Vacation rentals with a pool in Sarasota Springs

5 out of 5 average rating, 102 reviews

Living The Dream: Heated Pool + Mini Golf +Swings

BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from BOTH Lido Key and Siesta Key Beach, this incredible stay includes: ✔ Backyard Putt-Putt Course ✔ Private Heated Saltwater Pool w/ Lounge Chairs ✔ Covered Patio w/ String Lights ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included!

4.9 out of 5 average rating, 112 reviews

Coastal Farmhouse - 3/2 with heated saltwater pool

Experience relaxation at this tranquil 3BD/2BA home with a heated pool, perfect for a family retreat! Prepare meals in the fully equipped kitchen or savor local delights on the screened-in lanai. Each bedroom boasts plush bedding, ensuring a restful night's sleep. Plus, a cozy living room. Conveniently located, just under 9 miles from Siesta & Lido Key Beach, Der Dutchman 2.2 miles and 2.5 miles from Yoder's Restaurant. Shopping and dining options at University Town Center, only 7.7 miles away.

4.98 out of 5 average rating, 143 reviews

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

4.86 out of 5 average rating, 66 reviews

Hope Haven Cheerful 3/2 with Heated Private Pool

Discover a serene rental home on a peaceful street, conveniently close to lively restaurants and bars like The Parrot on Webber. Only 8 miles away, indulge in the beauty of the world-renowned Siesta Key beach. Relax and refresh in the inviting pool area, complete with comfortable lounge chairs. Explore the nearby Legacy Trail, just 6 miles away, or venture to University Town Center for shopping and dining, only 7 miles away. Lido Key beach, just 9.5 miles from this perfect vacation spot.

5 out of 5 average rating, 25 reviews

Sarasota Paradise/Stunning Home/Heated Pool

Bring the whole family. This home has lots of things for a fun vacation. Make great memories as you entertain in the lg kitchen, grab some coffee at the bar, sit on the patio and enjoy the beautiful view. Enjoy a walk or bike ride on the nearby Legacy Trail. Let this be a place where you experience the Blessings of God and be refreshed by His Grace as you spend time in our home away from your home. No pets! Beaches: - Siesta Key Beach, 7.7 mi. - Lido Key/St Armand’s Circle, 7.5 mi.

4.94 out of 5 average rating, 32 reviews

Tyne Haven Heated Saltwater Pool + Patio

Enjoy your getaway to beautiful Sarasota at Tyne Haven. Come appreciate our wonderful city of Sarasota while staying clean and comfortable in our home with private pool & patio. The neighborhood is quiet but offers near access to Siesta Key and Lido Key beaches, shopping & dining, Downtown Sarasota, Pinecraft Village, and St. Armands Circle. Our property managers are always available to make your stay as comfortable and successful as possible. Book today!

5 out of 5 average rating, 28 reviews

Sunshine House- Sarasota Pool Retreat

Welcome to the Sunshine House a sunny Sarasota retreat! This charming 3-bedroom, 2-bathroom home features a salt water heated pool and is just 20 minutes from the stunning Lido and Siesta Key Beaches. Perfect for families or groups, our home offers a spacious living area, fully equipped kitchen, comfortable bedrooms and an office setup. Relax by the pool, enjoy nearby dining and shopping, or explore the beautiful beaches. Your perfect getaway awaits!

4.83 out of 5 average rating, 40 reviews

[The Island Date Home]Heated Pool•Family Friendly•

Beautiful, Family-Friendly Vacation Home in Sarasota, Florida! Located approximately 9 miles from either Siesta Key or Lido Key beaches and close to great restaurants and stores! This home is designed perfectly to make your next vacation the best ever! The screened pool area featuring a brand new pool heater (Dec 2023), is the perfect spot for families to enjoy the sunshine with their own privacy. Pinecraft is approximately 3 miles.

4.98 out of 5 average rating, 63 reviews

Guest suite in Sarasota

Newly Renovated 1 Bedroom In-Law Apartment

1 Bedroom in-law apartment with private entrance and easy up front parking, sleeps 2. There is a pull out but not great for adults more suited to kids . Minutes to Siesta Key, Downtown Sarasota and Lido Beach, with easy access to I75. This quiet apartment is tucked into lush tropical landscape. Attention to detail throughout with new bed, pull out couch , coffee bar, Internet, Prime, Netflix, plush towels, crisp linen, soft pillows.

5 out of 5 average rating, 3 reviews

Luxury Pool Home by Siesta/Lido

Stylish 3BR/3BA+office centrally located Sarasota home with private heated pool, spa, and fenced yard—just minutes to Siesta Key & downtown. A short bike ride to Arlington Park and Southside Village. Features upgraded kitchen, smart features and putting green. Bedroom not pictured has a bunk with a queen on bottom, twin XL on top. Perfect for families or couples looking to relax, work remotely, or explore Sarasota’s best spots

4.79 out of 5 average rating, 33 reviews

Salt Life Villa with heated pool & outdoor dining

Experience a joyful family escape in this stylish, well-appointed home. With an open floor plan and plush bedding in three bedrooms, it's perfect for your getaway. Lounge and sleep comfortably in the common spaces. Unwind in the private backyard with a heated pool and lounge area. Nearby local attractions await, including Pinecraft just 1.5 miles away. Your ultimate family retreat starts here!