Vacation rentals with a pool in Gulf Gate Estates

4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

Charming Bayfront Home in heart of Siesta Key. 3 bdrm/3.5 bath, full water views, spectacular sun rises, private, gas heated pool, boat dock/ lift, outdoor sitting area /lush tropical landscape. Open floor plan, contemporary decor, gas fireplace, hardwood floors throughout, updated kitchen, stainless steel appliances, granite counters and a full walk-in pantry. 2 Master Suites upstairs and one guest bdrm on main floor. Washer and dryer inside, 3 TV’s. Outdoor shower. Fishing. Parking for 2 cars.

4.99 out of 5 average rating, 86 reviews

Home in Siesta Key

Relax in a Private Tropical Retreat on Siesta Key!

Your dream vacation awaits with a renovated, spacious, and private single-level house. It's a perfect getaway for a relaxing vacation! Enjoy all the comforts of home while being just a short walk away from restaurants, bars, and Siesta Key's beautiful white sand beaches. Nestled on a quiet tree-lined street and tropical gardens, this retreat offers tranquility and serenity. The community boasts a large heated pool and intercoastal waterway pier, ideal for afternoon fishing or sunset beverages!

4.97 out of 5 average rating, 31 reviews

Right on the bay! Heated pool! King bed

Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. You will have whole house except two rooms which will be locked and no one will be there. One bedroom with a king size bed and sleeping sofa in the family room (if more than two guests coming). Full size kitchen, two family rooms, pool and gorgeous view on the salty bay for nature lovers.

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

Superhost

4.81 out of 5 average rating, 156 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

4.97 out of 5 average rating, 144 reviews

Home in North Port

Cozy & Beautiful Pool Villa in Sarasota County, FL

Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

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.

4.86 out of 5 average rating, 123 reviews

Condo in Sarasota

Anchor house +6 min. from Siesta Beach+heated pool

★ "Ground floor 1 bedroom 1 bathroom apartment" ★ "An incredible apartment and 6 star hospitality!" 🌴 Stylish Retreat Near Siesta Key Heated Pool! Welcome to your perfect Sarasota getaway! This 600 sq. ft. pet-friendly home offers a heated pool access, and a prime location just 6 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.

Superhost

5 out of 5 average rating, 7 reviews

Tranquil Pool Home Near Siesta Key

Escape to this peaceful 3-bedroom, 2-bathroom pool home, offering the ideal retreat just minutes from the world-famous Siesta Key Beach. - Open living area with cozy furnishings - Fully equipped kitchen with modern appliances - Tranquil pool and outdoor dining area - Comfortable bedrooms with queen beds and twin daybed - Free parking and garage with beach chairs and cooler - Air conditioning and laundry facilities This property is your perfect home base.

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, 30 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.