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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.

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Superhost
A spacious living area is highlighted by a large sectional sofa and a wooden coffee table. A TV sits atop a media console, while glass doors provide access to the outdoor patio, allowing natural light to fill the room.
Villa in Lido Key

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!

4.88 out of 5 average rating, 243 reviews
Superhost
A light-filled living area features soft, neutral-toned sofas arranged around a glass coffee table atop a textured area rug. Decorative elements, such as a floral arrangement and softly glowing lamps, complement the inviting atmosphere. A doorway leads to the kitchen, enhancing the open layout.
Villa in Sarasota

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!

4.83 out of 5 average rating, 154 reviews
Top guest favourite
Villa in Sarasota

The Palm Court Villa

Architectural Elegance & Seamless Design From the moment you enter, soaring ceilings and clean architectural lines create an immediate sense of openness and light. The home’s open-concept design flows effortlessly into the chef’s kitchen and grand living space thoughtfully curated for elegant entertaining and relaxed luxury. 26-VR-000049 -Quartz waterfall countertops -Custom designer cabinetry -Premium, top-tier appliances -Expansive island gathering space -Integrated smart TVs & high-speed

5.0 out of 5 average rating, 12 reviews
Top guest favourite
Villa in Siesta Key

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

5.0 out of 5 average rating, 7 reviews
Top guest favourite
Villa in Sarasota

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…

4.98 out of 5 average rating, 64 reviews
Top guest favourite
Villa in Holmes Beach

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.

4.99 out of 5 average rating, 74 reviews
Guest favourite
A light-filled bedroom contains two twin beds covered in soft blue bedding adorned with coral patterns. A dresser is positioned between the beds, and large windows with blinds provide natural light. Light curtains complement the neutral wall color, contributing to a serene setting.
Villa in Sarasota

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

4.86 out of 5 average rating, 139 reviews
Guest favourite
The living area features a green sofa adorned with decorative pillows, paired with a round coffee table on a jute rug. A warm brick fireplace complements the space, which opens up to the pool area through large windows framed by sheer curtains.
Villa in Sarasota

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.

4.76 out of 5 average rating, 302 reviews
Top guest favourite
Villa in Siesta Key

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.

4.96 out of 5 average rating, 27 reviews
Top guest favourite
A vibrant outdoor scene showcasing a poolside setting with plush lounge chairs and colorful pool floats. A straw hat and sunglasses rest on a striped towel next to a wicker table adorned with tropical-themed items. Refreshing drinks and fruits are nearby, surrounded by lush greenery.
Villa in Arlington Park

Luxury Pool & Game Retreat • Close to Beaches

Minutes to Siesta & Lido! Gather family or friends in this luxury villa featuring a private heated pool and full game room. • Heated Pool • Game Room • Chef’s kitchen + outdoor grill • Fast Wi-Fi & dedicated workspace • Florida room for alfresco dining and relaxing • Tropical yard fire-pit •After sun-filled adventures, unwind in the spacious living room or under the stars by the pool lights. Book your dates today—popular weeks go fast! # VR202400094339

4.98 out of 5 average rating, 57 reviews
Top guest favourite
Villa in Gulf Gate Estates

Luxurious 4-Bedroom Retreat near Siesta Key

Step into your own private oasis near Siesta Key in Sarasota! - Luxurious 4-bedroom retreat for up to 10 guests - Elegant interiors with plush furnishings - Gourmet kitchen with high-end appliances - Spacious patio and refreshing pool - Minutes from Siesta Key's beaches, dining, and attractions - Perfect blend of relaxation and convenience Book your stay today and make memories to last a lifetime in sunny Sarasota!

4.97 out of 5 average rating, 74 reviews
Guest favourite
A comfortable living area features a gray, U-shaped sectional sofa accompanied by a center coffee table. Natural light brightens the space, highlighting the light-colored tile flooring. The open layout connects the living area to a kitchen visible in the background.
Villa in Sarasota

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.

4.93 out of 5 average rating, 44 reviews

Popular amenities for villa rentals near Siesta Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Guest favourite
A villa with a light-colored exterior features a spacious driveway made of pavers. Lush tropical landscaping adds color, while a large parking garage is visible on the right side. In the background, a multi-story building is partly shown under a partly cloudy sky.
Villa in Siesta Key

Newly Remodeled Luxury Beach Villa on Siesta Key!

