
Holiday rentals with a pool in Fruitville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fruitville
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 .

The Animal House
Relax with the whole family at this peaceful place to stay. Fun animal themed, totally remodeled upstairs apartment with one bedroom and kitchen. Private entrance and on driveway parking. Private screened lanai upstairs with outdoor dining and room for family games or entertaining. Access to the pool and lanai (newly renovated), fire pit, treehouse, swing and your own gas grill for guest use. Spacious back yard on a cul-de-sac. Close to shopping, dining, beaches, the airport and the interstate.

Paradise Palms | Saltwater Heated Pool + Hot Tub
BNB Breeze Presents: Paradise Palms! Pristine home in the heart of a quiet neighborhood in Sarasota minutes from Downtown! Located just 18 minutes away from both 5 star beaches Siesta Key and Lido Beach, this incredible home includes: • Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st • Hot Tub/ Cold Plunge • Phillips Espresso Machine + Syrups • YoutubeTV included • Foosball Table • Pet Friendly home • Private fenced in Backyard w/ Lawn Games + Grill

Luxury Family Home w/ Heated Pool Near Siesta Key
Embrace the height of comfort and convenience at your home away from home! Step into this meticulously renovated pool home, where spaciousness and brightness create an atmosphere of sheer luxury. Tucked away on a serene street, it offers a serene setting while keeping you close to Sarasota's prime attractions. Experience the allure of Siesta Key Beach, the vibrant downtown, and the Fresh Fish Waltz Market—all just moments away. Additionally, enjoy easy access to I-75, Nathan Park, and new UTC

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

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.

Supercute Beach Themed Retreat Free Parking Wi-FI
Come and enjoy our newly remodeled 400 square foot laid back beached themed guest house. Located just 1.5 miles away from Sarasota/ Bradenton airport, and less than 10 miles away from our world famous beaches. Whether you are a single person in search of a long term stay or a family looking for a short vacation, we have the place for you. Our guest area is attached to our main residence and has a private entrance. Enjoy our shared swimming pool and outside patio areas.

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.

Charming Sarasota Home with Pool!
Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.
Popular amenities for Fruitville rentals with a pool
House rentals with a pool

The Oasis

Modern coastal downtown home w/saltwater pool

Salt Life Villa with heated pool & outdoor dining

Florida Funshine

Private Siesta Beach House Oasis with Heated Pool.

NEW Luxury! Townhome in Sarasota

Cheerful 3 bedroom home with heated salt pool.

Sarasota Paradise/Stunning Home/Heated Pool
Apartment rentals with a pool

Gateway to Siesta Key - 1/2 Mile to the Beach

Minutes to Siesta Key!

LIDO KEY 1 BR/1Bath Heated Pool 16

♥ 1/2 mile to BEACH! ➸ KING in master ➸ POOL ♥

On the Beach; Siesta Key SunBum Studio

Lake View 1BR Condo | Heated Pool Near Siesta

Oceanfront: Open Tomorrow, $125/nt + Fees!

Cottage on Siesta Key Beachside & Stunning sunsets
Other holiday rentals with a pool

Nature preserve close to Siesta Beach with Pool

Charming Poolhouse · 1BR · Close to Siesta

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Beautiful Florida Bungalow

Modern Lido Key Studio-Steps to Beach & Kayaking!

The Coral Cottage-heated pool, Siesta beach 15 min

Grove Getaway near beach + downtown with pool!

Pinecraft Sunroom
When is the best time to visit Fruitville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £148 | £185 | £215 | £167 | £144 | £149 | £146 | £140 | £130 | £130 | £138 | £150 |
| 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 Fruitville

Total holiday rentals
Explore 110 holiday rentals in Fruitville

Nightly prices starting at
Fruitville holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 4,310 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Fruitville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Fruitville rentals

4.9 Average rating
Fruitville stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a patio Fruitville
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- Rentals with a firepit Fruitville
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- Pet-friendly rentals Fruitville
- Family-friendly rentals Fruitville
- Rentals with beach access Fruitville
- Rentals with a hot tub Fruitville
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- House rentals Fruitville
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- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- 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
- Adventure Island
- Splash Harbour Water Park




