Vacation rentals with a pool in Gulf Gate Estates

4.89 out of 5 average rating, 107 reviews

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

LocationFamilyBiking

The outdoor space is enclosed by a screened lanai, showcasing a heated saltwater pool and a dining area with a large table that seats eight. Lounge chairs and a BBQ grill are positioned near the pool, surrounded by tropical landscaping and a clear blue sky.

4.97 out of 5 average rating, 116 reviews

3 bedroom Heated salt water pool close to Siesta

Your family will be close to everything when you stay at this centrally-located place. 15 minutes to Siesta Beach, 10 minutes to UTC mall, 15minutes to downtown, 20 minutes to SRQ airport. This home is fully remodeled, fully furnished, sleeps 8. We have 1 king size bed in the master, second bedroom is queen bed, 3rd bedroom is 1 full and 1 twin beds. This is open plan home with a big family room, 60" TV above electric fireplace, formal dining room seats 6 with the bar seats 4. Master has 55"TV

LocationFamilyGrill

The exterior of the property is presented with a modern facade featuring a covered entrance and a gray door. Flanking the entrance are lush green shrubs and a neatly maintained garden bed. A bicycle leans against the side, and the driveway leads to a garage.

5.0 out of 5 average rating, 30 reviews

Newly Renovated w Pool – 10 min to Siesta Beach

THE WHITE SANDS is a pristine and stylish vacation property, in the heart of the Gulf Gate Estates and only 10 minutes from Siesta Beach Enjoy this recently renovated house with enough room to host up to 8 people. Four bedrooms include (1) one king-size bed, (2) two full-size beds, (3) one queen-size bed, and (4) dedicated office space with futon Fully furnished outdoor patio next to a beautiful heated pool Plenty of restaurants are within walking distance from you (5 blocks). No pets allowed

FamilyLocationBeach

4.97 out of 5 average rating, 278 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

LocationFamilyBiking

4.93 out of 5 average rating, 404 reviews

Heated&Renovated Pool•Beach Retreat•15m to Siesta

Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

ValueLocationDecor

An aerial view of the heated pool is captured within a screened enclosure, showcasing its vibrant blue water. The surrounding patio is visible, framed by lush greenery, while patterns from the enclosure create contrasting shadows across the surface.

4.91 out of 5 average rating, 66 reviews

Private Home near Siesta Key

Come enjoy all the beauty Sarasota has to offer in this newly renovated, 3 bedroom, 2 bath home with heated pool located in the highly sought after Gulf Gate Estates neighborhood. This home is only 2.5 miles from the famous Siesta Key beaches and located less than a mile from Gulf Gate shopping mall, grocery stores, restaurants, cafes, pubs and more! Amenities include high-speed Wi-Fi, TV with internet cable, includes parking for 3 cars max. Renters must be 25 years or older.

FamilyLocationPool

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.

4.95 out of 5 average rating, 164 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.

FamilyLocationSleep quality

A screened lanai showcases a heated pool and spa, surrounded by twinkling string lights. Lounger chairs and outdoor dining furniture are positioned nearby. A grassy area is visible beyond the pool, while a pink inflatable floats in the water, enhancing the serene outdoor setting.

4.99 out of 5 average rating, 80 reviews

Coastal Home in Sarasota-8min from Siesta Key

This pet friendly coastal home has everything you need to enjoy your visit in Sarasota! The home is nestled in a quiet neighborhood in the highly sought-after Gulf Gate community. Spend your day relaxing by the salt water pool and spa or explore the area. The house is only 8 minutes away from worlds #1 Siesta Key beach and minutes away from shopping and restaurants. It’s also a short 15 min drive to downtown Sarasota and 20 minutes away from famous St Armand’s Circle.

FamilyLocationCleanliness

A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.

4.8 out of 5 average rating, 136 reviews

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️

ValueFamilyPool

4.96 out of 5 average rating, 68 reviews

Free Heated Pool, King bed, 2 miles from SiestaKey

Your own little paradise! Three bedroom, two bathroom house in a quiet Sarasota neighborhood. Enjoy your private oasis of a back yard with the FREE heated pool, fire pit, or enjoy the #1 ranked beach in the U.S. less than 10 mins away by car. You can’t beat this location; with a short drive to downtown Sarasota, St. Armonds Circle, Siesta Key Beach and Village, Nakomis Beach, & everything in between, you’ll never run out of things to do!

LocationFamilySolo travel

A covered patio area surrounds a heated pool, visible through large screened openings. Lounge chairs are placed around the pool, offering comfortable seating. The backyard includes a low fence for privacy, and the house's exterior can be seen with large glass doors leading to the interior.

4.98 out of 5 average rating, 106 reviews

Private heated pool, 3Bed, 2Bath, Siesta Key

Family oriented house; Heated pool; Kids scooters, bikes, beach toys, games, etc; 3bed/2bath/laundry; 1 crib; 10 minutes to Siesta Beach; 15 minutes to Siesta Village Restaurants/Shops. 20-25 minutes to Sarasota Airport, Lido Key Beaches & Shops, Venice; BONUS FEATURES: +Fast Wifi, +Cable TVs, +Netflix, +Disney, +Kids activity corner & games, +Kids safety net by pool is optional.

FamilyValueTV

4.98 out of 5 average rating, 126 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. 🌴

LocationValueKitchen

Popular amenities for Gulf Gate Estates rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The outdoor space features a screened-in pool, surrounded by tropical landscaping and a putting green. A barbecue grill is positioned nearby, and several lounge chairs are visible, providing ideal spots for relaxation. The sky is adorned with warm hues of sunset.

