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.

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Guest favorite
A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.
Apartment in Indian Beach-Sapphire Shores
4.97 out of 5 average rating, 154 reviews

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 .

Top guest favorite
The kitchen features modern cabinetry with glass-front doors, showcasing dishware and decorative items. A teal backsplash adds color above the wooden countertop, which includes a stainless-steel sink and various utensils. A small stool is positioned nearby for convenience.
Guest suite in Sarasota
4.95 out of 5 average rating, 101 reviews

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.

Top guest favorite
A private heated pool is enclosed by a screened lanai, surrounded by lush tropical plants. Soft purple lights create a relaxed ambiance. Comfortable seating and dining areas are positioned nearby, inviting leisurely moments by the water.
Home in Indian Beach-Sapphire Shores
4.97 out of 5 average rating, 164 reviews

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.

Top guest favorite
A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.
Guesthouse in Sarasota
4.99 out of 5 average rating, 246 reviews

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

Top guest favorite
A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.
Home in Sarasota
4.94 out of 5 average rating, 128 reviews

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.

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, 117 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!

Top guest favorite
A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.
Home in Sarasota
4.94 out of 5 average rating, 111 reviews

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!

Superhost
A screened outdoor area features a shaped pool and a hot tub. Sun loungers sit along the edge, and a large umbrella provides shade over a seating area. The space is surrounded by greenery, contributing to a serene environment.
Guest suite in Sarasota
4.72 out of 5 average rating, 300 reviews

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.

Top guest favorite
An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.
Home in Glen Oaks
4.92 out of 5 average rating, 116 reviews

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.

Superhost
Apartment in Gillespie Park
4.86 out of 5 average rating, 173 reviews

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.

Top guest favorite
A covered patio area is visible beside a heated pool, featuring comfortable seating and a dining set. Large glass doors open to the interior, with ambient lighting illuminating the space. A clock is mounted on the wall, and lush greenery adds a natural touch.
Home in Sarasota
4.9 out of 5 average rating, 178 reviews

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.

Superhost
The living area features a light-colored sofa complemented by an orange accent chair. A coffee table sits on a textured area rug, while wall art adds color to the red accent wall. Glass doors open to a view of outdoors, surrounded by greenery.
Condo in Sarasota
4.9 out of 5 average rating, 133 reviews

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

When is the best time to visit Fruitville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,744 GYDG$52,179 GYDG$60,528 GYDG$46,961 GYDG$40,700 GYDG$41,952 GYDG$41,117 GYDG$39,448 GYDG$36,526 GYDG$36,734 GYDG$38,821 GYDG$42,370 GYD
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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!