
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.

Lido Beach Villa | Steps to Beach & St. Armands
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!

SEPT! Sarasota Villa, 1 min to BCH, KING, /Qn/PETS
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:)

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!

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

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.

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

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

Perfect Location w/ pool -close to beach or DT!

Fully renovated villa on Siesta Key

Paradise Villa- Sarasota

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

Beautiful House w/ Pool, 10 Min to Siesta Beach

Welcome to Casa Covella in Polynesian Gardens

Robinhood Beach Villa Near Siesta Key Beach

Tranquil Tide Villa - Waterview! 15 min to beach
Luxury villa rentals

Coastal Villa w/ Amazing Courtyard - Splash Pad!

NEW!~ Beach Front/Heated Pool! Coconuts 107

The Spanish Sunset Villa | Pool •Private Oasis

House near beach*pool*Ana Maria Island/Sarasota

A Wave From it All managed by Beach Retreats

Pool+Hot Tub | Coffee Bar | Volleyball | Location

Villa Oasis in the heart of Siesta Key with pool

Palm Paradise: Near Beach, Heated Salt Water Pool
Villa rentals with a pool

The Beachwood Hideout | SK Collection

Starfish House - 2bed/2bad

Sarasota downtown Beach getaway

Gondola Dr house with private swimming pool

Villa Summerwind 3bed/2bath pool villa

Tiki Bella Villa (Entire home with Pool)

Close to beach, shops and restaurants!

Private Siesta Key Home minutes from the sand
Villa rentals with a hot tub

Siesta Villa

7891 Timberwood, Sarasota, Florida, USA

The Palm Court Villa

Lautus Villa

Courtyard Villa w/Pool, Spa & Sauna close to Beach

Oasis Getaway -Beautiful House-Infinity Pool-Beach

Golden Palms | Pool • Billiards • Firepit • BBQ

Beautiful VILLAs on Palmer Ranch, near Siesta Key.
Quick stats about villa rentals near Siesta Beach

Total holiday rentals
Explore 190 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $239 NZD per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

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

Holiday rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
180 of Siesta Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Villa rentals Sarasota County
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