House holiday rentals in Gulf Gate Estates

A screened-in outdoor pool area showcases a clear blue pool surrounded by paver decking. Several lounge chairs are positioned nearby, and lush greenery is visible beyond the enclosure. Natural light filters through the mesh, creating a bright and inviting space for relaxation.

4.93 out of 5 average rating, 61 reviews

Bay Breeze Cottage Min to Siesta Key Heated Pool

Get comfortable and enjoy your vacation at our spacious three bedroom two bath house close to fine dining and great shopping. The famous Siesta Key beach is only two miles away, or enjoy our beautiful pool at the house. The pool is heated in the winter months, so swimming is optional year round here. We have a gas grill or if cooking is not your choice, there are lots of restaurants only a few minutes away. Sarasota is a wonderful place to bring the whole family to vacation or a getaway for two.

A well-lit dining area features a modern table with four chairs, complemented by a floral artwork on the wall. Natural light enters through French doors, enhancing the bright and open atmosphere. A stainless steel refrigerator is visible, maintaining a clean and functional kitchen space.

4.9 out of 5 average rating, 114 reviews

Tropical Paradise minutes to #1 Siesta Key Beach

Location! Just minute to the #1 Beach in USA , Siesta restaurant and shopping. This cozy 2 bedroom/1 bath home feels very modern, comfortable and very functional. Tropical landscaping .Fully equipped kitchen. Beautiful private fenced backyard with Yoga platform. Beach chairs available. Perfect for a budget oriented traveler looking for immaculate home and convenient location close to Hwy 41 Siesta Beach and shopping and walking distance to restaurants. Primary guest must be 25 years of age.

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 out of 5 average rating, 24 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

A spacious outdoor area surrounds a heated saltwater pool, which is enclosed by a screened-in patio. Several lounge chairs are positioned beside the pool, with a colorful inflatable float visible in the water. Lush greenery adds a natural backdrop in the distance.

4.99 out of 5 average rating, 77 reviews

Heated saltwater pool, Hot tub!7 min to Siesta Key

Cozy renovated house located a few minutes from Siesta Key. Salt water heated all year pool! Conveniently located near shopping and dining, and at the same time hiding in quiet neighborhood! So many options to explore: stay in and enjoy heated salt water pool and barbecue, or spend time at the #1 beach in US! Many parks and water sports are in the area. All new furniture, TV in every bedroom, high quality mattresses and pillows, fully equipped kitchen, beach chairs, towels and so much more!

A screened lanai features a round glass table surrounded by four black chairs. Lush greenery is visible through the screens, providing a tranquil view of the outdoor area. Soft lighting fixtures hang from the ceiling, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 31 reviews

Beautiful Home in Gulf Gate 4 Miles to Siesta Key!

Beautiful, totally remodeled Gulf Gate Home 4 Miles To Siesta Key Beach. This home has beautiful natural light in every room and has been fully updated with a modern touch. Includes so many wonderful sitting areas: modern living room, screened lanai with dining table, Florida sunroom with amazing farm table and lounge sofa, outside patio with grill and chaise lounges. Walking distance to Gulf Gate Library, Gulf Gate Restaurants and Nightlife. No RVs, Boat, or Jet Skis are permitted.

4.97 out of 5 average rating, 266 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

An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.

4.97 out of 5 average rating, 115 reviews

2 BR House 1.6 miles from Siesta Key Beach

Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

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.

4.96 out of 5 average rating, 112 reviews

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA

Vacation Paradise and Your Home Away from Home! This fully renovated house is located in the peaceful, prestigious Gulf Gate Estate just 3.8 miles from the beach! Everything is the house is brand new! Relax with the whole family at this peaceful place to stay, spend your time on the Famous Siesta Key Beach, and explore the beautiful downtown filled with restaurants. Enjoy a spacious and private outdoor area for your morning coffee or a BBQ cookout with your friends and family.

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, 156 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.

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.

4.78 out of 5 average rating, 117 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 🌴☀️

4.96 out of 5 average rating, 112 reviews

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Important for privacy-conscious guests: You are renting a fully private home. There are no shared spaces of any kind. Stylish 4BR home 9 minutes from Siesta Key. Private jacuzzi, equipped kitchen, fast Wi-Fi, and outdoor grill. Sleeps 8, 2 bathrooms. Pet-friendly with fee. Please note: A separate structure on the property has its own entrance and does not share space with the guest home.