4.97 out of 5 average rating, 38 reviews

Intercostal Oasis

FamilyValueCondition

4.86 out of 5 average rating, 21 reviews

Find "Temporary Sanity" | Luxe Home w/ Heated Pool

ValueLocationGetting around

A large, sparkling private pool is enclosed within a pool cage, allowing for safety and comfort. Sunlight reflects off the clear water, while a spacious patio area provides comfortable seating. Lush greenery and flower beds surround the pool, creating a serene outdoor space.

4.99 out of 5 average rating, 73 reviews

Serene&Clean Minutes to Siesta Key! Large Pool

LocationFamilyHospitality

4.89 out of 5 average rating, 28 reviews

Complete Privacy Mid Century 2mi to #1 Beach Pool

LocationFamilyCleanliness

A large heated pool features a pink flamingo float resting on the clear blue water. Sunlight sparkles across the surface, while lounge chairs and a side table are positioned nearby under a screened enclosure, providing a relaxed setting for outdoor enjoyment.

4.97 out of 5 average rating, 33 reviews

Tropical Vibes - near Siesta Key

FamilyLocationCheckout

A large, heated pool is set within a spacious screened lanai, featuring a light blue floating mat. The pool area is bordered by smooth tile flooring and is complemented by sheer white drapes. A grassy yard is visible through the lanai's screening.

4.81 out of 5 average rating, 58 reviews

Siesta Key-Private Family Pool Home-6 min to Beach

FamilyLocationOutdoor spaces

An inviting indoor pool area features a clear, heated pool surrounded by tile flooring. A large pink inflatable flamingo floats in the water. Two lounge chairs with red and white stripes are positioned by the pool, creating a relaxed atmosphere with views of lush greenery beyond the screened enclosure.

5.0 out of 5 average rating, 62 reviews

Casa Azul*Pool*Spa*Fire Pit*Close to Siesta Key

LocationFamilyLaundry

5.0 out of 5 average rating, 15 reviews

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

FamilyLocationIndoor spaces

Condo rentals with a pool

4.96 out of 5 average rating, 224 reviews

A serene lanai view features a dining table with chairs overlooking the community pool. Lush palm trees frame the scene, while sunlight reflects off the water's surface. A doorway is visible, leading to the interior of the condo.

Condo in Sarasota

Gateway to Siesta Key - 1/2 Mile to the Beach

FamilyLocationDecor

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

4.85 out of 5 average rating, 110 reviews

Comfy Siesta Key Condo

LocationValueLong stay

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.

4.88 out of 5 average rating, 175 reviews

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

LocationValueLaundry

4.96 out of 5 average rating, 159 reviews

A bright and airy living space features a modern sofa facing a sleek coffee table. The open kitchen is visible in the background, showcasing white cabinetry and bar seating with stylish stools. Light fills the room through large windows, enhancing the spacious feel.

Condo in Sarasota

Your Modern Beachside Getaway!

LocationValueBeach

A dining table is set with elegant glassware and neutral tableware. A decorative figurine of a crane stands between two tall candlesticks, with a soft ocean view visible through the screened lanai in the background.

4.92 out of 5 average rating, 102 reviews

Siesta Key Oasis with Gulf Views

FamilyLocationAccess

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.

4.88 out of 5 average rating, 146 reviews

Crystal House on Siesta Key Beach

ValueLocationKitchen

4.95 out of 5 average rating, 172 reviews

A serene community pool is surrounded by a fence and complemented by lounge chairs positioned nearby. The pool's clear blue water reflects the sunlight, while the yellow exterior of the building provides a warm backdrop. Windows with awnings complete the inviting atmosphere of the area.

Condo in Sarasota

Villa Maria: Minutes to Siesta Key!

FamilyValueWalkability

A serene pool area is bordered by palm trees, reflecting the gentle hues of a sunset. Lounge chairs are arranged around the pool, and a shaded cabana is visible in the background. The tranquil water mirrors the evening sky, enhancing a peaceful atmosphere.

4.97 out of 5 average rating, 134 reviews

Heated Pools & Spa · Private Beach + Bay Views

LocationFamilyParking

Other vacation rentals with a pool

A screened-in lanai showcases a heated pool surrounded by pavers. Lounge chairs are positioned beside the water, while a dining area with wooden furniture is visible in the background. Vibrant pool floats and a barbecue are also present, providing options for relaxation and outdoor leisure.

4.88 out of 5 average rating, 8 reviews

2BR Retreat • Private Pool Near Siesta Key

FamilyLocationIndoor spaces

Guesthouse in Gulf Gate Estates

5.0 out of 5 average rating, 19 reviews

Pool home- Duplex - 5 minutes to Siesta Key Beach

LocationFamilyCleanliness

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.

5.0 out of 5 average rating, 37 reviews

The Palms Away

FamilyLocationCheck-in

4.92 out of 5 average rating, 26 reviews

Siesta Key Paradise-Pool Oasis

ValueFamilyAmenities

4.98 out of 5 average rating, 58 reviews

The Gecko House - Family Friendly

LocationFamilyBackyard

A swimming pool reflects the clear blue sky, surrounded by a spacious deck and lush greenery. The exterior of the house is painted in a warm yellow hue, with expansive windows allowing natural light to fill the interior. A barbecue grill is positioned nearby.

5.0 out of 5 average rating, 27 reviews

Pool House lots of Wonderful Wildlife

FamilyLocationBeach

4.89 out of 5 average rating, 18 reviews

ON SALE - Pool | Fire Pit | 7 miles to Siesta Key

LocationFamilyOutdoor spaces

A private outdoor space features a heated pool under a screened lanai, surrounded by lounge and dining areas. Comfortable seating options are visible, along with bright, inviting water floats. The space is landscaped with greenery, enhancing a relaxed atmosphere for family enjoyment.