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Places to stay near Siesta Beach

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Top-rated vacation rentals near Siesta Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

The outdoor space features a heated pool surrounded by colorful lounge chairs and inflatable pool toys. A shaded seating area is visible, along with a vibrant children's playset in the background. The sky displays a striking sunset, enhancing the relaxing atmosphere.

Home in Bradenton

4.98 out of 5 average rating, 56 reviews

Sunshine Family Paradise With Heated Pool, Hot Tub

Welcome to your perfect getaway! Located in the heart of the city, our family-friendly retreat offers a perfect blend of comfort and adventure. Dive into a world of nearby activities and attractions, all within easy reach. Enjoy quality time together in our spacious living area or whip up a feast in the fully equipped kitchen. With parks and entertainment just around the corner, every day is an opportunity for fun and laughter. Come and make unforgettable memories in your new home away from home

Apartment in Siesta Key

4.77 out of 5 average rating, 104 reviews

Gertrude's Siesta | Patio & 1-min to Beach/Village

The Village Studio Top location on island! Apartment with full kitchen, private patio, gated courtyard, in world famous Siesta Village! Leave the car behind and walk to white-sand beaches, 20 bars and restaurants, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Experience a combination of fun ease and relaxation you can't get in other vacations! Book a special getaway now! - Tollbooth by AirbnbCorpMiddlemen, but this property is from GertrudeRentalsSiesta

Aerial view showcasing a wide beach lined with palm trees and beachfront establishments. The crystal-clear turquoise water gently meets the sandy shore, inviting relaxation. The sky above is bright blue with a few scattered clouds, highlighting a serene coastal environment.

Home in Bradenton

4.91 out of 5 average rating, 128 reviews

Luxury Cottage near Anna Maria Island and Beach

Welcome to Paradise! This perfect beach getaway home has it all - Brand new modern furnishings & stylish decor, a fully stocked kitchen, smart TV's, grill, beach chairs, towels, & digital keyless entry. The cottage is a perfect retreat for couples, solo adventurers, or family vacations. The home sleeps up to 6 people. Within walking distance you have plenty of restaurants & grocery stores. Within a 5-10 minute drive you have beaches, trails, parks, boat tours, beach front restaurants and more!

Home in Sarasota

4.88 out of 5 average rating, 153 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

A covered porch area features comfortable seating surrounding a low table, with a view of a heated pool. String lights create a soft illumination along the ceiling, while lush greenery surrounds the outdoor space, enhancing the tranquil atmosphere.

Home in Sarasota

4.96 out of 5 average rating, 123 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Top guest favorite

Home in Sarasota

4.92 out of 5 average rating, 294 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

An outdoor space features a modern tabletop air hockey game and a classic skee-ball machine, inviting friendly competition. The area is surrounded by a lush green garden, with wooden fencing providing privacy, while natural light streams in through screened windows.

Home in Sarasota

4.95 out of 5 average rating, 19 reviews

Warm, Luxury Oasis in Central Sarasota

Choose to stay at a home which has it all. Professionally designed and hosted by a 10-year SuperHost, this property offers incredible value. Superbly comfortable beds and linens, SUPER FAST internet, thoughtful furnishings, tons of activities & games, fully equipped for babies and toddler needs, extremely central location, large, high-end TVs, a jacuzzi, 2-person hammock, in-ground fire pit…. And fur babies welcome… you name it, this home has it. Welcome to Sarasota Paradise.

A modern kitchen features sleek white cabinets and a stylish countertop. Stainless steel appliances are neatly arranged, with a microwave and coffee maker on display. Pendant lights hang above the counter, illuminating the space. Warm wood-like flooring complements the overall design.

Home in Sarasota

4.94 out of 5 average rating, 133 reviews

Hyde Park/Southside Village Modern 5 Star Home

BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.

