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House vacation rentals in Whitfield

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Popular amenities for Whitfield house rentals

House rentals with a pool

Superhost
A screened-in pool area with a clear blue sky overhead features a spacious swimming pool. A hot tub is integrated into the pool's design, and two white lounge chairs are positioned beside the water for relaxation.
Home in Sarasota
4.82 out of 5 average rating, 60 reviews

Golf Course Front Oasis! Pool! Spa! Games!

CarlyRating, 5 stars1 week ago
We had a great stay! The location was perfect—just a short 15-minute drive to all the main attractions in Sarasota like St. Armands Circle, Lido Beach, and downtown. Having a car definitely made things more convenient than relying on Uber. The home was clean and comfortable, and we really enjoyed relaxing by the pool. It’s in a private community, which added a nice sense of security and quiet. Would definitely recommend for anyone looking to explore Sarasota! The hosts were always extremely responsive and were able to accommodate all of our requests.
Superhost
A spacious outdoor pool is framed by well-maintained landscaping. The water reflects the sky, and lounge chairs are organized around the pool area. Lush palm trees provide shade nearby, enhancing the serene environment for relaxation.
Home in Bradenton
4.96 out of 5 average rating, 136 reviews

"Oasis Villa Retreat" Near Beaches and IMG Academy

MerandaRating, 5 stars1 month ago
This home was a good distance to all places me and my group ventured off to. The home was clean and Sheron was amazing at responding. Would absolutely recommend to stay here :) Thank you Sheron !!
Superhost
The exterior of the home is presented, featuring a single-story design with tropical landscaping. Palm trees and vibrant greenery are visible, alongside a well-maintained lawn. A paved driveway leads to a garage, with a covered porch inviting guests to enter.
Home in Sarasota
4.92 out of 5 average rating, 24 reviews

Settle Down in Sarasota

HopeRating, 5 stars3 weeks ago
I stayed at Pam's home with my 82 year old father whose mobility is not the greatest!! Pam bent over backwards to make our experience at her home more comfortable and relaxing!!! Not only a beautiful home, but excellent service from the owner!!!
Superhost
A large outdoor pool is framed by mature tropical landscaping, featuring a clear blue water surface under a bright sky. Lounge chairs are positioned around the pool area, providing ample seating for relaxation and enjoyment.
Home in Sarasota
5 out of 5 average rating, 7 reviews

Backyard Oasis, Dual Master suite, Pool home!

AmyRating, 5 stars3 weeks ago
We had a wonderful time at Kara’s place! Kara was prompt and super helpful when we encountered a random beeping upon arrival and was soon fixed. The house was great and very comfortable but our favorite part was the lanai and pool! Everything was clean, spacious, and the pool was the perfect temperature for a daily dip! During our stay landscaping, pest control, and pool cleaners came! This showed us even more the effort they place in maintaining the home. It was a perfect way to celebrate my 40th! With just a short 15-20 min drive to the beach we went multiple times but mostly enjoyed our stay at the house, lounging in the lanai and swimming in the pool. We will definitely keep it in mind for future vacations!
Superhost
An outdoor area includes a screened-in swimming pool with clear turquoise water. A patio is furnished with comfortable seating and a grill is visible nearby. Lush greenery surrounds the space, providing a serene backdrop under a partly cloudy blue sky.
Home in Bradenton
4.79 out of 5 average rating, 28 reviews

Bayshore Gardens / free heated pool/ near beaches

MarlinRating, 5 stars1 month ago
We had a great stay at this Airbnb! The host was very responsive and helpful whenever we had questions. The house was clean, comfortable, and stocked with thoughtful extras like shampoo, spices, beach toys, and chairs, which made our vacation even easier. The heated pool, while a bit dated, worked well and kept us happy all week. The location was excellent — close to beautiful beaches and plenty of restaurants. The neighborhood felt safe and overall was very nice. There were a few minor issues: the pool light was broken, one chair was too damaged to use, and we didn’t have a rulebook, which made understanding the trash schedule and checkout routine a little tricky. Still, none of these small things took away from our experience. We truly enjoyed our time there and would definitely stay again!
Superhost
A clear swimming pool is surrounded by a spacious patio, with colorful floats resting in the water. Lush trees provide shade in the background, and a covered seating area is visible nearby, creating an inviting outdoor retreat.
Home in Sarasota
4.85 out of 5 average rating, 20 reviews

