House holiday rentals in Gulf Gate Estates

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, 105 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.

4.97 out of 5 average rating, 255 reviews

Your private retreat near Siesta Key Beach.

Welcome to your private Retreat! Nestled at the end of a quiet dead-end street. This distinguished property guarantees a relaxing Florida vacation for everyone! Completely remodeled with Coastal-Modern Decor. 3 bedroom, 2 bath, amazing heated pool home and private back yard is located in the Gulf Gate Estate neighborhood. A short drive (less than 2 miles) to the white coastal sands of Siesta Key Beach, Gulf Gate shopping mall, grocery store, restaurants, cafes. Must be at least 25 years old

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, 15 reviews

Pristine, modern, with pool & 10 mins from Siesta

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

An inviting fire pit is surrounded by a circular stone seating area, featuring two Adirondack chairs. Decorative cushions add color to the seating. A spacious, fenced backyard is complemented by a serene evening sky with pastel hues.

4.97 out of 5 average rating, 101 reviews

Cottage w/Fire Pit Near Siesta!

Welcome to "Polka Dotted Pelican" located just a stone’s throw from world famous SIESTA KEY! This charming cottage is completely remodeled & nestled in a quiet neighborhood. Enjoy roasting s'mores around the INCREDIBLE backyard fire pit!! The living area opens to a large covered lanai for outdoor dining & relaxation. Comfortable, clean, & fully equipped! Amenities include high speed Wi-Fi, dedicated workspace, free indoor laundry, & bikes/games/beach chairs. Walk or bike to nearby Gulf Gate.

4.95 out of 5 average rating, 518 reviews

A living area features wooden flooring with a large area rug at the center. Two gray armchairs are positioned near a media console, which supports a flat-screen television. Natural light is provided by windows adorned with sheer white curtains, and a green plant adds a touch of greenery.

Home in Arlington Park

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, 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!

The studio apartment features a spacious bed with light-colored linens, complemented by two decorative pillows. A sleek brown sofa is positioned in front, adorned with a soft throw blanket. Natural light enters through the window, enhancing the clean and modern design.

4.81 out of 5 average rating, 196 reviews

Comfortable + Functional Private Studio Apartment

This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

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, 149 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 bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.94 out of 5 average rating, 108 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

A round glass dining table is surrounded by four wicker chairs, creating a cozy dining space. A vase with white flowers sits centrally on the table. Natural light enters through nearby windows, illuminating the area and offering views of the lush greenery outside.

4.87 out of 5 average rating, 159 reviews

1.9 mi to Siesta Key, Beach Gear+Bikes+Restaurants

Power & high speed & 🛜 - Siesta Key 1.9 mi, mecca portal to shopping & dining (Vegan, Raw, Sushi, BBQ, Craft Beer, Italian... and more). 1.9 miles to the white sandy beaches of Siesta Key. Home: Updated kitchen, Bedrooms w/very comfortable beds. 2.5 bathrooms. SmartTVs, FIOS, streaming sports & Live TV channels (WiFi: over 200mbps). Large Kitchen, screened porch, and private yard. Beach Gear: Towels, Chairs, Cooler, Umbrella, & bikes! 11 mi to SRQ airport

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.

4.93 out of 5 average rating, 138 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want!

The exterior of the duplex presents a welcoming entrance with a covered front porch and seating. Lush greenery and small potted plants enhance the home's facade. The driveway is visible, leading to the well-maintained lawn and fenced backyard area.

4.94 out of 5 average rating, 104 reviews

1 Bed 1 bath 7 mins to the beach

This charming 1 bedroom 1 bath space has a calming coastal vibe with dedicated driveway parking, front porch, and fenced backyard. This unit is newly renovated and furnished, and is part of a duplex with a large shared backyard. It is within walking/biking distance or a short drive to grocery stores and restaurants, and 7 mins to Siesta Key - FL's #1 beach! Longboat Key, St. Armands, Turtle Beach, and Downtown are all a short drive away!

A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.

4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach! Escape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.

Popular amenities for house rentals in Gulf Gate Estates

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 102 reviews

An inviting outdoor space features a heated saltwater pool surrounded by paver stones. Lounge chairs are positioned along the poolside, with lush greenery and tropical plants enhancing the landscape. A pergola provides shaded seating, creating a comfortable area for relaxation and entertainment.

