
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.

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, the stay includes: ✔ Backyard Putt-Putt Course ✔ Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st ✔ Super Kid Friendly ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included

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.

ROYS PLACE private, tropical, romantic paradise.
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

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!

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.

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!

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt
Beach ready Apt!! 2 minutes from downtown Sarasota 7 mins - Airport Cornerr apartment Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb on a main road . Beside ARTS & DESIGN COLLEGE!! 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 .

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.

Downtown Apartment w/ Pool, Gym, & Coworking 329
This 2/2 apartment features an oversized kitchen with island, slider with views of Downtown. Primary has a king bed and en-suite bathroom. 2nd bedroom has a twin bed with twin trundle. Shared amenities include: gym; sunset deck; massive roof deck with heated pool; gazebo with big-screen TV, fireplace, wet bar, dog run and access to the adjacent Cowork office space building. Also on-site is a full service cafe.

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

Near beaches +Golf course- Heated pool, King Bed

Modern coastal downtown home w/saltwater pool

Salt Life Villa with heated pool & outdoor dining

City Escape near Sarasota Downtown

Salt Water Heated Pool|Arcade Games|Game Room

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Sunshine House, close to Downtown

The Wisteria Oasis W/swings, heated pool & hot tub
Apartment rentals with a pool

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

Cozy 1BR Beach Condo on Siesta Key!

ONLY $155/night in January!

On the Beach; Siesta Key SunBum Studio

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

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

Steps to the beach! Updated Condo at The Terrace

Oceanfront: Lots of January Availability!
Other holiday rentals with a pool

Zen in Paradise-Sarasota

Luxury Sport Vacation Pool House-Downtown Sarasota

Hotel Style w/pool & Tiki Grill

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Beautiful Florida Bungalow

Pinecraft Sunroom

Grove Getaway near beach + downtown with pool!

Your Private Retreat w/ Heated Pool
When is the best time to visit Fruitville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 170 | € 212 | € 246 | € 191 | € 166 | € 171 | € 167 | € 161 | € 149 | € 149 | € 158 | € 172 |
| 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 € 25 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 outdoor seating Fruitville
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- Rentals with a patio Fruitville
- Rentals with a fireplace Fruitville
- House rentals Fruitville
- Family-friendly rentals Fruitville
- Rentals with a firepit Fruitville
- Rentals with a hot tub Fruitville
- Rentals with a washing machine and dryer Fruitville
- Pet-friendly rentals Fruitville
- Rentals with pools Sarasota County
- Rentals with pools Florida
- 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