Pool Put Put Green Mins from Beaches/Downtown

ElizabethRating, 5 stars2 weeks ago
always a great house and host. we love staying here. 5 star all the way.
Superhost
A spacious pool area is enclosed by a white screened lanai, reflecting soft evening hues of purple and pink in the sky. A white inflatable float rests in the inviting blue water, surrounded by comfortable lounge chairs positioned for relaxation.
Home in Bradenton
4.83 out of 5 average rating, 48 reviews

Bradenton Coastal Bungalow New Heated Pool!

ToddRating, 5 stars3 weeks ago
It was a great place to stay.. This house is beautiful and well maintained. The host was very responsive and checked in multiple times. It is also in a central location . We checked out 4 beaches all within 30 min of the house! Our only complaint is a noisy master bed. It was comfortable just noisy when rolling over or getting in and out of the bed.
Superhost
A spacious outdoor area features a clear pool surrounded by lush greenery and palm trees. Lounge chairs are arranged beside the pool, and a playset is visible in the background. Neatly laid stepping stones lead towards the grass, enhancing the inviting environment.
Home in Sarasota
4.96 out of 5 average rating, 80 reviews

As seen on HGTV | 6 miles to the beach! Htd pool

DebyRating, 5 stars2 months ago
We had a great stay at the Bella Vacanza. Sara & Dave’s place was perfect for our family getaway. The home was comfortable and cozy and had everything we needed for our party of 10. I liked that the bedrooms are located on the 4 corners of the home, for privacy and easy to sleep in! We loved the large farm table where we could all eat dinner together and play games. We enjoyed the pool, covered lanai & firepit where we enjoyed making s’mores. Having a 3rd bathroom (which can be hard to find) was definitely a plus for our large group. We enjoyed beautiful walks down the street overlooking the bay. The home is super close to SRQ so just a short ride if you’re flying in and we enjoyed watching the planes overhead. They had a lot of extras available for use; baby gear & beach gear & everything you need to enjoy a day around the pool. Sara was always responsive and when an issue came up- she was quick to help. We would definitely recommend this lovely home and would come back.

Weekly house rentals

Guest favorite
A single-story home is surrounded by lush landscaping and palm trees, set against a vibrant sunset sky. The entrance features well-kept plants and a paved driveway leading to the garage. The spacious front yard is meticulously maintained, offering ample green space.
Home in Sarasota
4.97 out of 5 average rating, 33 reviews

The Palm House: cozy, safe, central Sarasota

TalithaRating, 5 stars1 month ago
We were in Sarasota for a soccer tournament at IMG and we needed a place to stay for a week. We loved this home—it was very clean, nicely decorated, well equipped, modern, and centrally located in a quiet neighborhood. We felt right at home! Kelsey was very responsive and even added some personal touches just for our stay! I would highly recommend staying here and would stay here again if in the area.
Guest favorite
A cozy living area features a light-colored sofa and a patterned rug, complemented by warm wood flooring. Sunlight filters through the window shades, while a ceiling fan enhances air circulation. A minimalist fireplace is situated beneath a wall-mounted TV, with two accent chairs nearby.
Home in Wares Creek
4.87 out of 5 average rating, 15 reviews

2BR Bungalow Getaway | Near AMI, LECOM, fun!

HillaryRating, 5 stars1 week ago
Absolutely amazing stay! We felt right at home as soon as we walked in. The style and decor of the house is cozy, clean, and elegant. It had everything we needed for a perfect week-long stay. Beds are comfortable, shower is incredible - we even planned a day just to chill at the house because it was so honey and relaxing. Tons of great things to do and great restaurants. Close to the beaches and fishing spots. We will definitely stay again!!
Guest favorite
The screened patio features a tranquil saltwater pool, reflecting the vibrant colors of a sunset. Lush greenery surrounds the pool, offering views of the natural waterway below, where trees and wildlife can be observed.
Home in Bradenton
5 out of 5 average rating, 26 reviews

