
Holiday rentals with a pool in Fruitville
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Fruitville

Total holiday rentals
Explore 130 holiday rentals in Fruitville

Nightly prices starting at
Fruitville holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 4,930 verified reviews to help you choose

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

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 of Fruitville holiday 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!
Top-rated rentals with a pool in Fruitville
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Sunshine House, near Downtown, Legacy Trail, Beach
Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

Heated 3BR Pool Home Glen Oaks | Close to Downtown
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

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.

The Oasis
Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 2 twin beds and 2 twin air mattress. 3 smart tvs. We love this stunning and cozy home and we’re sure you will too!

Pool & fenced-in yard in downtown edge bungalow
MESSAGE ME FOR DAYS YOU DONT C. This 2 bed-2 bath house is a homey Florida bungalow with wood floors & natural light in a quiet neighborhood on the downtown core edge. Spacious and private fenced-in backyard with pool, covered grill and eating area. Minutes away from the Legacy Trail, the Bay Park, Payne Park, dining, live music, bars, theatres, comedy, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

The Blessing House- Htd Pool/Spa, Close to Beaches
Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

Mid-Century Oasis with Pool in Arlington Park 1
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

Sunshine House- Sarasota Pool Retreat
Welcome to the Sunshine House a sunny Sarasota retreat! This charming 3-bedroom, 2-bathroom home features a salt water heated pool and is just 20 minutes from the stunning Lido and Siesta Key Beaches. Perfect for families or groups, our home offers a spacious living area, fully equipped kitchen, comfortable bedrooms and an office setup. Relax by the pool, enjoy nearby dining and shopping, or explore the beautiful beaches. Your perfect getaway awaits!

Florida Funshine
This newly renovated haven puts you close to everything - shopping , rowing, beach. The home is only 8 miles from Siesta Key which has been regarded as the #1 beach in the nation many times! Close to Nathan Benderson Park and UTC shopping while only 5 miles from downtown Sarasota which boasts many art and cultural attractions, and multiple renowned restaurants. Enjoy the heated pool, read a book by the lake or take a nap after a great day.

Luxury Pool Family Paradise-Siesta Beach Beach
Discover your exquisite home away from home! This beautifully renovated pool home offers ample space and natural light, ensuring a luxurious experience from the moment you step inside. Nestled on a serene street, it provides easy access to Sarasota's top attractions. With proximity to Siesta Key Beach, downtown, and the renowned Fresh Fish Waltz Market, you'll have an unforgettable stay.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
Popular amenities for Fruitville rentals with a pool
House rentals with a pool

Sarasota Getaway “Have some fun under the sun.”

GARDEN VIEW HOUSE WITH A POOL

Sarasota Retreat/Beaches/Pool/8.5mi. to Siesta Key

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

Slice of paradise III - Pool house close to UTC

[The Bay St. Hideaway]Private Swimming Pool& Patio

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

Fun on Day Lane w/ Heated Pool
Condo rentals with a pool

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

Villa Maria: Minutes to Siesta Key!

Crystal House on Siesta Key Beach

LIDO KEY 1 BR/1Bath Heated Pool 16

Comfy Siesta Key Condo

Lake View 1BR Condo | Heated Pool Near Siesta

Island Time!

Private Siesta Key Escape
Other holiday rentals with a pool

Welcome to Kimmy’s hideaway!

PrivateTropical Oasis w Heated Pool VR25-00152

Suncoast Ranch SRQ Pool House

MdCozyhomesarasota

3BR/3BA Sarasota Escape - Pool, Spa & Golf Views

Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool

Florida Oasis Fully Equipped • 12 Min to Beaches

Villa Palmette, 1 Bedroom, Nestled in the Palms
When is the best time to visit Fruitville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $404 NZD | $505 NZD | $486 NZD | $385 NZD | $333 NZD | $344 NZD | $337 NZD | $323 NZD | $299 NZD | $303 NZD | $311 NZD | $371 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 |
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
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- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- MidFlorida Credit Union Amphitheatre
- River Strand Golf and Country Club





