Vacation rentals with a pool in Sarasota Springs

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Top-rated rentals with a pool in Sarasota Springs

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A living room area is furnished with a green sofa and two beige armchairs, complemented by a round ottoman. Light wood accents are featured, with a large area rug underfoot. Natural light filters through two windows, and a potted plant adds a touch of greenery.
Home in Sarasota
5 out of 5 average rating, 28 reviews

Driftwood Cottage - 3 BR with Salt Water Pool

Step inside our cottage's doors and let your worries drift away! Hit the pool or relax on the patio with a freshly-brewed latte. Our clean and comfy cottage features a salt water pool, full-size kitchen, coffee station, three bedrooms, two bathrooms, a living room with a sofa bed, speedy Wifi, smart TVs, lots of closet space, and a washer and dryer to keep those beach towels at the ready! 9 miles from famous Siesta Beach, and close to many Sarasota attractions including restaurants and shopping!

Top guest favorite
Home in Sarasota
4.91 out of 5 average rating, 66 reviews

Boho Dog Friendly Tropical Villa, Heated Salt Pool

Have fun with the whole family and friends at this stylish place. Swim in the heated pool, sunbathe, watch movies, read books, play board games or cards. Fully equipped kitchen awaits you if you love to cook. Smart appliances and all. The house sleeps 8. There are 3 bedrooms and 3 bathrooms. Two of the bedrooms have their own bathrooms. The house is located in a quiet residential area. Great for walks with your pup. We are right by Legacy Trail and only 20 min to the Siesta Key and other beaches

Top guest favorite
Home in Sarasota
4.91 out of 5 average rating, 121 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.

Top guest favorite
An outdoor dining area features a wooden table set for four, overlooking a pristine pool. Lounge chairs are positioned nearby, providing a relaxing space for sunbathing. The screened patio ensures comfort while enjoying meals or relaxation outdoors.
Home in Sarasota
4.98 out of 5 average rating, 161 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.

Top guest favorite
A serene view of the pool area features clear blue water, framed by a brick border. Lush greenery surrounds the pool, with a statue placed amidst the landscaping. Sunlight filters through the trees, casting soft reflections on the water's surface.
Home in Sarasota
4.97 out of 5 average rating, 113 reviews

The Oasis

Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 1 twin bed and 2 twin air mattress. 4 smart tvs. We love this stunning and cozy home and we’re sure you will too!

Top guest favorite
Home in Sarasota
5 out of 5 average rating, 6 reviews

Sunny Palm Villa

Welcome to Sunny Palm Villa! This family friendly 3 bedroom 2 bathroom home with a heated pool is just the place you have been looking for. A wonderful place to unwind and relax by the pool or one of the nearby beaches. Conveniently located 20 minutes from Siesta Key Beach or Lido Key Beach. Only 15 minutes from University Town Center shopping, Mote Aquarium and Nathan Bendersen Rowing Park. The Legacy Bike Trail and famous Dutch, Amish restaurants in Pinecraft only 5 minutes away.

Top guest favorite
A private pool area is enclosed by a screened-in lanai, featuring clear blue water reflecting sunlight. A patio umbrella and several chairs are positioned nearby, surrounded by lush greenery, creating a relaxing outdoor space.
Home in Sarasota
4.98 out of 5 average rating, 81 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!

Top guest favorite
A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Sarasota
4.95 out of 5 average rating, 131 reviews

Luxury Pool Family Paradise-Siesta Beach/DT-3BR/2B

Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into a luxurious experience the minute you arrive. Located on a lush quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

Guest favorite
A private heated pool is enclosed within a screened area, featuring clear blue water. Red Adirondack chairs are positioned nearby on a structured surface. A spacious yard is visible beyond the pool area, enclosed by a wooden fence for added privacy.
Home in Sarasota
4.82 out of 5 average rating, 228 reviews

Heated Open Pool Home In Sunny Sarasota!

This home is perfect for hosting friends and family or just relaxing on your own! Spend a day in the surf and sun at the world famous Siesta Beach, shop at one of the many centrally located shopping centers , try local restaurants, or just take it easy in your own private and open pool and sitting area! Like making your own meal, step inside to an updated and fully stocked kitchen! Two living rooms, lots of space. Let this beautiful home be yours during your visit to Sarasota!

Guest favorite
A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.
Home in Sarasota
4.95 out of 5 average rating, 156 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.

Guest favorite
A private caged pool area is surrounded by lush tropical greenery. A turquoise umbrella provides shade over a lounge chair, while a series of blue-tiled steps lead into the pool. Potted roses add a touch of color beside the water.
Guest suite in Sarasota
4.92 out of 5 average rating, 357 reviews

Beach & Town Posh Location! Jungle Paradise Studio

PRIME! To Town&Beach Locations! *Private Studio* *NO Smoking *NO Children. *Shared Pool. Studio w/private entrance & patio @Designers private Home,Tropical Jungle, like Posh Resort! Quiet, residential area. Sought-after amenities. 10 min/Siesta Beach, shops, dining, & 5mins/Downtown Sarasota. Walk/local markets/ dining/movies & shopping New King bed. New 50" TV. Off street parking. No Smoking/Vaping! No kitchen. No Hotels in my exclusive area! Live like a local!

Top guest favorite
Home in Sarasota
4.98 out of 5 average rating, 110 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Popular amenities for Sarasota Springs rentals with a pool

When is the best time to visit Sarasota Springs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,049 GYDG$62,672 GYDG$63,926 GYDG$49,302 GYDG$41,781 GYDG$41,990 GYDG$41,364 GYDG$39,901 GYDG$37,186 GYDG$37,186 GYDG$39,484 GYDG$45,751 GYD
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Quick stats about vacation rentals with a pool in Sarasota Springs

  • Total vacation rentals

    Explore 110 vacation rentals in Sarasota Springs

  • Nightly prices starting at

    Sarasota Springs vacation rentals start at G$6,267 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,890 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Sarasota Springs vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sarasota Springs rentals

  • 4.9 Average rating

    Sarasota Springs stays are highly rated by guests—averaging 4.9 out of 5!