
Villa rentals near Siesta Beach
Find and book unique villas on Airbnb
Top-rated villa rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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

APRIL OPEN 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...:)

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

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!

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

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.

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.

Lilo & Stitch Ohana Villa|Heated Pool Near AMI
🌺 Welcome to Lilo & Stitch Tropical Villa — your tropical, family-friendly getaway in Bradenton! Enjoy a truly unique experience with a private heated pool, mini-golf, a terrace with Smart TV, and a spacious game room featuring a pool table, ping-pong, darts, and themed board games. Perfect for families, groups, beach lovers, and travelers seeking comfort, fun, and an unforgettable atmosphere. “Ohana” means family — and here, everyone feels at home. 🌴
Popular amenities for villa rentals near Siesta Beach
Private villa rentals

Paradise Villa- Sarasota

Private Beach Villa | Charming Decor | Sunset View

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Robinhood Beach Villa near Siesta Key Beach!

Seaside Inn a waterfront in Paradise

Fully renovated villa on Siesta Key

Coastal Sunshine - Your Beach Getaway!

ZoriLux Villa | Pool • Billiards • Firepit • BBQ
Luxury villa rentals

Lautus Villa

A Wave From it All managed by Beach Retreats

Beachfront Paradise! Ground level with Heated pool

No Car Needed! Walk to Beach, Pool, Nightlife

Starfish House - 2bed/2bad

Coastal Villa w/ Amazing Courtyard - Splash Pad!

Modern 3BR 2nd-Floor | Balcony | Pool

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

The Beachwood Hideout | SK Collection

Village West in heart of Siesta

The Sea House

Tiki Bella Villa (Entire home with Pool)

Vacation Villa/Resort Pool 4 miles to Siesta Key

Remodeled Mid-century POOL house

Villa Summerwind 3bed/2bath pool villa

Charming 2/2 Village des Pins close to Siesta Key
Villa rentals with a hot tub

Bean Point Residence Unit B by SeaBreeze Vacation

Country Coastal Farmhouse

Relaxation awaits in this bohemian inspired villa

Siesta Villa

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Oasis Getaway -Beautiful House-Infinity Pool-Beach

Sunshine Get Away! Pool, Beach & Fun!

Azure Relaxing Escape Villa | Private Pool & Spa
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 $254 NZD 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 outdoor seating Siesta Beach
- Rentals with pools Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with a fire pit Siesta Beach
- Townhouse rentals Siesta Beach
- Luxury rentals Siesta Beach
- Beach house rentals Siesta Beach
- Beachfront rentals Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Family-friendly rentals Siesta Beach
- Rentals with a hot tub Siesta Beach
- House rentals Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Rentals with lake access Siesta Beach
- Rentals with a patio Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with breakfast Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Waterfront rentals Siesta Beach
- Cottage rentals Siesta Beach
- Villa rentals Sarasota County
- Villa rentals Florida
- Villa rentals United States
- Anna Maria Island
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Anna Maria Island Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Caspersen Beach
- Tiny House Siesta
- Cortez Beach
- Tampa Convention Center
- Jannus Live
- St Pete Beach
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Englewood Beach
- Splash Harbour Water Park
- The Don CeSar