Waterfront/Kayak with Manatees/Pool/Fish

Sharon ReneeRating, 5 stars3 months ago
Beautiful home with so many extras. Kayaks, coffee, shampoo. All the little things you may have forgotten until you can get to the store just a few minutes away. The canal was the best part of our stay! We saw jumping fish and manatees from the kitchen window! Host was extremely responsive and the Ripley Museum near by was perfect for a rain day and free on Mondays.
Guest favorite
The private backyard features a fenced pool surrounded by a spacious patio. A large inflatable flamingo floats in the water, while lounge chairs are positioned nearby. The setting sun reflects a blend of colors across the sky, enhancing the relaxing ambiance.
Home in Sarasota
4.81 out of 5 average rating, 27 reviews

Luxury Family House - Near Coast - Sleeps 14

Carlos MarceloRating, 5 stars3 weeks ago
Highly recommended! Our stay was pleasant! Everything was perfect Thanks
Guest favorite
A light-colored leather sofa is accompanied by a matching loveseat, both adorned with decorative pillows. A round wooden coffee table sits at the center, topped with a white bowl featuring a cluster of orchids. Two blue lamps are positioned on side tables framed by controlled lighting from the window.
Home in Sarasota
4.96 out of 5 average rating, 23 reviews

Cozy Shell Duplex is near airport and downtown!

AlleciaRating, 5 stars2 weeks ago
Convenient location to the airport and beautiful interior!
Guest favorite
A bright and airy hallway showcases a modern railing design leading to a staircase. Natural light floods the space, highlighting a minimalist chandelier above. Doorways are visible on either side, with a cozy sitting area featuring a neutral-colored sofa in the background.
Home in Downtown Sarasota
5 out of 5 average rating, 25 reviews

Serenity Springs | Private Heated Pool + Waterfall

CarolineRating, 5 stars2 weeks ago
Beautiful place! In a pretty good area to close to the beach. House was neat and tidy everything looked perfect. The pool is a plus! WiFi is slow but we didn’t really use it. Would definitely book again!
Top guest favorite
An inviting dining area features a wooden table set with plates and glasses, surrounded by modern green chairs. A playful arcade game stands in the corner beside a large window adorned with natural light, enhancing the light-colored floral wallpaper that adorns the walls.
Home in Bradenton
5 out of 5 average rating, 10 reviews

Pets-Allowed + Fire pit + Arcade Games

TerriRating, 5 stars1 month ago
This is the cleanest airbnb I’ve stayed at. SPOTLESS. Neighborhood was very quiet and close to everything we wanted to do. Scott was super friendly and communication was A+++++ Highly recommend Scott’s place.
Top guest favorite
A spacious living area is presented with a large brown leather sofa and a circular coffee table. A blue decorative pillow is placed on the couch. A dining area is visible in the background, featuring a wooden table and a chandelier that provides soft lighting.
Home in Bradenton
5 out of 5 average rating, 33 reviews

Palm Breeze Home

AnisaRating, 5 stars1 week ago
Mike and Ana’s home is beautiful. They provide you with anything you need and the house is very well organized with everything you need. If you’re looking to visit Sarasota or Anna Maria Island; then you’re in the perfect location! Mike and Ana were always helpful and accommodating. They make sure you’re comfortable and respond in record timing. I’d recommend staying here every time!

Private house rentals

Guest favorite
An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.
Home in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars2 weeks ago
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!
Guest favorite
A bright and airy home features an inviting heated pool area under a protective screen, surrounded by lounging chairs. The spacious kitchen showcases modern appliances, while the dining area accommodates large gatherings. Serene bedrooms provide comfort, accented by neutral tones and natural light from the windows.
Home in Sarasota
4.97 out of 5 average rating, 35 reviews

1 lvl w large htd pool, 4 bd(3 king), remodeled!