4.98 out of 5 average rating, 107 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 Gulf Gate Estates house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious backyard is shown at sunset, featuring a heated pool surrounded by a tiled patio. Tropical palm trees frame the area, and a tiki bar can be seen in the background. Soft outdoor lights create a welcoming ambiance as the sky fills with vibrant orange and purple hues.

4.94 out of 5 average rating, 155 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

A private heated pool is enclosed within a screened area, surrounded by landscaped greenery. Several lounge chairs are situated beside the pool on a sunlit deck, and the water displays a clear turquoise hue, inviting relaxation.

4.87 out of 5 average rating, 105 reviews

1.5mi to South SiEsta Key Bridge, Free Heated Pool

4.89 out of 5 average rating, 27 reviews

Complete Privacy Mid Century 2mi to #1 Beach Pool

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, 70 reviews

Coastal Home in Sarasota-8min from Siesta Key

4.93 out of 5 average rating, 391 reviews

Home in Vamo

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

A well-appointed backyard features a heated saltwater pool surrounded by elegant stone decking. Lush green artificial grass lines the pool area, enhancing the design. Comfortable lounge chairs are positioned nearby, offering a relaxing space for enjoyment under the shade of sleek umbrellas.

4.91 out of 5 average rating, 100 reviews

Private Heated Saltwater Pool & Spa 1 mi to Beach

4.84 out of 5 average rating, 302 reviews

A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.

Home in Southgate

Private Siesta Beach House Oasis with Heated Pool.

A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.

4.98 out of 5 average rating, 135 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Weekly house rentals

An open-concept living area features a large, sectional sofa, centered around a dark coffee table. Natural light floods the space through sliding glass doors, which lead to the outdoor pool area. Modern kitchen appliances and light cabinetry are visible in the background.

4.67 out of 5 average rating, 3 reviews

Gulf Gate Oasis w/ Pool Near Siesta Key

4.77 out of 5 average rating, 44 reviews

Siesta sunset - Pool - Close to beach

A bright living area features two light-colored sofas positioned around a glass coffee table. Two large TVs are mounted on the wall, while a blue area rug ties the space together. Natural light streams in from an adjacent room with a dining area.

4.97 out of 5 average rating, 34 reviews

Cottage w/lanai and garage, 4 mi. Siesta Key

4.97 out of 5 average rating, 76 reviews

A serene bedroom featuring a spacious bed with light bedding. Natural light pours in through two windows, illuminating the room's wooden beams and soft green paneling. A small table with a lamp and decorative items completes the inviting space.

Home in Myakka City

"Little Siesta" - Farm home near Terra Nova

4.92 out of 5 average rating, 12 reviews

Private Pool Paradise by Siesta Key

A light-filled living area features a gray couch with colorful throw pillows, a patterned area rug, and a small coffee table. Two green dining chairs surround a white table, while a ceiling fan provides airflow. Large windows allow natural light to stream in.

4.83 out of 5 average rating, 98 reviews

Modern Beach House, Short Drive to Siesta!

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, 57 reviews

Private Home near Siesta Key

A spacious living area is highlighted by a modern sectional sofa adorned with colorful pillows. Decorative shelves display vibrant accents, while a round coffee table sits atop an area rug. Light flows through large windows, enhancing the open-concept layout that connects to the dining space.

5 out of 5 average rating, 27 reviews

Mid-Mod Coastal Charm - 10 mins to Siesta Key!

Private house rentals

A renovated cottage with pink exterior is framed by lush greenery. A sunny patio features a large umbrella providing shade, accompanied by lounge chairs. The heated pool glistens nearby, while a dining set awaits alfresco meals against the backdrop of clear blue skies.

4.83 out of 5 average rating, 29 reviews

Siesta Key Cottage with Heated Pool

4.9 out of 5 average rating, 41 reviews

Playful Retro Retreat • Salt Pool • 2 Mi to Siesta

A bright living area features a comfortable cream-colored sofa and an accent chair, accompanied by a decorative rug. Natural light filters in through vertical blinds, enhancing the warm tones of the wood flooring. Bar stools line a small breakfast counter in the background.

4.96 out of 5 average rating, 92 reviews

Game Room • King Bed • Near Siesta Key Beach •

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 out of 5 average rating, 25 reviews

The Palms Away

4.85 out of 5 average rating, 20 reviews

RR Beach Residence

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, 34 reviews

Intercostal Oasis

A charming blue house is presented with a gabled roof and dormer windows. Lush greenery and colorful flowers surround the entrance, which features a white door and inviting walkway. The bright sky with scattered clouds complements the vibrant exterior and landscaped yard.

5 out of 5 average rating, 35 reviews

Casa Playa Sleeps 6