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Holiday houses in Sarasota Beach

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Top-rated holiday rentals in Sarasota Beach

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A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.
Condo in Siesta Key

Crystal House on Siesta Key Beach

This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

LocationValueBarbecue

4.88 out of 5 average rating, 146 reviews
Top Guest favourite
Home in Siesta Key

Steps to Siesta Key Beach! Sunset Balcony Views!

This beautifully appointed 2-bedroom, 1-bath condo (Sleeps 6) is centrally located directly across from the world-famous "sugar-white sands" of Siesta Key Beach. Unit 205 offers a perfect location with spectacular Gulf of Mexico sunsets from your private balcony. Enjoy a covered parking spot. The master suite has a King bed, a second bedroom with two twin beds, and a pull-out sofa in the living area. Nearby find rentals for bikes, scooters, water sports, parasailing, fishing, sunset cruise.

LocationFamilyHospitality

5.0 out of 5 average rating, 13 reviews
Top Guest favourite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

LocationFamilyAccess

4.94 out of 5 average rating, 100 reviews
Guest favourite
An outdoor seating area features a rectangular table surrounded by four chairs, all set on a patterned rug. Two cushioned lounge chairs are positioned beside a large umbrella. A BBQ grill and greenery are visible in the spacious, fenced backyard.
Home in Gulf Gate Estates

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA

Escape to this stunning, fully renovated 3BR/2BA home in the prestigious Gulf Gate Neighborhood, just 5 minutes from Siesta Key Beach – ranked the #1 beach in the U.S.! This spacious and airy retreat is designed for relaxation and making unforgettable memories. Enjoy an impeccably styled interior, modern amenities, and a prime location close to Sarasota’s best attractions. Indulge in top-rated restaurants, vibrant shopping centers, and endless beachside adventures—all just around the corner

FamilyValueComfort

4.95 out of 5 average rating, 130 reviews
Guest favourite
Condo in Siesta Key

Beachwalk Townhouse with view of Gulf of Mexico

Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

LocationFamilyHospitality

4.79 out of 5 average rating, 109 reviews
Top Guest favourite
Home in Sarasota

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

LocationFamilyIndoor spaces

4.95 out of 5 average rating, 198 reviews
Top Guest favourite
A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.
Home in Sarasota

The Palms Away

This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

LocationValueCheck-in

5.0 out of 5 average rating, 38 reviews
Guest favourite
Condo in Siesta Key

Siesta Key Beach Front Condo

Wake up to stunning Gulf views in this 2BR/2BA beachfront condo on Siesta Key Beach. Enjoy a bright, coastal-style interior, full kitchen, private balcony, and direct beach access. The master features a king bed and en-suite bath; the second bedroom has a queen. Walk to Siesta Key Village for shops, dining, and nightlife. Includes Wi-Fi, A/C, and flat-screen TVs. Located on the second floor, accessible by stairs only.Relax, unwind, and enjoy your perfect beach getaway!

FamilyLocationSleep quality

5.0 out of 5 average rating, 10 reviews
Top Guest favourite
Apartment in Siesta Key

Beach Walk Bungalow

Your family will be close to everything when you stay at this centrally-located place. Home is across the street from the beach and 3 blocks from shops and restaurants. This is a 1970's Beach cottage with plenty of space. Think older family beach cottage/ cabin...it has been loved & well used & has great energy! There are two outdoor spaces. The upper area has a large deck and the lower area has a deck and back yard. Great for morning coffee and evening dinners.

FamilyLocationCheck-in

4.94 out of 5 average rating, 34 reviews
Guest favourite
Home in Sarasota

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

Welcome to Sun Coast Oasis, a family-friendly Sarasota retreat designed for fun and relaxation. Enjoy a private heated pool, spacious game room, pool table lounge, outdoor hammocks, BBQ area, and a dedicated kids’ room. Perfect for families and groups looking to unwind and make lasting memories. Just 8 minutes from Siesta Key Beach and a short drive to Sarasota’s best dining, shopping, and attractions.