Home in Arlington Park

Sea Esta | Private Saltwater POOL + Putting Green!

4.98 out of 5 average rating, 147 reviews

Family Retreat w/Pool&HotTub 5 min to Siesta Key!

A screened-in outdoor area features a spacious pool surrounded by a brick patio. Comfortable seating is visible in the background, alongside a bar area with stools. Lush greenery frames the space, providing a private atmosphere for relaxation.

4.97 out of 5 average rating, 37 reviews

Heated Pool and Hot tub 2 miles from Siesta Key

Superhost

A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.

4.81 out of 5 average rating, 161 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

4.94 out of 5 average rating, 126 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

A vibrant sunset lights up the sky in shades of orange and pink, framed by tall trees that line a quiet street. The silhouettes of palm trees add to the tropical ambiance, while homes are visible in the background, nestled among the lush landscaping.

4.92 out of 5 average rating, 102 reviews

Spectacular Sunsets! 15 min Siesta Key!

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.

4.83 out of 5 average rating, 284 reviews

Private Siesta Beach House Oasis with Heated Pool.

Superhost

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, 106 reviews

New Renovation 4bd 2bth Pool 3mi from Siesta Beach

Weekly house rentals

4.97 out of 5 average rating, 76 reviews

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

A cozy living space is showcased with a sectional sofa and decorative pillow. A small round table with autumnal decor rests in front of the sofa. The room features large windows that allow natural light, complemented by sheer curtains and a calming color palette.

4.89 out of 5 average rating, 27 reviews

Gulf Gate home by Siesta Beach

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.

4.82 out of 5 average rating, 92 reviews

Modern Beach House, Short Drive 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.

4.94 out of 5 average rating, 88 reviews

Private Heated Saltwater Pool & Spa 1 mi to Beach

A private, fenced backyard features a large heated pool with an integrated hot tub, surrounded by palm trees and lush greenery. Comfortable loungers are positioned near the pool, while a covered gazebo provides shaded seating. Sunlight highlights the tranquil atmosphere of the outdoor space.

4.93 out of 5 average rating, 14 reviews

2b/2b house w/ a heated pool & hot tub near Siesta

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, 7 reviews

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

A spacious living area features a comfortable light-colored sofa complemented by a vibrant blue accent chair. The floor showcases a bold black-and-white rug, while artwork adorns the walls. A side table with a lamp is visible, creating an inviting atmosphere for relaxation.

4.91 out of 5 average rating, 53 reviews

Ben's Bungalow | 8 min to Siesta Key | Giga Wifi

4.92 out of 5 average rating, 13 reviews

Sarasota Serenity - Minutes to Beach

Private house rentals

A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.

4.98 out of 5 average rating, 87 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

5 out of 5 average rating, 9 reviews

Chic happens 3/2pool 5min from Siesta

A serene landscape is depicted featuring a calm waterway bordered by lush green grass and trees. Wooden posts are seen protruding from the water, surrounded by a variety of vegetation, creating a peaceful environment that invites relaxation.

4.8 out of 5 average rating, 40 reviews

3630 White Pine

The exterior of a single-story villa is showcased, surrounded by lush greenery and palm trees. A manicured lawn features various shrubs and plants. The building's neutral-colored walls are complemented by a terracotta roof, creating a harmonious blend with the tropical environment.

5 out of 5 average rating, 20 reviews

Spacious Cozy Tropical Retreat!

A screened swimming pool area is framed by a spacious patio with stone flooring. Four lounge chairs are positioned alongside the pool, which features inviting blue water. Lush greenery is visible beyond the enclosure, complemented by a vibrant sunset sky.

4.85 out of 5 average rating, 59 reviews

Siesta Key, Luxurious House W/ Heated Pool

A spacious bedroom is illuminated by natural light from sliding glass doors. The area features a large bed with blue accents, a comfortable armchair, and a desk. A muted rug complements the wooden flooring, while plants and decor add a touch of greenery.

4.97 out of 5 average rating, 31 reviews

Resort-Style Vacation Villa

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, 31 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.