Holiday rentals with a pool in Gulf Gate Estates

4.78 out of 5 average rating, 100 reviews

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

Newly Renovated, spacious home with heated private pool, just minutes away from #1 Beach in the USA - Siesta Key Beach. This house is conveniently located in Gulf Gate area, which allows a very short drive to Siesta Beach, Grocery stores, and dining. 4bedroom, 2 bathroom, spacious backyard, lots of parking space. Grill, propane, beach supplies, basic kitchen tools, keurig coffee pot with k-cups and drip, TV in every bedroom, all for your convenience while you are staying in our home! NO PARTY!

4.97 out of 5 average rating, 248 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

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

5 out of 5 average rating, 27 reviews

Sarasota Escape | Minutes to Beaches + Downtown

HEATED POOL. NONTOXIC + ECO FRIENDLY. Relax with the whole family or bring that group chat trip to life at this peaceful retreat in the heart of Sarasota. Boasting a spacious and nature-inspired design, this home is a short drive to several world class beaches, the downtown Sarasota arts district, 5 star dining, shopping and more. The home is also located within walking distance of a park complete with playground, public pool, tennis + basketball courts, workout area and walking trails.

4.96 out of 5 average rating, 25 reviews

Sarasota Pool Home| Hot-tub| 2-miles to Siesta

Introducing The Turquoise Turtle, your charming sanctuary in Sarasota's paradise. Nestled in the heart of Gulf Gate, this cozy short-term rental offers a tranquil escape with coastal-inspired décor and modern amenities. Relax in style with a fully equipped kitchen, private patio with heated pool and hot tub, and serene garden. Located near Sarasota's top attractions, including pristine beaches and vibrant downtown shops, The Turquoise Turtle is the perfect retreat for your next getaway.

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.

Superhost

4.95 out of 5 average rating, 110 reviews

Rita Retreat - Beautiful 2/2 with private pool

Welcome to your dream vacation home! This charming rental offers a private pool and a lush green area for relaxation and fun. Situated just 4.6 miles away from the stunning Siesta Key beach, you'll have easy access to sun-kissed sands and sparkling waters. Seafood lovers will be delighted to find the renowned Phillippi Creek Oyster Bar nearby, offering some of the best seafood in town. Embrace the Florida lifestyle and make cherished memories in this wonderful retreat!

4.93 out of 5 average rating, 135 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.

4.97 out of 5 average rating, 31 reviews

Intercostal Oasis

Offering 30% discount for weekly rental for Hurricane Victims.. Welcome to Tropical Intercoastal Oasis in the heart of a boat-friendly paradise! This stunning 3-bedroom, 2-bathroom house is the perfect blend of modern amenities and Florida charm, making it an ideal retreat for families, friends, and even your four-legged companions. It is only minutes away from Siesta Key Beach, America’s #1 rated public beach.

4.98 out of 5 average rating, 143 reviews

Beautiful 3 Bd, 2 bth Pool Home Near Siesta Key!

Stay in your own very private oasis in this 3 BR, 2 BA home with a heated pool. Well-appointed and newly updated kitchen. Large living room with 14-ft. ceilings & huge flatscreen TV's in 3 rooms. Shopping center is a 10 minute walk with fine dining, a grocery store, ice scream, salon and more. All of this and just a few miles to Siesta Key beach and downtown! The reviews say it all! :-)

Superhost