
Villa rentals near Siesta Beach
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Top-rated villa rentals near Siesta Beach
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JUN SALE! New modern 1 min to Beach, Yard, Pets OK
Our unique villas sit just 1/2 mile from one of Florida's most pristine beaches. Biking, boating, kayaking, museums, as well as great dining/shopping are easily accessible. The villas also have an attached yard/field perfect for pets to run and exercise. Max pet weight 40 lb total. The local beach has only one access point for over 7 miles of private beach, Casey Key is a secret gem! As superhosts we love creating great memories, please read our reviews! Two adults, two kids maximum capacity:)

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!

Sunshine Get Away! Pool, Beach & Fun!
Completely Remodeled! Sunlight floods through every window of this end unit. All tile floors, granite counters, new appliances and all new furnishings. Fully equipped with everything you need to enjoy a carefree stay. King size bed in the master bedroom. Full size and twin bed in the guest bedroom. Peek a boo view of golf course and privacy green space view from lanai. Minutes from Westfiled Sarasota Square Mall, golf, restaurants and Siesta Beach which was recently named #1 beach in the USA.

Paradise Villa on Siesta Key
Beachy villa on Siesta Key that makes you feel like you're REALLY on vacation! Located on ground level so no stairs to carry beach gear up. Walking distance to two beautiful white sand Siesta Key beach access points. Screened in private lanai/porch to relax, read or eat in while still being outdoors. Walking distance to many great restaurants, stores & marina/activities. Heated pool is great after a day at the beach. Covered carport parking. Free shuttle stop close by to explore Siesta Key.

Village Des Pins - 2 bedroom 2 bath villa
Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A…

Duplex-near beaches-historical area- Pets welcome
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

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! VR24-00060

NEW!~ Beach Front/Heated Pool! Coconuts 107
Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!Relax with the whole family at this peaceful place to stay.

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool
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

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.

Intracoastal Escape Walk to Beach & Dining
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.

Florida Living
This House has 3 bedrooms, 2 bathrooms, kitchen, living & dining, Pool, GAME ROOM (Pool Table, Fossball ,Bar ) 65 inchTV, wireless internet. It is conveniently located near local attractions, yet secluded and quiet. If you are looking for a private escape in a peaceful setting with comfortable furnishings and a lot of fun games this property is for you and your family .
Popular amenities for villa rentals near Siesta Beach
Private villa rentals

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

Waterfront Condo, Close to Beach, with Boat Dock!

Paradise Villa- Sarasota

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Cozy, pet-friendly Home 3 miles to Siesta Key #1

Pet-Friendly Robinhood Villa Near Siesta Key Beach

Seaside Inn a waterfront in Paradise

Salty Lime Villa -Waterview! 15 min to AMI beach
Luxury villa rentals

Lautus Villa

The Spanish Sunset Villa | Pool •Private Oasis

A Wave From it All managed by Beach Retreats

Near Beaches: Waterfront Gem in Anna Maria Island!

Beach Castle LBK, Bayfront, Walk to Beach

Cheerful 4-bedroom Villa with heated pool.

2bedroom/2bath steps away from siesta key beach!

Villa Oasis in the heart of Siesta Key with pool
Villa rentals with a pool

Tiki Bella Villa (Entire home with Pool)

Vacation Villa/Resort Pool 4 miles to Siesta Key

Sarasota Villa with Pool Access Tennis Near Beach

Newly Remodeled Luxury Beach Villa on Siesta Key!

Villa Summerwind 3bed/2bath pool villa

The Citrus Hideout – SK Collection

2025 Remodeled private villa, 6 min walk to beach

Starfish House - 2bed/2bad
Villa rentals with a hot tub

Bean Point Residence Unit B by SeaBreeze Vacation

The Sea House

Country Coastal Farmhouse

Bohemian Inspired Villa with Golf Cart and SUV

Siesta Villa

Stunning Water View, Kayaks, Resort Pool Sarasota

Oasis Getaway -Beautiful House-Infinity Pool-Beach

7891 Timberwood, Sarasota, Florida, USA
Quick stats about villa rentals near Siesta Beach

Total holiday rentals
Explore 140 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at €131 per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

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

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
110 of Siesta Beach holiday rentals include wifi 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
- Pet-friendly rentals Siesta Beach
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