5.0 out of 5 average rating, 11 reviews
Superhost
The exterior of a single-story home is showcased, featuring a covered entryway with double doors. Lush greenery, including potted palm trees and trimmed shrubs, frames the entrance. A concrete path leads through a pebble-strewn area, offering a welcoming appearance on a sunny day.
Villa in Sarasota

Paradise Villa- Sarasota

4.8 out of 5 average rating, 100 reviews
Guest favourite
Villa in Siesta Key

The Citrus Hideout – SK Collection

5.0 out of 5 average rating, 6 reviews
Guest favourite
A screened-in swimming pool area features a tranquil turquoise pool surrounded by a spacious deck. Comfortable blue chairs are positioned nearby, offering a spot to relax while enjoying views of the lush, green landscape outside.
Villa in Sarasota

Beautiful House w/ Pool, 10 Min to Siesta Beach

4.93 out of 5 average rating, 75 reviews
Guest favourite
A serene beach scene showcases soft white sand extending to the gentle waves of a turquoise ocean. A straw beach umbrella provides shade over a pair of lounge chairs, inviting relaxation. Light clouds drift across a bright blue sky.
Villa in Siesta Key

Paradise Villa on Siesta Key

4.82 out of 5 average rating, 84 reviews
Top guest favourite
Aerial view showcases the property surrounded by lush greenery, with water views of the Manatee River. The image captures the nearby fishing pier, outdoor spaces, and proximity to the river, emphasizing the serene landscape and natural beauty of the area.
Villa in Bradenton

Tranquil Tide Villa - Waterview! 15 min to beach

4.99 out of 5 average rating, 76 reviews
Superhost
Villa in Lido Key

One Block from the Beach Lido Beach Palms 1A

5.0 out of 5 average rating, 3 reviews
Guest favourite
A comfortable living and dining area is showcased, featuring a glass dining table with white wooden chairs. A cozy sectional sofa is arranged around a coffee table, with a rug underfoot. Natural light filters through two windows, complemented by decorative artwork on the walls.
Villa in South Sarasota

Robinhood Beach Villa Near Siesta Key Beach

4.89 out of 5 average rating, 55 reviews

Luxury villa rentals

Superhost
A spacious living area is furnished with a sectional sofa and a wooden coffee table, surrounded by large windows that allow natural light. Rattan chairs are placed nearby, with indoor plants adding a touch of greenery. Decorative accents enhance the beach-themed decor.
Villa in Siesta Key

Welcome to Casa Covella in Polynesian Gardens

4.5 out of 5 average rating, 16 reviews
Top guest favourite
Villa in Bradenton

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

5.0 out of 5 average rating, 47 reviews
Superhost
Villa in Bradenton

House near beach*pool*Ana Maria Island/Sarasota

4.91 out of 5 average rating, 11 reviews
Superhost
A sunlit wooden deck is lined with blue lounge chairs, facing the expansive sandy beach and the Gulf of Mexico. Gentle waves can be seen lapping at the shore, under a sky filled with fluffy clouds. The inviting atmosphere offers direct access to the beach.
Villa in Holmes Beach

A Wave From it All managed by Beach Retreats

Villa in Holmes Beach

Beachfront · Heated Pool · King Bed

5.0 out of 5 average rating, 3 reviewsA bright living area showcases a spacious sectional sofa with accent pillows, complemented by a patterned area rug. Large glass doors provide a view of the outdoor pool area, while artwork adorns the walls, enhancing the room's coastal ambiance. A foosball table is also visible.
Villa in Siesta Key

Villa Oasis in the heart of Siesta Key with pool

4.69 out of 5 average rating, 13 reviews
Villa in Holmes Beach

Welcoming 3BR 2nd-Floor | Balcony | Pool

4.56 out of 5 average rating, 9 reviews
Villa in Sarasota

No Car Needed! Walk to Beach, Pool, Nightlife

5.0 out of 5 average rating, 3 reviews

Villa rentals with a pool

Guest favourite
A cozy bedroom features a spacious bed with light bedding, accented by decorative pillows. Natural light streams through sheer curtains by the window, illuminating the room's soft blue walls. A wooden dresser and a ceiling fan add functional elements to the friendly space.
Villa in Holmes Beach

