
Vacation 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!! White Noise Machine 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 .

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.

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.

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!

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.

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.

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR
Bright second-floor 1-bedroom condo in a quiet residential area of Sarasota. Siesta Key Beach is a 5–10 minute drive (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool and a convenient location close to shopping and dining.
Popular amenities for Fruitville rentals with a pool
House rentals with a pool

Modern coastal downtown home w/saltwater pool

Salt Life Villa with heated pool & outdoor dining

Your private retreat near Siesta Key Beach.

Luxury Sport Vacation Pool House-Downtown Sarasota

Salt Water Heated Pool|Arcade Games|Game Room

Sunshine House, close to Downtown

Private Siesta Beach House Oasis with Heated Pool.

Sarasota Pool Home| Hot-tub| 2-miles to Siesta
Condo rentals with a pool

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

Cozy 1BR Beach Condo on Siesta Key!

January Discount: $165/night!

LIDO KEY 1 BR/1Bath Heated Pool 16

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

Steps to the beach! Updated Condo at The Terrace

Oceanfront: Lots of January Availability!

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

Chic Oasis | Private Heated Pool| Legacy Trail

Zen in Paradise-Sarasota

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

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Beautiful Florida Bungalow

NEW Luxury! Townhome in Sarasota

Luxury Pool Home by Siesta/Lido

The Coral Cottage-heated pool, Siesta beach 15 min
When is the best time to visit Fruitville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,744 GYD | G$52,179 GYD | G$60,528 GYD | G$46,961 GYD | G$40,700 GYD | G$41,952 GYD | G$41,117 GYD | G$39,448 GYD | G$36,526 GYD | G$36,734 GYD | G$38,821 GYD | G$42,370 GYD |
| 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 vacation rentals with a pool in Fruitville

Total vacation rentals
Explore 110 vacation rentals in Fruitville

Nightly prices starting at
Fruitville vacation rentals start at G$6,262 GYD per night before taxes and fees

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

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Fruitville vacation rentals include wi-fi 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
- Rentals with beach access Fruitville
- Rentals with a patio Fruitville
- Rentals with a fireplace Fruitville
- House rentals Fruitville
- Family-friendly rentals Fruitville
- Rentals with a fire pit Fruitville
- Rentals with a hot tub Fruitville
- Rentals with a washer 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




