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Vacation rentals in Gulf Gate Estates

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Top-rated vacation rentals in Gulf Gate Estates

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
Guest suite in Sarasota
4.87 out of 5 average rating, 460 reviews

Cozy private studio 2 miles from Siesta Key

Welcome home! 2 miles from Siesta Key! This is a private in-law suite with its own entrance. It also has its own private backyard (no access all around to main house). Check yourself in! The bed is king sized with a gel infused memory foam top for great sleep. A 42'' TV with Netflix streaming. High speed wifi included. (There is no cable tv). Full kitchen equipped with pots, pans, silverware, knives etc. There is also an outdoor grill and table to use with heavy duty plastic plates/cups

Top guest favourite
Guest suite in Sarasota
4.95 out of 5 average rating, 291 reviews

2 Miles to Siesta Key

Excellent Location. Private & Quiet - Private Entrance & Quiet Surroundings - Comfortable Bedroom & Bath with King Bed - Small Kitchenette fridge/freezer/microwave/coffee maker Private entrance to Guest Suite with full bathroom, kitchenette, sink and countertop, fridge and freezer, microwave, and coffee maker. This provides ample utility to prepare simple meals, but it is not suited for cooking. Located in Gulf Gate with over 150 shops including bakeries, coffee shops, restaurants and more..

Guest favourite
Bungalow in Siesta Key
4.92 out of 5 average rating, 24 reviews

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

The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. This is a resort that has something for everyone. The Catamaran Bungalow features a bright and airy one bedroom space; with a large living room and full-kitchen. With a king-size bed and private bathroom you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. The living room has a sofa that turns into a queen size bed, allowing for a max occupancy of three.

Top guest favourite
A landscaped pathway leads to the entrance of the apartment, lined with potted plants and greenery. The entrance features a single door with a window and is framed by vibrant foliage. The pathway is paved and bordered by natural stone.
Apartment in Sarasota
4.98 out of 5 average rating, 183 reviews

Near Siesta Key Beaches - Quiet 1 BR apt

Cozy, quiet & private getaway 2 mi. from the white sands of Siesta Key. Solar powered! Under a 100-yr. old live oak, keyless entry, 3-rm. apt., east side of our home. 10 min. to beaches, 3 min. to shopping, groceries, pubs, restaurants or cook at home: apt. size stove, fridge, toaster oven, full size microwave, coffee pot. Take a morning cup out to your fenced private patio and enjoy the tropical garden. Everything you need is here. Escape to this special retreat in a relaxed tranquil setting.

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 Sarasota
4.96 out of 5 average rating, 104 reviews

Beachside Bliss: Family Oasis-Siesta Key 3BR/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.

Top guest favourite
Home in Sarasota
4.99 out of 5 average rating, 120 reviews

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango 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 front 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!

Top guest favourite
The front entry of the cottage is presented, featuring a welcoming door with decorative accents. A curved pathway leads to the entrance, surrounded by freshly mulched flower beds and a potted plant. Sunlight casts gentle shadows on the textured walls.
Home in Sarasota
4.95 out of 5 average rating, 266 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

Guest favourite
A vibrant green door is framed by white walls, leading to the private entrance. Two bicycles are parked nearby, one of which features a wicker basket. A wooden fence provides privacy, and a small potted plant is visible near the door.
Guest suite in Sarasota
4.91 out of 5 average rating, 180 reviews

Sweet, pet friendly Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

Top guest favourite
A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.
Condo in Siesta Key
5 out of 5 average rating, 143 reviews

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

Welcome to beautiful Siesta Key, the #1 beach in the country! Gorgeous newly renovated one bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

Top guest favourite
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.
Home in Sarasota
4.96 out of 5 average rating, 106 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!

Top guest favourite
Guest suite in Sarasota
4.96 out of 5 average rating, 438 reviews

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

Top guest favourite
The interior of the cottage features light wood paneling and a cozy living area with a soft blue sofa adorned with decorative pillows. A kitchenette, equipped with modern appliances, is visible alongside a round dining table. Natural light fills the space through windows, creating a welcoming atmosphere.
Guesthouse in Osprey
4.99 out of 5 average rating, 129 reviews

Terrific Treehouse by the Bay

Enjoy this modern yet rustic looking second-floor guest cottage in historic Osprey, one of Sarasota County's first settlements. Walk to the bayfront, restaurants, shopping, library, and parks. A short drive takes you to our famous Gulf beaches and all that Sarasota and Venice has to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

Popular amenities for Gulf Gate Estates vacation rentals

When is the best time to visit Gulf Gate Estates?

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Frequently Asked Questions

  • What are the best places to stay in Gulf Gate Estates?