Starfish House - 2bed/2bad

4.95 out of 5 average rating, 55 reviews
Guest favourite
Villa in Bradenton

The Spanish Sunset Villa | Pool •Private Oasis

4.94 out of 5 average rating, 17 reviews
Superhost
The front entrance of a light blue house is framed by a manicured lawn and lush greenery. A clear pathway leads to the door, bordered by decorative stones and various potted plants. Tall trees provide shade and an inviting atmosphere.
Villa in Sarasota

Tiki Bella Villa (Entire home with Pool)

4.79 out of 5 average rating, 29 reviews
Guest favourite
An inviting swimming pool is seen within a screened-in patio, surrounded by a smooth concrete deck. Lush greenery frames the pool area, and panoramic views of landscaped grounds are visible beyond the screened enclosure. Natural light illuminates the scene, suggesting a tranquil outdoor space.
Villa in Venice

Gondola Dr house with private swimming pool

4.82 out of 5 average rating, 51 reviews
Superhost
Villa in Bradenton

Villa Summerwind 3bed/2bath pool villa

4.75 out of 5 average rating, 4 reviews
Superhost
A two-story villa features a light blue exterior and a covered front porch. Two outdoor chairs are positioned on the porch, with tropical landscaping surrounding the entryway. Windows are adorned with white trim, allowing natural light to fill the space.
Villa in Holmes Beach

Close to beach, shops and restaurants!

4.7 out of 5 average rating, 20 reviews
Villa in Siesta Key

Private Siesta Key Home minutes from the sand

5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Siesta Key

Renovated Siesta Key Villa+Private Beach+3 Pools

5.0 out of 5 average rating, 17 reviews

Villa rentals with a hot tub

Top guest favourite
A charming villa exterior is depicted, featuring a bright façade with a red-tiled roof. Lush green landscaping surrounds the property, with palm trees and various shrubs casting soft shadows on the well-maintained grass.
Villa in Sarasota

Sunshine Get Away! Pool, Beach & Fun!

5.0 out of 5 average rating, 34 reviews
Guest favourite
An outdoor dining area features a large rectangular table with seating for eight, complemented by a shaded lounge space. A heated pool is visible, along with a sunken hot tub and sun loungers. Lush greenery surrounds the area, providing a serene backdrop.
Villa in Arlington Park

Bohemian Inspired Villa with Golf Cart and SUV

4.88 out of 5 average rating, 69 reviews
Guest favourite
A single-story villa is framed by landscaped greenery, featuring shrubs and palms. The exterior showcases a tile roof and light-colored walls, with windows allowing for natural light. A paved driveway is visible, leading to the entrance.
Villa in Sarasota

7891 Timberwood, Sarasota, Florida, USA

4.97 out of 5 average rating, 60 reviews
Top guest favourite
Villa in Sarasota

Siesta Villa

5.0 out of 5 average rating, 60 reviews
Guest favourite
A serene outdoor area features a newly renovated salt swimming pool accompanied by a jacuzzi. Lush greenery and tropical plants surround the space, offering privacy. A comfortable seating arrangement is positioned beside the pool, enhancing the outdoor experience.
Villa in Sarasota

Lautus Villa

4.92 out of 5 average rating, 12 reviews
Guest favourite
A spacious outdoor living area features a grid of screens and glass, providing a view of the pool. A table surrounded by wicker chairs sits nearby, complemented by a barbecue grill. Light reflects off the water, while vibrant landscaping can be seen through the windows.
Villa in Sarasota

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

4.98 out of 5 average rating, 45 reviews
Top guest favourite
Villa in Holmes Beach

Steps to AMI Beaches + Sunsets + Private Hot Tub

5.0 out of 5 average rating, 34 reviews
Top guest favourite
A spacious single-story house is highlighted, featuring a well-maintained white exterior and a metal roof. Lush green grass surrounds the home, with several palm trees positioned symmetrically along the pathway leading to the entrance. A clear sky and gentle clouds provide a bright backdrop.
Villa in Nokomis

Oasis Getaway -Beautiful House-Infinity Pool-Beach

4.96 out of 5 average rating, 54 reviews

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 $198 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