Top guest favorite

A spacious living area features a light gray sofa arranged around a dark coffee table, with a neutral area rug underneath. A flat-screen television is mounted on the wall, and large windows allow natural light to illuminate the space, creating a welcoming environment.

Home in Sarasota

4.98 out of 5 average rating, 390 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Top guest favorite

The living area features a cozy arrangement with a gray sectional sofa and a wooden coffee table at the center. Two patterned ottomans are positioned nearby. A fireplace is set against a white backdrop, flanked by large windows dressed with sheer curtains.

5 out of 5 average rating, 24 reviews

New! Perfect Vacation Home w/pool

Enjoy this home that is fully renovated and designed for a perfect vacation. Hang out at the pool or head to the beach. Your family will be close to everything when you stay at this centrally-located place. 2.7 miles from the beach. 2 minute walk to Venetian Waterway Park trail. Close to Fox Lea Farms. Kitchen is fully stocked. Outdoor grill with utensils. Washer and dryer for your convenience. Beach towels, chairs and umbrella are provided.

A charming beach cottage is set against a clear blue sky, surrounded by lush tropical plants. The property features a white picket fence and a patio area with an umbrella, indicating an inviting outdoor space. The vibrant exterior is painted in soft green tones.

Home in Bradenton Beach

4.82 out of 5 average rating, 136 reviews

50 Steps to Beach Villa Hot Tub 1bd modern cottage

Luxury Beach Cottage w/ HOT TUB, Fire Pit & BBQ. 1 bed/1bath sleeps 4 This is your chance to enjoy a unique getaway on the nicest beach! Stay in our newly remodeled beach cottage. White sandy beach & turquoise water is literally 50 ft from the door. Everything you need for a delightful & relaxing day at the beach is included. Chairs, beach towels, umbrella,. Enjoy the convenience of this premium location across Gulf blvd to Beach.

Home in Sarasota

4.92 out of 5 average rating, 197 reviews

Central Location in Sarasota with bonus amenities

Great location. Literally walking distance to 12+ restaurants, movie theater, shopping mall, Best Buy, Barnes and Noble, 10 minutes to Siesta Beach and 10 minutes to down town. Completely remodeled. Very comfortable. Bonus, you get to eat at one of the best restaurants in town for 50% off your entire check, located right down the block.

Popular amenities for vacation rentals near Siesta Beach

Free parking on premises

Air conditioning

Other top sights near Siesta Beach

Siesta Beach798 locals recommend

Siesta Key Oyster Bar167 locals recommend

Siesta Key Village91 locals recommend

Captain Curt's Crab & Oyster Bar94 locals recommend

Daiquiri Deck Siesta Key Village90 locals recommend

Crescent Beach Grocery69 locals recommend

Condo rentals with wifi

Top guest favorite

An expansive sandy beach stretches along the coastline, meeting calm turquoise waters under a clear blue sky. Light clouds are visible in the distance, and a gentle breeze appears to add movement to the tranquil scene.

Condo in Englewood

4.9 out of 5 average rating, 61 reviews

Key Condo located on Manasota Key

Condo in Bradenton

4.76 out of 5 average rating, 123 reviews

Shorewalk upgraded condo 4505.

A covered outdoor seating area is visible, featuring several lounge chairs and a circular table. The setting offers a view of the beach and sunset, with silhouettes of people enjoying the shoreline in the distance.

Condo in Bradenton Beach

5 out of 5 average rating, 5 reviews

Z. Water front condo, Via Roma, ground floor

The exterior of a single-level condo is highlighted by a pathway of brick leading to the entrance. Lush tropical plants, including palm trees and shrubs, frame the entrance, while soft evening light casts a warm glow over the property.

Condo in Siesta Key

4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

A serene beach scene is displayed with a sand-covered shoreline leading to calm waters. A partially shaded sitting area, featuring two striped chairs under a blue and yellow canopy, offers a tranquil space for relaxation by the shore.

