Holiday rentals in Gulf Gate Estates

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Top-rated holiday rentals in Gulf Gate Estates

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Superhost

Guest suite in Sarasota

4.87 out of 5 average rating, 424 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

Home in Sarasota

4.96 out of 5 average rating, 26 reviews

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

The Sun-Kissed Cottage is conveniently located in Gulf Gate Estates, a short 10-minute drive to the famous white-sand Siesta Key Beach and the lively Siesta Key Village, where you'll find plenty of dining, shopping and nightlife. The Cottage is just 20 minutes from Downtown Sarasota's ample cultural activities and events, and you will be just 1 mile from the walkable downtown Gulf Gate area which is loaded with unique shops, multiple delicious international food options, and local hangout spots.

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 26 reviews

Charming 2 Bed 2 Bath Home Near Siesta Key Beach

Welcome to our lovely 2 bedroom, 2 bath home in wonderful Gulf Gate. This home has been tastefully updated with new interior paint, new furniture throughout and a Florida room with brand new impact double sliding glass doors that retreat to a screened in patio for intimate evening dining. Enjoy the view from the Florida room of the beautiful large backyard. This home provides ample space with many sitting areas and a desk space. Enjoy Internet and smart TVs within the home. No RVs allowed.

Top guest favourite

Flat 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

Home in Sarasota

5 out of 5 average rating, 12 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

Home in Sarasota

4.99 out of 5 average rating, 86 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

Guest house in Sarasota

4.97 out of 5 average rating, 280 reviews

Sarasota guest house only 8 miles to Siesta Key

Our Florida-themed guest house has everything you need to enjoy your vacation in beautiful Sarasota, Florida. It is a very comfortable, clean and private one bedroom and one bathroom guest house. It is a completely separate space and has it's own private entrance. It is conveniently located in a quiet, safe neighborhood near Interstate I-75, Shopping, Dining, Twin Lakes Park, Serenoa Golf Course, Myakka River State Park and just 8 miles from the #1 beach in the U.S. - Siesta Key Beach.

Guest favourite

Tiny home in Sarasota

4.96 out of 5 average rating, 360 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 82 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!

Guest favourite

Apartment in Sarasota

4.96 out of 5 average rating, 78 reviews

Hidden gem perfect for 2 just 5 min from Siesta

Ground floor studio" ★ "An incredible apartment and 6 star hospitality!" Welcome to your perfect Sarasota getaway! This is pet-friendly home offers a garden and a prime location just 5 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

Guest favourite

Guest suite in Sarasota

4.95 out of 5 average rating, 258 reviews

2 Miles to Siesta Key

Comfortable Accommodations with Private Entrance & Quiet Surroundings. This is a Private Guest Suite in a 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 to prepare simple meals but is not suitable for cooking since there is no stove or oven.

Top guest favourite

Guest house in Osprey

4.99 out of 5 average rating, 333 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!