Vacation rentals in Sarasota Beach

An outdoor space is enclosed with a screened canopy, featuring a private pool and a fire pit surrounded by ample lounge chairs. Tropical palm trees frame the area, while soft lighting enhances the inviting atmosphere. A covered seating area is visible in the background.

4.95 out of 5 average rating, 22 reviews

Legacy's Palm of Paradise (Lux): Pool + Tiki Hut

BNB Breeze Presents: Legacy's Palm of Paradise! This home is Lux!! Located on a quiet dead end street this home is packed with luxurious amenities that your sure to Love. The perfect basecamp for your trip to Sarasota, FL. • Private Heated Pool + Lounge Chairs - heated at NO extra cost from Nov 21 - April 1st (This is a 5' deep lounge pool) • Backyard Putt-Putt Course • Electric Bikes (available for extra purchase) • Legacy Trail access • Covered Patio + Tiki Hut • Fire pit • Outdoor Kitchen

A welcoming outdoor patio area is framed by wooden fencing, providing a cozy space for relaxation. String lights hang above, casting a warm glow. Natural stone pavers create a charming pathway, leading to wooden seating amidst lush greenery and tropical palms.

4.93 out of 5 average rating, 58 reviews

The Banana House Beach Cottage

Our cozy boho beach cottage, The Banana House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the back house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

5 out of 5 average rating, 8 reviews

The exterior of a modern two-story condo building is displayed, featuring light blue siding and white accents. Paved pathways lead to individual garages, bordered by neatly manicured landscaping. A clear sky with a few clouds is visible above, enhancing the bright and inviting appearance of the area.

Townhouse in Sarasota

Sunny Retreat at Sienna Park: Family Gateway

Discover your family getaway at this stylish 2-bedroom, 2-bath condo in the heart of Sarasota. Perfectly located just minutes from beautiful beaches, shopping, and dining, this modern home offers a serene atmosphere for relaxation. Enjoy a fully equipped kitchen, cozy living space, and all the essential amenities for a comfortable stay. Ideal for families seeking both tranquility and convenience, your oasis at Sienna Park awaits. Book now and create unforgettable memories in sunny Sarasota!

The outdoor area features a uniquely shaped heated saltwater pool with clear blue water. Surrounding the pool are loungers placed on a bright, white deck, complemented by tropical plants and palm trees that enhance the tranquil environment.

4.98 out of 5 average rating, 116 reviews

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

5 out of 5 average rating, 27 reviews

Bungalow in Siesta Key

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

The Siesta Key Bungalows offer a heated pool, courtyard, sun loungers, gas-grills, laundry facilities, kayaks & a private dock on Heron Lagoon. The Dolphin Bungalow's one bedroom space; connects a welcoming living room, full-kitchen, and a private backyard patio. A king bed, two HDTVs and a full bathroom will further enhance your overall experience. Fully stocked with linens, care essentials, eating & cooking utensils. A queen sofa bed in the living room, allows for a capacity of three.

4.97 out of 5 average rating, 265 reviews

Your private retreat near Siesta Key Beach.

Completely Remodeled Private Retreat. COME RELAX, UNWIND, AND MAKE LASTING MEMORIES! From the moment you arrive, you’ll feel the calm, welcoming atmosphere that makes this property stand out. This spacious 3brm 2-bath features an amazing heated pool, a private backyard, and stylish finishes throughout. Whether you’re lounging by the heated pool, enjoying meals in the bright open-concept living space, or exploring the nearby beaches this home is perfect for an unforgettable vacation

5 out of 5 average rating, 246 reviews

Apartment in Sarasota

Modern 1BR Near Siesta Key + Private Parking

Private coastal retreat minutes from Siesta Key Beach. This spacious 950 sq ft upstairs apartment features soaring ceilings, a bright open layout, and a private entrance. Enjoy a king-sized bed, full kitchen, in-unit washer and dryer, fast Wi-Fi, and dedicated parking. Perfect for couples or guests seeking a peaceful, comfortable stay near the beach. Consistently rated 5⭐ for cleanliness, comfort, and communication. Ideal for couples seeking a peaceful, comfortable beach stay.

