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
A cozy sleeping area features a king-sized bed adorned with a patterned comforter showcasing seashells and corals. Soft lighting from two bedside lamps creates a relaxed atmosphere, while an air conditioning unit is also present. Towels are neatly arranged on the bed.
Guest suite in Sarasota
4.87 out of 5 average rating, 442 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

Guest favourite
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.
Home in Sarasota
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.

Top guest favourite
A bright living area is viewed, showcasing a cozy sofa adorned with decorative pillows. Light drapes frame large glass doors that open to a vibrant garden patio. Two comfortable chairs and a wooden table complement the space, creating a welcoming atmosphere for relaxation.
Apartment in Sarasota
4.98 out of 5 average rating, 179 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.

Top guest favourite
A heated pool with a curved shape is surrounded by a screened patio, featuring lounge chairs positioned for relaxation. A spacious covered area showcases seating and dining options, with views of lush greenery and wooden fencing providing privacy.
Home in Sarasota
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

Top guest favourite
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.
Home in Sarasota
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

Top guest favourite
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.
Home in Sarasota
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.

Top guest favourite
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.
Home in Sarasota
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.

Guest favourite
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.
Home in Sarasota
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!

Guest favourite
A shared pool area is enclosed with a screened structure, featuring a clear blue pool surrounded by greenery. Two lounge chairs with decorative cushions are positioned near the water, inviting relaxation in a serene outdoor space.
Home in Sarasota
4.95 out of 5 average rating, 310 reviews

The Lovely Stay |6 miles to Siesta Key Paradise

Relax and recharge in this bright, cozy guest house just minutes from Sarasota’s top beaches, dining, and shops. Features: • Queen bed with soft linens • Kitchenette with essentials • Full private bathroom toiletries & fresh towels • Private entrance (100 ft from main house) • Quiet neighborhood • Shared pool access Perfect for a beach getaway or business trip!

Guest favourite
A cozy living area is highlighted by a comfortable sofa and two striped armchairs. Light-colored walls and tile flooring contribute to the bright ambiance, while natural light filters through wide vertical blinds. A wooden coffee table sits at the center, enhancing the inviting feel.
Home in Sarasota
4.93 out of 5 average rating, 201 reviews

Cottage Getaway 2 miles from Beach

Cottage style decor. Private fenced backyard with screened porch, outside eating, gas grill & hammock. Laundry room with washer & dryer. Shopping, grocery store, movie theater & lots of dinning choices 1-2 miles. Easy parking in driveway. Very Convenient location. The #1 Beach is 2 miles away. ***Please note this is a NON-SMOKING & NON PET home***

Top guest favourite
The interior of the cottage features wooden walls and a spacious layout. A comfy sofa is positioned next to a well-equipped mini kitchen, which includes cabinets and countertop space. Large windows allow natural light to fill the space, complementing the warm wood tones.
Guesthouse in Osprey
4.99 out of 5 average rating, 343 reviews

Cozy Cottage by the Bay

Enjoy this modern yet rustic looking 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!

Top guest favourite
A wide view of a sandy beach features clusters of beachgoers enjoying the sun. Colorful beach chairs and umbrellas are scattered across the white sand. The gentle waves of the blue ocean can be seen in the distance, with high-rise buildings lining the shore.
Guest suite in Sarasota
4.94 out of 5 average rating, 272 reviews

2 Miles to Siesta Key

Comfortable Accommodations with Private Entrance & Quiet Surroundings. This is a Private Guest Suite in a residential home with a king size bed, full bathroom, and kitchenette with sink and countertop, fridge and freezer, microwave, and coffee maker. This provides ample utility but is not suitable for cooking.

Popular amenities for Gulf Gate Estates vacation rentals

When is the best time to visit Gulf Gate Estates?

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Avg. price$238 CAD$269 CAD$295 CAD$259 CAD$237 CAD$241 CAD$245 CAD$231 CAD$209 CAD$210 CAD$209 CAD$226 CAD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Gulf Gate Estates?

    Four-legged friends are welcome in Gulf Gate Estates. Choose from more than 110 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Gulf Gate Estates?

    Yes! Work meets play with ease at over 170 vacation rentals in Gulf Gate Estates featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Gulf Gate Estates vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 120 vacation homes with pools in Gulf Gate Estates, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Gulf Gate Estates have a bbq area?

    Absolutely! We offer over 50 house rentals with a bbq area in Gulf Gate Estates. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in tiny house rentals in Gulf Gate Estates?

    Experience the best of Gulf Gate Estates with our tiny house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Gulf Gate Estates have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Gulf Gate Estates. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Gulf Gate Estates have air conditioning?

    Absolutely! We offer over 10 private suite rentals with air conditioning in Gulf Gate Estates. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Gulf Gate Estates?

    Gulf Gate Estates has more than 170 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Gulf Gate Estates have wifi?

    Absolutely! We offer over 190 house rentals with wifi in Gulf Gate Estates. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Tiny House Rentals in Gulf Gate Estates?

    Enhance your stay in our Tiny House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Gulf Gate Estates

  • Total vacation rentals

    Explore 250 vacation rentals in Gulf Gate Estates

  • Nightly prices starting at

    Gulf Gate Estates vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 9,000 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

    120 properties feature pools

  • Rentals with dedicated workspaces

    170 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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