
Villa rentals near Siesta Beach
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Top-rated villa rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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, Pizza

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.

AUG SALE! 1 min to beach, New, PETS OK!, 2Br/2BTH
EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Pets total weight under 50 pounds welcome! Miles of uncrowded beach! Two KING beds.The Villa is a short 1 minute drive from Casey Key Beach! Two 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating minutes away. Lush tropical backyard and fire pit. 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!

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-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

Newly Remodeled Luxury Beach Villa on Siesta Key!
The newly remodeled 2 bed / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an attached bathroom and HD TV and entertainment system. The Guest Bedroom features one twin size bed, a bunk bed with a full-size bottom bed, and a HD TV. The comfortable living room is furnished with plenty of seating, a HD flat screen with 5.1 Dolby surround sound system and bar area. The gourmet kitchen is loaded with anything you'll need for cooking and entertaining!

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.

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.

Beachfront Paradise! Ground level with Heated pool
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!
Popular amenities for villa rentals near Siesta Beach
Private villa rentals

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

Paradise Villa- Sarasota

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Robinhood Beach Villa near Siesta Key Beach!

the Seaside 21

The Citrus Hideout – SK Collection

Starfish House - 2bed/2bad

Coastal Sunshine - Your Beach Getaway!
Luxury villa rentals

Lautus Villa

Bean Point Residence Unit B by SeaBreeze Vacation

A Wave From it All managed by Beach Retreats

Beach Castle LBK, Bayfront, Walk to Beach

Heated Pool & Spa • Outdoor Kitchen/Theater/Games

Seaside Inn a waterfront in Paradise

Modern 3BR 2nd-Floor | Balcony | Pool

Cheerful 4-bedroom Villa with heated pool.
Villa rentals with a pool

Tiki Bella Villa (Entire home with Pool)

The Sea House

Vacation Villa/Resort Pool 4 miles to Siesta Key

Sarasota Villa with Pool Access Tennis Near Beach

Villa Summerwind 3bed/2bath pool villa

Palm Paradise: Near Beach, Heated Salt Water Pool

Florida Living

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

Country Coastal Farmhouse

Pool/Jacuzzi Pet Friendly 0.8miles to Manasota Key

Bohemian Inspired Villa with Golf Cart and SUV

Siesta Villa

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

7891 Timberwood, Sarasota, Florida, USA

Oasis Getaway -Beautiful House-Infinity Pool-Beach

Stunning Deluxe Pool & Spa Villa-7 Min to Beach
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 $210 AUD 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 and kid-friendly amenities

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
110 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
- Rentals with pools Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Rentals with a hot tub Siesta Beach
- House rentals Siesta Beach
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- Family-friendly rentals Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Waterfront rentals Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with a fire pit Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a patio Siesta Beach
- Rentals with lake access Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
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- Rentals with a kayak Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Luxury rentals Siesta Beach
- Rentals with a sauna Siesta Beach
- Beachfront rentals Siesta Beach
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