Vacation rentals with a pool in Sarasota Springs

4.94 out of 5 average rating, 47 reviews

Heated Pool | Private House | Siesta Beach|

Discover your next home away from home in beautiful Sarasota, Florida — where sun-soaked beaches and unforgettable experiences await just steps from your door. Tucked away in one of Sarasota’s most desirable neighborhoods, this inviting rental strikes the perfect balance between peaceful retreat and everyday convenience. Located only 18 minutes from the iconic Siesta Key Beach — famed for its powdery white sands and crystal-clear waters — it’s everything you need for a memorable coastal getaway.

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.

Superhost

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, 20 reviews

Home in Arlington Park

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.

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.

4.98 out of 5 average rating, 62 reviews

GARDEN VIEW HOUSE WITH A POOL

Relax with the whole family at this peaceful place to stay. Private Garden Front Home. Located 7 miles to the Siesta Key, #1 beach in United States. 1 mile to Legacy Trail. Trail is 18.5 mile Connecting Sarasota and Venice, Florida. This 3 bedrooms 2 bath home offers everything you need for your next vacation getaway! The kitchen is equipped with everything needed to make your favorite home-cooked meals and host the family at the table or on the covered outdoor screened-in lanai!

4.86 out of 5 average rating, 118 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.

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.

Superhost

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

Superhost

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!

5 out of 5 average rating, 12 reviews

Apartment in Sarasota

Trixie Loo’s Tiki Hut

This special place is close to everything, making it easy to plan your visit. We are located centrally, 20 mins from both gulf beaches, Siesta Key beach and Lido Beach. Spend your day at the beach, come back and cool off in the pool and have your dinner sitting at the tiki bar in your backyard. Take a stroll on the legacy trail with our cruiser bikes available to you, or bring your own.