation in this gorgeous new modern farmhouse, right in the heart of Sarasota. You’ll be just a short drive from the world famous Siesta Key Beach, Downtown Sarasota, and Lido Key Beach. Within walking distance is Morton’s Gourmet Market. Also featuring a new heated Pool, Hot Tub and Sunken Gas Fire Pit. For the “work from home” travelers we feature a work station and two independent sources of internet. FIOS & Starlink Satellite.

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool
Beautifully updated villa conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 3 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 & air mattress. FULLY equipped kitchen w/granite counters,2 new smart TV's,GORGEOUS bathroom w/8ft shower,screened lanai, & outdoor shower. Steps to heated community pool,laundry facilities & free trolly. Walk to Stickney Point Restaurants/Bars/Rentals/Marina

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

Tropical Luxury Villa: 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 and blackout shades 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!

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

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

Villa Siesta II -Downtown Secret Community & Pool!

Remodeled Mid-century POOL house

Waterfront Villa with heated Pool

River Pointe 3/2 Lakefront Home with Heated Pool

Endless Summer Villa 3BR/2BA Heated Pool & Canal
Luxury villa rentals

Bean Point Residence Unit B by SeaBreeze Vacation

Short walk to the beach-Unit A

A Wave From it All managed by Beach Retreats

Heated Pool & Spa • Outdoor Kitchen/Theater/Games

Welcoming 3BR 2nd-Floor | Balcony | Pool

NEW!~ Beach Front/Heated Pool! Coconuts 107

Mermaid Villa Ocean Front!

Coastal Villa w/ Amazing Courtyard - Splash Pad!
Villa rentals with a pool

Tiki Bella Villa (Entire home with Pool)

Vacation Villa/Resort Pool 4 miles to Siesta Key

Villa Summerwind 3bed/2bath pool villa

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

Starfish House - 2bed/2bad

Your own tropical paradise in Sarasota
Villa rentals with a hot tub

Peaceful bright home minutes from the beach

The Sea House

Private Tropical Paradise

Coastal Farmhouse & Pool

Siesta Villa

7891 Timberwood, Sarasota, Florida

Oasis Getaway -Beautiful House-Infinity Pool-Beach

Luxury Villa · Heated Pool & Spa · Steps to Beach
Quick stats about villa rentals near Siesta Beach

Total holiday rentals
Explore 90 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $117 SGD per night before taxes and fees

Verified guest reviews
Over 230 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
90 of Siesta Beach holiday rentals include wifi 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
- Apartment rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
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- House rentals Siesta Beach
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- Beachfront rentals Siesta Beach
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- Fitness-friendly rentals Siesta Beach
- Rentals with pools Siesta Beach
- Rentals with a hot tub Siesta Beach
- Family-friendly rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Luxury rentals Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with lake access Siesta Beach
- Villa rentals Sarasota County
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- Villa rentals United States
- Anna Maria Island
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- Manasota Key Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel
- Lakewood National Golf Club