A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.

4.96 out of 5 average rating, 153 reviews

Beautifully Remodeled Home with Pool Near Siesta

It’s all about Siesta! Newly remodeled, 2 bedrooms, 2 baths, heated pool home is located in the Gulf Gate Estate neighborhood. 2,5 miles from the famous Siesta Key Beach. Great split plan bedrooms and bathrooms. High-speed Wi-FI. Located less than a mile from Publix Grocery, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Walking distance from the nearest convenient/gas station-7Eleven (5min). Parking for up to 3 cars maximum. Must be at least 25 years old.

4.95 out of 5 average rating, 189 reviews

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. VR24-00265

A spacious living area features comfortable seating, including a gray sofa and two accent chairs with a leaf pattern. Natural light floods through large windows, offering views of the fully fenced backyard. A stylish coffee table sits in front, accompanied by a soft area rug.

4.94 out of 5 average rating, 63 reviews

Beautiful Home Near Siesta Key Beach & Downtown

Beautifully updated 3 bedroom, 2 bath Sarasota home - 4 miles from award winning Siesta Key Beach. Enjoy the spacious living space, multiple sitting areas with patio doors leading out to a fully fenced backyard. Cook and enjoy your dinner at the beautiful dining table or have a bite to eat on the screened in patio. Our home features 1 king bedroom and 2 queen bedrooms with a master bath and hall bathroom. Let this home be your oasis of tranquility.

Superhost

5 out of 5 average rating, 3 reviews

Private Pool +Game Room Near Siesta Key | Sleeps 9

Experience your own private family resort near Siesta Key Beach. This spacious Sarasota vacation home sleeps 9 and features a private pool, game room, soccer field, playground, and outdoor BBQ lounge in a fully fenced backyard. Bright coastal interiors, a fully equipped kitchen, fast Wi-Fi, Smart TVs, free parking, and easy self check-in provide effortless comfort. Minutes from beaches, dining, shopping, and top Sarasota attractions.

4.98 out of 5 average rating, 100 reviews

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. 🌴

Popular amenities for Sarasota Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sarasota Beach

4.96 out of 5 average rating, 52 reviews

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

A single-story home is surrounded by lush landscaping and palm trees, set against a vibrant sunset sky. The entrance features well-kept plants and a paved driveway leading to the garage. The spacious front yard is meticulously maintained, offering ample green space.

4.97 out of 5 average rating, 39 reviews

The Palm House: cozy, safe, central Sarasota

A private pool area is showcased within a screened enclosure, featuring clear waters and sun loungers. Colorful umbrellas in red and green provide shade, while tall palm plants are arranged around the space. The adjacent home showcases large windows, offering views of the inviting outdoor area.

5 out of 5 average rating, 15 reviews

Sarasota's Luxury Oasis

4.97 out of 5 average rating, 31 reviews

Home in Siesta Key

Canal home short walk to Beach & Village, Heated P

5 out of 5 average rating, 10 reviews

A serene backyard oasis is depicted, featuring a private heated pool surrounded by lush palm trees. An outdoor fire table sits in the foreground, with comfortable seating arranged to create an inviting gathering space. The spacious two-story home can be seen in the background.

Home in Siesta Key

Siesta Soul | Located In Heart Of SK Village!

A modern living area showcases a comfortable sectional sofa and armchair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a media console. Natural light floods the space through sliding glass doors that lead to a balcony, enhancing the open feel.

Condo in Siesta Key

4.87 out of 5 average rating, 165 reviews

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

Vacation home in Siesta Key

A vibrant sunset is captured over Siesta Key Beach, with palm trees silhouetted against the colorful sky. The horizon features a gradient of warm hues, creating a tranquil ambiance. Nearby structures are visible beneath the palms, offering a sense of proximity to the sandy shoreline.

4.99 out of 5 average rating, 111 reviews

Siesta Beach View : Pineapple Bungalow Efficiency

A bright living area features light wood flooring and soft-blue walls. Two cream-colored armchairs and a white sofa are arranged around a teal ottoman. A console table holds decorative items, while a dining area with a wooden table and chairs is visible through an open doorway.