Condo in St. Pete Beach

5 out of 5 average rating, 6 reviews

Perfect location, just steps to SPB (3)

Condo in St. Petersburg

5 out of 5 average rating, 6 reviews

Corner unit with patio. Pools, hot tub, pickleball

A view from the second-floor balcony captures the shared heated pool and a deck area with lounge chairs. Lush trees line the beach in the background, leading to the Gulf of Mexico. Clear skies complete the tranquil coastal scene.

Condo in Holmes Beach

4.88 out of 5 average rating, 84 reviews

Beachfront 1BR with pool

A spacious outdoor area features a heated pool surrounded by lounge chairs. Bright green umbrellas provide shade, while palm trees add a touch of tropical elegance. In the background, a modern multi-story building stands against a clear blue sky.

Condo in Siesta Key

4.67 out of 5 average rating, 3 reviews

Our House at the Beach- Sugar Sands

Family-friendly house rentals

Top guest favorite

The exterior of a single-story home is shown, featuring light blue siding and a welcoming red front door. Tropical landscaping includes palm trees and ornamental plants, while a fenced area adds privacy. A small seating arrangement is visible near the entrance, enhancing the inviting appearance.

Home in Bradenton

4.95 out of 5 average rating, 247 reviews

Paradise Cove

Top guest favorite

The entrance of the home is framed by lush greenery and vibrant flowering plants. The façade features large windows that provide ample natural light, while a covered porch welcomes guests. A clear blue sky complements the fresh and inviting exterior.

Home in North Port

4.79 out of 5 average rating, 152 reviews

3 bdrm Pool Home / Quiet Cul De Sac

Home in Sarasota

4.85 out of 5 average rating, 101 reviews

Private back yard. Southgate. 2 bedroom, 2 bath.

A private lagoon-style pool is surrounded by lush tropical landscaping. A small rock waterfall flows into the gently curved pool, which is complemented by comfortable seating. Sunlight filters through the foliage, creating a serene outdoor retreat.

Home in Holmes Beach

4.97 out of 5 average rating, 131 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

A single-story house is framed by a large pine tree and colorful landscaping. The brick exterior is complemented by white walls and red accents around the windows and doors. A fenced area is visible in the background, providing a sense of privacy.

Home in Bradenton

4.9 out of 5 average rating, 101 reviews

Large Sparkling Clean Pool Home West Bradenton

A children's play area is organized with a colorful play mat on the floor, a red toy house, and a blue storage bin labeled 'TOYS.' Shelves contain various storage containers, and a laundry basket sits nearby, creating a child-friendly environment.

Home in St. Petersburg

4.91 out of 5 average rating, 108 reviews

Cozy Dream FL Vacation Home Pool is heated!

A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.

Home in Sarasota

4.95 out of 5 average rating, 206 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

A white gazebo is surrounded by lush greenery, featuring a round table and four chairs with bright green cushions. The flooring is concrete, and the structure offers a shaded retreat, providing an inviting space for relaxation and conversation.

Home in Sarasota

4.93 out of 5 average rating, 110 reviews

Sunny Sarasota Vacation Home - VR2400236

Apartment rentals with air conditioning

A modern living space features a dark gray sofa with decorative cushions, paired with a bright red chair. A granite countertop separates the kitchen area, complemented by three turquoise stools. Natural light floods in through large windows, illuminating the light-colored walls and flooring.

Apartment in Sarasota

4.91 out of 5 average rating, 11 reviews

The Ocean Blue One Bedroom Apartment-Casa Limonada

The exterior of the semi-detached house is shown, featuring a spacious patio area with a decorative white metal table and several matching chairs. Lush palm trees provide shade, and a light-colored gravel landscape complements the home’s architecture.

Apartment in Sarasota

4.79 out of 5 average rating, 226 reviews

UNIT 2 AT SIESTA KEY COTTAGE

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

Apartment in Sarasota

4.96 out of 5 average rating, 133 reviews

Free Early Chk-in, Super Clean, Parking, Disney+.

