
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.

MAY 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.

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

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

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.

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644
Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown Sarasota. 2 bedrooms and 2 bathrooms. All the modern conveniences including a new 75" smartTV, kitchen, private yard & free parking. Ground floor villa offering 2 bedrooms & 2 bathrooms. Bedroom 1 has a king sized bed, Bedroom 2 has 2 twin beds & the living room has a pull out sleeper sofa. BBQ available out back for grilling. Updated 2023.

Fully renovated villa on Siesta Key
Siesta Key, voted best in the United States, our villa is just across the street from this piece of paradise. We are in walking distance to over 15 restaurants and shops. Our villa is on ground level in a quiet area, a little tropical oasis with everything you need near by, take a stroll down Peacock Lane to the intracoastal. There is also a free trolley that runs up and down the island.

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 .

Luxury 4-Bedroom Pool Retreat Near Siesta Key
Escape to our stylish 4-bed, 2-bath Sarasota retreat, just minutes from Siesta Key! Perfect for families, this home comfortably sleeps 10. Enjoy a private backyard paradise with a sparkling pool, outdoor kitchen, and hammock. Features a gourmet kitchen, dedicated workspace, and chic coastal decor. The ultimate getaway for creating lasting memories.
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

Robinhood Beach Villa near Siesta Key Beach!

Newly Remodeled Luxury Beach Villa on Siesta Key!

the Seaside 21

The Citrus Hideout – SK Collection

Coastal Sunshine - Your Beach Getaway!
Luxury villa rentals

Lautus Villa

A Wave From it All managed by Beach Retreats

Beach Castle LBK, Bayfront, Walk to Beach

Seaside Inn a waterfront in Paradise

Modern 3BR 2nd-Floor | Balcony | Pool

Bayfront Bliss! Pool, BBQ and Dolphin Views!

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

Villa Summerwind 3bed/2bath pool villa

Palm Paradise: Near Beach, Heated Salt Water Pool

2025 Remodeled private villa, 6 min walk to beach

Starfish House - 2bed/2bad

Siesta Key 3-Story Retreat- Pool, Hot Tub, Balcony
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

Waterfront Condo w/ 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 $251Â 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 breakfast Siesta Beach
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- Rentals with a fireplace Siesta Beach
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- Rentals with lake access Siesta Beach
- Luxury rentals Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Cottage rentals Siesta Beach
- House rentals Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with pools Siesta Beach
- Rentals with a patio Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Beachfront rentals Siesta Beach
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- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Townhouse rentals Siesta Beach
- Villa rentals Sarasota County
- Villa rentals Florida
- Villa rentals United States
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