
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.

Bohemian Inspired Villa with Golf Cart and SUV
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. Courtesy golf cart and 7 passenger 2026 Rivian R1S. 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 sources of internet. FIOS & Starlink Satellite. CERT 25-VR-000010

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 dedicated outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

AUG SALE! Cute Lux Beach Villa, 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!

Siesta Key*GULF SIDE oasis*PRIVATE BEACH*Pool
New to rental market! GORGEOUS free standing villa, master w/king bed,2nd w/queen&twin XL beds plus pull out sofa,modern coastal decor, 45 second walk to the complex's private beach w/loungers & restroom (no huge crowds,no walking across Midnight Pass),fully stocked kitchen,3 lg smart tv's,quality linens&towels,screened lanai,outdoor shower,HUGE heated pool,community laundry areas,walkability to Stickney Point restaurants/bars/marina. Trolly stops outside complex. Experienced host in complex

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…

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!

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.

Paradise Villa- Sarasota
Relax with the whole family at this peaceful place to stay. Lovely furnished 3/2 home, freshly remodeled. Heated swimming pool. Great location to the word famous top-rated beaches -Siesta and Lido Key. UTC mall, restaurants, great shopping, golfing, Jungle Garden, aquarium, The John and Marble Museum of art and much more. The pool can be heated on request 72 hours notice is required and a pool heating fee of $35 per day plus tax must be paid prior to check in.

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.

Newly renovated Pool Villa 10min walk Siesta Beach
Happy Dolphin – Siesta Key Vacation Home. This charming 2-bedroom, 2-bath retreat is just a 10-minute walk from Siesta Key Beach. Enjoy bright living spaces, a fully equipped kitchen, and comfortable bedrooms designed for relaxation. Relax in your private pool with optional heating, perfect year-round. Close to Siesta Key Village with restaurants, shops, and entertainment. Ideal for couples, families, and friends.
Popular amenities for villa rentals near Siesta Beach
Private villa rentals

One Block from the Beach Lido Beach Palms 5

Northshore BeachHouse West Anna Maria Island

Dockside 1-Bed Villa

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Robinhood Beach Villa Near Siesta Key Beach

Seaside Inn a waterfront in Paradise

the Seaside 21

The Citrus Hideout – SK Collection
Luxury villa rentals

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

A Wave From it All managed by Beach Retreats

The Spanish Sunset Villa | Pool •Private Oasis

North End Anna Maria Home w/ Pool – 1 BLK to Beach

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Welcoming 3BR 2nd-Floor | Balcony | Pool

2 BR villa with patio and pool

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

Private Siesta Key Home minutes from the sand

Tiki Bella Villa (Entire home with Pool)

Sarasota downtown Beach getaway

Villa Summerwind 3bed/2bath pool villa

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Close to beach, shops and restaurants!

Starfish House - 2bed/2bad

Villa 15 - Premium Plus
Villa rentals with a hot tub

Lautus Villa

Bean Point Residence Unit B by SeaBreeze Vacation

Private Tropical Paradise

Siesta Villa

Oasis Getaway -Beautiful House-Infinity Pool-Beach

HeatedPool • HotTub • OutdoorKitchen/Theater/Games

Golden Palms | Pool • Billiards • Firepit • BBQ

Courtyard Villa w/Pool, Spa & Sauna close to Beach
Quick stats about villa rentals near Siesta Beach

Total vacation rentals
Explore 190 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at $195 CAD per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
180 of Siesta Beach vacation 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
- Rentals with pools Siesta Beach
- Townhouse rentals Siesta Beach
- Beach house rentals Siesta Beach
- Luxury rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Waterfront rentals Siesta Beach
- Rentals with a hot tub Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a sauna Siesta Beach
- Rentals with a kayak Siesta Beach
- Condo rentals Siesta Beach
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- Rentals with beach access Siesta Beach
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- Family-friendly rentals Siesta Beach
- Villa rentals Sarasota County
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- Villa rentals United States
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