Top guest favorite

A modern kitchen features sleek white cabinetry and stainless steel appliances. An island with a yellow bowl serves as a central focus. Light-colored flooring complements the spacious layout, which includes a door leading to another area within the apartment.

Apartment in Sarasota

5 out of 5 average rating, 179 reviews

New Apartment In a Private House Near Siesta

A dining table showcases a glass top with intricately woven placemats. Each setting features decorative plates and neatly folded napkins secured with decorative rings. Sheer curtains frame the window, offering glimpses of lush palm trees outside.

Apartment in Bradenton Beach

4.88 out of 5 average rating, 219 reviews

Las Palmas Beach Rentals Unit 1

An airy room features two spacious beds, one covered in a blue patterned blanket. A light-colored lamp sits on a bedside table. Natural light filters in through sheer curtains, illuminating a small dining area with a table and chairs in the background.

Apartment in Sarasota

4.95 out of 5 average rating, 22 reviews

Nice and cozy because we care

A private entrance is framed by a sleek plant and modern features. The entrance door is flanked by a wall light and a smooth concrete pathway, complemented by potted plants that enhance the outdoor space.

Apartment in Sarasota

4.97 out of 5 average rating, 171 reviews

Gillespie On The Park, Walk to Downtown

A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.

Apartment in Sarasota

4.88 out of 5 average rating, 155 reviews

Pets friendly modern studio 5 mi to Siesta Key

Other great vacation rentals near Siesta Beach

Top guest favorite

The exterior of the vacation home is showcased, featuring bright yellow doors framed by a welcoming pathway. Lush landscaping surrounds the entrance, while large windows allow natural light to fill the interior. A mixture of trees and shrubs adds to the greenery.

Home in Bradenton

4.76 out of 5 average rating, 175 reviews

Recently Updated! - Close to White Sandy Beaches!

The kitchen features a round dining table with four sleek chairs, positioned under a modern light fixture. Stainless steel appliances are visible, including a prominent refrigerator. Natural light filters through vertical blinds, illuminating the stylish wood-like flooring.

Home in Bradenton

4.95 out of 5 average rating, 133 reviews

"Oasis Villa Retreat" Near Beaches and IMG Academy

A large water slide spirals down from a tall platform next to a spacious pool. Blue and orange accents decorate the slide, while umbrellas and lounge chairs are arranged around the pool area, providing ample seating. Lush palm trees border the space.

Home in Sarasota

5 out of 5 average rating, 4 reviews

Terrific location! Terrific amenities!

Top guest favorite

Condo in Sarasota

4.97 out of 5 average rating, 37 reviews

Siesta Key Village & Beach w pool & pet friendly

An aerial view showcases a spacious property featuring a heated private pool and a vibrant pickleball court. A serene pond is visible in the background, surrounded by greenery. The layout includes well-maintained outdoor spaces and convenient access to the home.

Home in Bradenton

4.93 out of 5 average rating, 61 reviews

Pickleball! Pond! Private Heated Pool! Foosball

An outdoor seating area features a table with turquoise plates and glassware set for dining. Two comfortable couches provide space for relaxation. A sliding glass door leads to a brightly lit indoor area, with a view of the surrounding greenery and blue sky.

Home in Sarasota

4.9 out of 5 average rating, 10 reviews

Charming House / Great Location ~ with Heat Pool~

Top guest favorite

Home in North Port

4.89 out of 5 average rating, 88 reviews

HEaTED PRIVaTE POoL! DoN'T MiSS OuT!

Top guest favorite

A modern single-story home with a sloped roof and stone accents is presented in a well-maintained front yard. The driveway leads to a two-car garage, and large windows provide ample natural light. A clear blue sky and wispy clouds frame the scene.

Bungalow in St. Petersburg

4.8 out of 5 average rating, 65 reviews

Breathtaking 3 BR House Available

Destinations to explore