
Holiday rentals with a pool in Sarasota Springs
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sarasota Springs
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt
Beach ready Apt!! Echo/white noise machine Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

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.

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.

Magical Guesthouse 1 mi from SRQ airport
@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Tropical Oasis Heated Pool Hot Tub Near Siesta Key
Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Oasis by Siesta Key Beach and Downtown SRQ w/pool
Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

Prvt entry Suite-2nd Fl HotTub/pool & beach items
This location is * 8.6 * miles from Siesta Key Beach 18-22 min drive Entire upstairs private in-law suite sleeps (4) people (king bed & queen pullout couch) w/ bathroom, & kitchenette. I live on the property AND have a ADDITIONAL UNIT which is located directly below this room for rent. Shared areas for all guests are pool/hot tub, patio, and garage areas. The pool/hot tub operate within hours listed. The “stove” listed is a hot plate with three burners.

Coastal Getaway *With Bikes & NEW Saltwater Pool*
Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

Heated Pool 3bdr 2bth Close to Downtown
Freshly remodeled home as of 2021, Great for family vacation. Amazing location right in the middle of town, no more than a ten minute drive to the incredible attractions. Easy drive to the #1 beach/Siesta beach world famous for its astonishing clear waters and impeccable views. This home has a private entrance with a heated outdoor pool. We are also pet friendly/dog. Small dog only, under 15 pounds, pet fee required.

Coastal Pool Bungalow - 15 Mins to Famous Beaches
Welcome to Bamboo Bungalow, a top 10% Airbnb listing and guest favorite! Just a short drive from Sarasota’s beautiful beaches, our serene 3-bedroom, 2-bath home features a private pool and coastal charm throughout. Unwind in this peaceful retreat perfect for relaxation and rejuvenation. Pet-friendly with a $71 per pet fee. Come enjoy a tranquil stay in this guest-loved coastal escape!
Popular amenities for Sarasota Springs rentals with a pool
House rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Modern coastal downtown home w/saltwater pool

The Palms Away

15% OFF- Coastal Comfort Getaway, Heated Pool

The Coral Cottage-heated pool, Siesta beach 15 min

Sarasota Paradise/Stunning Home/Heated Pool

You Private Tropical Paradise

Luxury Family Home w/ Heated Pool Near Siesta Key
Condo rentals with a pool

Cozy 1BR Beach Condo on Siesta Key!

Bayside Sunrise Cottage on Siesta Key!

ONLY $155/night in January!

On the Beach; Siesta Key SunBum Studio

Spacious 2BR/2BA Garden Condo w/ Heated Pool

A&A's Paradise near IMG & Anna Maria beaches

Oceanfront: Open Wednesday, $150/nt + Fees!

The Seashell Cottage with peaceful water views!
Other holiday rentals with a pool

The Oasis

Sunshine Escape w/ Heated Pool – 2 Mi Siesta Key

Charming Poolhouse · 1BR · Close to Siesta

Fun on Day Lane w/ Heated Pool

Private Oasis: Mini Golf and firepit. 2 king beds.

Grove Getaway near beach + downtown with pool!

A pool, hot tub, & espresso sleeps 4

Private Pool | 3BR Near Beaches
When is the best time to visit Sarasota Springs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $363 NZD | $434 NZD | $520 NZD | $410 NZD | $348 NZD | $349 NZD | $344 NZD | $332 NZD | $309 NZD | $335 NZD | $325 NZD | $365 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about holiday rentals with a pool in Sarasota Springs

Total holiday rentals
Explore 100 holiday rentals in Sarasota Springs

Nightly prices starting at
Sarasota Springs holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 4,700 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Sarasota Springs holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Sarasota Springs rentals

4.9 Average rating
Sarasota Springs stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fire pit Sarasota Springs
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- Rentals with a hot tub Sarasota Springs
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- Rentals with pools Sarasota County
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- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Englewood Beach
- Splash Harbour Water Park
- Myakka River State Park
- North Beach At Fort DeSoto Park




