Vacation rentals with a pool in Whitfield

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Whitfield

  • Total vacation rentals

    Explore 120 vacation rentals in Whitfield

  • Nightly prices starting at

    Whitfield vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 5,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Whitfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Whitfield rentals

  • 4.8 Average rating

    Whitfield stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Whitfield

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Sarasota
4.95 out of 5 average rating, 117 reviews

Cozy Beach House Including King Size Suite !

Welcome to our beach home ! Located in a beautiful neighborhood where you can unwind & relax with the family after a long day at the beach. We are located only a short drive to the finest beaches in FL where you can find sand dollars with the kids & view breathtaking sunsets ! Play a game of pool, grill out on our patio, & enjoy our fire pit & enclosed pool !! This easy access one-level home sleeps up to 8 people. Conveniently located within minutes from groceries, restaurants, and attractions.

Superhost
The covered swimming pool area features a spacious rectangular pool with crystal-clear water. Surrounding the pool are several lounge chairs, and the area is framed by a screened enclosure. Landscaped borders enhance the outdoor space with a touch of greenery.
Home in Sarasota
4.82 out of 5 average rating, 218 reviews

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs

Our spacious single-level house is perfect for families or groups as it comfortably sleeps 10 people. The home features a renovated deep saltwater pool, an outdoor seating area with a BBQ grill, three 4K smart TVs with local channels (no cable), a game room and a fire pit. The backyard is fenced and well-behaved dogs are welcome. We are a short drive away from some of the best beaches in the country, amazing kayaking, biking and hiking trails. Minutes from downtown and blocks from the water.

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 Sarasota
4.97 out of 5 average rating, 169 reviews

Free Prkn, Early Chkin, Elevator-4th fl airport/DT

Beach ready Apt!! Perfect for work trips! 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 .

Guest favorite
Home in Sarasota
4.89 out of 5 average rating, 38 reviews

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Get ready for nonstop fun at Paradise Island - an amenity-packed retreat in Sarasota! Whether you're in the heated pool or hot tub, playing mini golf, enjoying a family game night, relaxing by the fire pit, or grilling barbecue in the backyard, there’s something here for everyone. This vibrant 4-BR, 2-bath home sleeps up to 14 guests and is just 5 minutes from the airport and a short drive to world-class beaches. BOOK YOUR STAY TODAY - The Ultimate Retreat for Family Fun and Forever Memories

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, 295 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

Guest favorite
A collage showcases key areas of the property, including a spacious pool area with loungers, a game room equipped with a pool table and foosball, a cozy living room with a fireplace, and an outdoor space featuring a relaxed atmosphere surrounded by greenery.
Home in Sarasota
4.93 out of 5 average rating, 56 reviews

Sarasota Oasis: Convenient/Heated Renovated Pool

Welcome to Coastal Serenity, your perfect Sarasota escape! This charming, fully remodeled coastal home is designed with relaxation and fun in mind. Just three blocks from the breathtaking Sarasota Bay and only a few miles from stunning beaches like Siesta Key, Lido Key, Bradenton Beach, and Anna Maria Beach, it’s an ideal location for beach lovers. Plus, you’re only steps away from vibrant tiki bars and luxurious Sarasota restaurants, perfect for unwinding in a relaxed, inviting atmosphere.

Guest favorite
A screened patio area features a private heated pool, surrounded by lush greenery. Comfortable seating includes wooden chairs and a table, with lounge chairs positioned by the pool. Bright sunlight fills the space, creating a welcoming atmosphere for relaxation.
Home in Sarasota
4.96 out of 5 average rating, 108 reviews

Htd Pool | PingPong | Foosball | 12 min to Beach

Welcome to Coastal Farmhouse Sarasota! ✨ Your ideal family getaway is just two blocks from Sarasota Bay and minutes from Florida’s most famous beaches Siesta Key, Lido Key, Bradenton Beach, and Anna Maria Island. Designed with families and groups in mind, this newly remodeled 4-bedroom home sleeps up to 12 guests and features a screened heated pool, a fully equipped kitchen, and a bright, open layout perfect for relaxing and entertaining. Perfect for families, groups, and beach lovers!

Guest favorite
Condo in Sarasota
5 out of 5 average rating, 15 reviews

Sarasota Studio|Heated Pool|Near Siesta Key & IMG

Coastal marina calm meets boutique hotel vibes on Sarasota Bay. This privately owned studio condo is located within a hotel property and operates as an independent Airbnb unit. Sleeping arrangement includes a queen bed and sofa sleeper in the studio. Minutes from beaches & IMG. Hidden gem. Located on Ramada By Wyndham property with bar, boat rentals, pool and 3 minutes from SRQ. Perfect for IMG coaches, athletes, and travelers. Private jet services nearby. Sunset Views and free parking.

Guest favorite
Home in Sarasota
4.98 out of 5 average rating, 113 reviews

Pool, Shuffleboard, EV charg, Near beach, UTC mall

Welcome to Vistalodgings Vista Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀  Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

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
4.96 out of 5 average rating, 136 reviews

Luxury Pool Family Oasis-Siesta Beach Beac-3BR/2BA

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!

Superhost
Home in Sarasota
5 out of 5 average rating, 3 reviews

Bayside*Htd pool*Pickleball*Close to Beaches

Welcome to Sarasota Bayside! This 3 bedroom 2 bath home sleeps 7 comfortably. Guests will find 1 bedroom with 2 twin beds, another with 1 queen bed and the primary en-suite has a king bed. There's also a daybed room just off the living room. The heated pool and game table in the garage, board games, proximity to beaches, IMG, and so much more make this home a terrific choice for your Sarasota stay!

Guest favorite
Home in Sarasota
5 out of 5 average rating, 7 reviews

Paradise Escape w/ Pool, Sarasota/Bradenton

Take it easy at this unique and exciting getaway, located 5 minutes from the Sarasota airport (airplanes fly over), 12 minutes from downtown Sarasota, and 15 minutes from Lido Key beach. Enjoy a refreshing dip in the outdoor pool and/or take a walk to the waterfront (2 blocks over) to watch the sunset. Your furry friends are welcome, there is a large fenced in backyard to accommodate pets.

Popular amenities for Whitfield rentals with a pool

When is the best time to visit Whitfield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 657ﺩ.ﺇ 848ﺩ.ﺇ 808ﺩ.ﺇ 632ﺩ.ﺇ 577ﺩ.ﺇ 551ﺩ.ﺇ 628ﺩ.ﺇ 566ﺩ.ﺇ 514ﺩ.ﺇ 507ﺩ.ﺇ 595ﺩ.ﺇ 668
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