House holiday rentals in Gulf Gate Estates

4.84 out of 5 average rating, 55 reviews

Siesta Key, Luxurious House W/ Heated Pool

Welcome! This wonderful home is the perfect place for you and your family! Located on a peaceful and quiet street, yet close to all of Sarasota's best attractions! Very close to Siesta Key Beach (#1 Beach in USA), and downtown Sarasota which includes many restaurants and shopping. As you step inside the house, you will immediately feel the comfort and relaxation of its inviting ambiance. The newly renovated, 4 bedroom/2 bathroom, beachy motif home is the perfect place for you and your family!

5 out of 5 average rating, 13 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

4.98 out of 5 average rating, 83 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.

4.99 out of 5 average rating, 89 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.

4.96 out of 5 average rating, 251 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 .

4.95 out of 5 average rating, 88 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!

4.96 out of 5 average rating, 147 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.

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

4.98 out of 5 average rating, 411 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- 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!

4.93 out of 5 average rating, 134 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

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 ask for!

5 out of 5 average rating, 13 reviews

Sand Dollar Cottage|Heated pool|10mins to beach!

Sand Dollar cottage is the perfect place to relax after a day spent at the beach, exploring the local area of Siesta Key and Sarasota, or venturing further afield to the many desirable locations reachable from its ideal location of Gulf Gate village. If relaxing is not your vibe, the location of this property boasts the fact that you can walk to an array of nearby bars, cafes, restaurants, pizzerias and stores within a 5 minute walk.