KassidyRating, 5 stars2 months ago
My group had a great stay at Andrew’s place! The house was beautiful and spacious, everything was super clean and the house was exactly as described in the listing. This is definitely a great space for families and friends to gather and spread out for a nice relaxing weekend. The area is not walkable, so be prepared to drive a little, but everything is just a short drive away!
Top guest favorite
A light-filled living area features a sleek black sofa adorned with green cushions, paired with a glass coffee table. A colorful bookshelf is positioned against one wall, while large windows with unobstructed views invite natural light and views of the surrounding greenery.
Home in Indian Beach-Sapphire Shores
5 out of 5 average rating, 83 reviews

Magical Secluded Retreat

KellyRating, 5 stars1 month ago
This was, by far, my best experience at an Airbnb in all the years I’ve used the app! The house is beautiful— spacious yet cozy and filled with so many thoughtful details. You will want for nothing here: books, games, bug spray, citronella candles, towels (including wash cloths!), shampoo and body lotion for all skin and hair types, portable lights and speakers for outdoor use, and a smart TV on a cart which can be rolled anywhere in the house! I didn’t watch TV much, as I spent most of my free time in the luscious front yard enjoying bird watching and staring at the trees. The house is located a short distance to a lot of things, including a sweet little park/lake nearby. Nancy is a kind and generous host, respectful of privacy but also happy to chat, connect and make sure you have everything you need. I’m sad to leave this place, if there hadn’t been another reservation afterwards, I most certainly would have extended my stay! This is a wonderful, safe, and deeply restorative home.
Superhost
A tranquil outdoor space highlights a heated pool surrounded by lush greenery. Two lounge chairs are positioned on a stylish pebbled area, with a serene waterfall feature and several fire pits adding warmth. The vibrant sunset casts a calming glow over the scene.
Home in Bradenton
4.8 out of 5 average rating, 5 reviews

"Enfuego!"

BarbaraRating, 5 stars1 week ago
We had such an incredible time staying at this property! It has everything! Plenty to do even on rainy days. Can’t say enough about it. We had 8 adults and a baby and king beds for everyone which is hard to find. So private in the back yard and unique!
Guest favorite
A floor plan depicts a layout showcasing two bedrooms, an open living area, and a fully equipped kitchen. Outdoor spaces include a deck area with seating and access to a fenced yard. Pathways lead to the entrance and outdoor amenities.
Home in Bayou Oaks
4.91 out of 5 average rating, 54 reviews

10min Beach | FencedYard | | 400Mb | BBQ | Netflix

JustinRating, 5 stars6 days ago
Amazing place! 10/10 would stay again. Outdoor shower and bathroom was really cool.
Guest favorite
A screened-in backyard oasis features a blue heated pool surrounded by tile flooring. Lounge chairs are positioned near the edge of the pool, offering a space to relax. The area is shaded by a roof structure with clear panels, providing an inviting atmosphere.
Home in Sarasota
4.95 out of 5 average rating, 21 reviews

Coastal Oasis (Private Pool 3bd/2bth house)

CourtneyRating, 5 stars2 weeks ago
We came for a baseball tournament and got much more than we expected! The hosts were quick to respond, accommodating, and very kind. The boys were able to cool off in the pool after, and the house was a short 15 minute drive away from a local beach, restaurants, and the ball park. The pictures were exactly as shown and we all felt we had enough space! It was an excellent stay! Would stay here again!
Superhost
The inviting pool area features a vibrant mural, surrounded by tropical greenery. A floating flamingo and watermelon-shaped inflatable add a playful touch to the azure water. Colorful poolside seating, including cheerful yellow chairs, enhances the relaxing atmosphere of this outdoor space.
Home in Bradenton
4.96 out of 5 average rating, 52 reviews

Near IMG! Free Heated Pool, Golf, Fire Pit, Arcade

JacobRating, 5 stars2 weeks ago
Annie was very responsive the before the stay and during the stay. The home was beautiful and was exactly what we were looking for.
Guest favorite
A modern living space features a gray sofa facing a large television on a stylish wooden console. A dining area with four wooden chairs is positioned near a kitchen adorned with a stone backsplash. Natural light illuminates the room through an open layout.
Home in Bradenton
4.97 out of 5 average rating, 32 reviews

Bay Shore Bungalow

JeremiahRating, 5 stars4 weeks ago
Tons of details to make the stay great. We travel a lot and it's rare to see this much attention put into an Air B&B. If we travel back to Bradenton, I will look for this place again.

Quick stats about house rentals in Whitfield

  • Total rentals

    90 properties

  • Nightly prices starting at

    G$10,449 GYD before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    60 properties have a pool

Destinations to explore

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  5. Whitfield
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