FamilyLocationPool

5.0 out of 5 average rating, 7 reviews
Top Guest favourite
Home in Sarasota

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

FamilyValueLayout

4.98 out of 5 average rating, 128 reviews
Top Guest favourite
A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.
Condo in Siesta Key

Breathtaking Beachfront Views in Siesta Key

Welcome to your slice of paradise on Siesta Key, where beachfront bliss meets laid-back island vibes! Situated in the heart of the world-renowned Siesta Key Beach, our condo offers a spectacular beachfront experience! Wake up to breathtaking views, step outside your door and feel the powdery sand, inviting you and your family to sink into relaxation, adventure, and sun!

ValueLocationSleep quality

5.0 out of 5 average rating, 103 reviews

Popular amenities for Sarasota Beach holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Sarasota Beach

Top Guest favourite
Bungalow in Sarasota

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

FamilyLocationHospitality

5.0 out of 5 average rating, 11 reviews
Guest favourite
An aerial view captures the vibrant landscape of Siesta Key, showcasing a blend of colorful buildings and lush greenery. The shoreline with crystal clear waters and sandy beaches extends in the background, illustrating the proximity to the vacation rental. The scene reflects the lively, serene atmosphere of the area.
Condo in Siesta Key

Beach Rd, 300ft to Beach Access & 500ft to Village

ValueLocationNearby

4.94 out of 5 average rating, 68 reviews
Top Guest favourite
An aerial view captures the beachfront property nestled among greenery, with sandy pathways leading to the beach. The top floor condo is highlighted, surrounded by other buildings, while the striking blue Gulf waters stretch in the background, meeting the clear sky.
Home in Siesta Key

Beachfront 180-Degree View, Walk to Village!

LocationFamilyGetting around

5.0 out of 5 average rating, 48 reviews
Top Guest favourite
The image captures a vibrant sunset over the horizon, casting warm hues across the sky. Palm trees line the foreground, creating a tropical ambiance. The view also includes a peaceful road and glimpses of the beach beyond, emphasizing the proximity to coastal scenery.
Condo in Siesta Key

Siesta Key Beach front 2 bedroom condo w/ parking

FamilyLocationView

4.97 out of 5 average rating, 62 reviews
Top Guest favourite
Home in Siesta Key

Siesta Key House, Pool & Hot Tub, 1 mile to beach

LocationFamilyNearby

5.0 out of 5 average rating, 15 reviews
Top Guest favourite
Home in Siesta Key

Walk To Siesta Key Beach & Village ; Renovated 2BR

ValueLocationView

4.99 out of 5 average rating, 68 reviews
Top Guest favourite
Home in Arlington Park

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

LocationFamilyCleanliness

4.98 out of 5 average rating, 50 reviews
Top Guest favourite
A spacious kitchen showcases a large island with seating for four, surrounded by light-colored cabinetry and modern appliances. Natural light illuminates the area through large windows, providing a view of the outdoor pool. Decorative tiles and subtle backsplash add texture to the design.
Home in Siesta Key

Siesta Key Retreat 1mi to Beach!

ValueLocationKitchen

4.96 out of 5 average rating, 48 reviews

Frequently Asked Questions

  • Where is Sarasota Beach located?

    Sarasota Beach is situated along the Gulf Coast in Florida, around the larger Sarasota area. Its location gives easy access to coastal scenery, diverse neighborhoods, and cultural destinations rooted in the region.

  • When is the best time to visit Sarasota Beach?

    Spring and fall are frequently suggested for visiting Sarasota Beach, when temperatures are pleasant and rainfall is moderate. Summer brings more humidity and rain, but still draws visitors for beach activities and outdoor events.

  • What are some things to do near Sarasota Beach?

    You can explore sandy beaches, local parks, and art galleries around Sarasota Beach. The area has opportunities for water sports, dining, and visiting nearby nature preserves or cultural attractions in Sarasota, such as museums and theaters.

  • How is the weather near Sarasota Beach?

    Sarasota Beach typically has warm, humid summers around 90°F (32°C), with higher rainfall, and mild winters near 70°F (21°C). Spring and fall bring comfortable temperatures and less precipitation, making outdoor activities popular throughout much of the year.

Destinations to explore