    Gulf Gate Estates has a variety of cozy homes, family-friendly vacation rentals, and condos in quiet residential neighborhoods. The area is known for convenient access to shops, local dining, and beaches around Sarasota.

  • What are the best things to do in Gulf Gate Estates with kids?

    Explore local parks with playgrounds, enjoy casual restaurants, or discover hands-on art and science spots around Sarasota. Families often spend time at nearby beaches, nature trails, and mini-golf courses.

  • What are some of the best things to do in Gulf Gate Estates?

    Gulf Gate Estates has inviting local shops, unique dining experiences, and nearby sandy beaches. Visitors often enjoy farmers’ markets, live music, and strolls through neighborhood parks.

  • How is the weather in Gulf Gate Estates?

    Gulf Gate Estates experiences mild winters near 51–72°F (10–22°C) and warm, humid summers reaching 91°F (33°C). Expect more rainfall from June through September, with drier and cooler conditions in winter and early spring.

  • When is the best time to visit Gulf Gate Estates?

    Late fall to early spring is often recommended for comfortable temperatures and lower humidity, making outdoor activities enjoyable. Summer months bring warmer weather and frequent afternoon showers.

  • What are the best places to visit in Gulf Gate Estates?

    Explore the locally owned shops and cafes around the main commercial area, or relax at a community park. Beaches near Sarasota and cultural attractions are frequently suggested for varied experiences.

  • What are some hiking trails in Gulf Gate Estates?

    Gulf Gate Estates has serene neighborhood paths and parks, with more extensive nature and wildlife trails found around the broader Sarasota area. These options include shaded strolls and opportunities for birdwatching.

  • What are some family activities we can do in Gulf Gate Estates?

    Families enjoy playground visits, relaxed picnics at community parks, and outings to local ice cream shops. You will also find mini-golf and interactive museums in the greater Sarasota area.

  • What are some of the best day trip ideas from Gulf Gate Estates?

    Explore the sandy beaches of Siesta Key, enjoy botanical gardens, or visit art museums and wildlife sanctuaries around Sarasota. Outdoor parks and nearby barrier islands are frequently suggested for day trips.

  • Are there any pet friendly accommodations available in Gulf Gate Estates?

    Many homes and rental properties in Gulf Gate Estates welcome pets, especially in residential neighborhoods. You will also find pet-friendly parks and walking paths throughout the area.

  • What are some local tips for visiting Gulf Gate Estates?

    Locals suggest exploring the diverse dining scene on Gateway Avenue, checking out the area’s small markets, and enjoying early morning walks in the quieter parks. Bring sun protection, especially when heading to beaches or outdoor events.

  • What is Gulf Gate Estates known for?

    Gulf Gate Estates is known for its relaxed residential feel, unique local restaurants, and vibrant small business scene. Many visitors appreciate its proximity to Sarasota beaches and community-oriented events.

  • What are the best hidden gems to explore in Gulf Gate Estates?

    Neighborhood coffee shops, vintage stores, and family-run restaurants are often considered Gulf Gate Estates’ hidden gems. The local street art and community parks also give the area distinctive character.

  • What are the best foods to try in Gulf Gate Estates?

    Explore an eclectic mix of cuisines, including fresh seafood, authentic Italian fare, and locally rooted bakeries. Many visitors enjoy discovering international dishes at small, family-owned eateries around the neighborhood.

  • What should I bring for a trip to Gulf Gate Estates?

    Pack lightweight, comfortable clothing, sun protection such as hats and sunscreen, and a reusable water bottle for outdoor activities. A rain jacket is helpful during the summer months, and beachwear is often suggested for shoreline visits.

  • What is the nightlife in Gulf Gate Estates like?

    Nightlife centers around local bars, relaxed lounges, and spots featuring live music or karaoke nights. The area’s casual atmosphere complements late-night eateries, with more options found in nearby Sarasota.

  • What are the most popular events or festivals in Gulf Gate Estates?

    Gulf Gate Estates hosts seasonal neighborhood festivals, art walks, and markets, especially in cooler months. Around Sarasota, music events and food-focused celebrations are frequently suggested throughout the year.

  • Are there family friendly vacation rentals in Gulf Gate Estates?

    Gulf Gate Estates has many family-friendly vacation rentals, including single-family homes and multi-bedroom condos in quiet, residential areas. These accommodations often feature easy access to parks, dining, and local attractions.

Quick stats about vacation rentals in Gulf Gate Estates

  • Total vacation rentals

    Explore 240 vacation rentals in Gulf Gate Estates

  • Nightly prices starting at

    Gulf Gate Estates vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    240 of Gulf Gate Estates vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Gulf Gate Estates rentals

  • 4.8 Average rating

    Gulf Gate Estates stays are highly rated by guests—averaging 4.8 out of 5!

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