Vacation rentals with a pool in Whitfield

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Popular amenities for Whitfield rentals with a pool

House rentals with a pool

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 53 reviews

The Oasis

Rosa Rating, 5 stars3 weeks ago
Absolutely beautiful and peaceful! This was our very first time booking a home for a soccer tournament and it was amazing. The owner was very quick to reply back to my questions. It felt like home very cozy and the pool was fantastic, my 15 year old loved his stay. The home was clean and the beds were comfortable. We hope in the future if any other soccer tournaments in Sarasota we hope to book this home again. Thank you Rose and family 😊
Guest favorite

Home in Sarasota

5 out of 5 average rating, 35 reviews

Serene 3BR family retreat | Firepit & POOL

MichelleRating, 5 stars1 month ago
Mariana's house was a perfect stay for our group. We were old friends coming together for a celebration of life and appreciated Mariana's peaceful retreat to decompress. The outside pool area is serene and private. Mariana's communication is amazing and proactive. Would highly recommend staying here.
Superhost

Home in Sarasota

4.72 out of 5 average rating, 18 reviews

Vitamin Sea: Private Pool, Downtown, and Beaches!

LindaRating, 5 stars5 months ago
My family and I stayed here for 10 days and we can say it was one of the best stays. Our flight landed early and we reached out to the host to ask for an early check in, they responded back fast and were able to accommodate us. Once inside the house everything was clean and the kids went right into the pool which was also very clean. Overall we felt right at home and the whole stay was 10/10!
Superhost

Home in Sarasota

4.76 out of 5 average rating, 46 reviews

Cheerful 5 bedroom home with heated pool

AllisonRating, 5 stars1 month ago
Great house! Check in was super easy. It was the ideal location with everything you needed close by. Close to great restaurants. More than enough space for our group of friends.
Guest favorite

Home in Sarasota

4.97 out of 5 average rating, 73 reviews

Serenity 4BR HOME Amazing Pool and Relaxing Spa

RebeccaRating, 5 stars1 week ago
Max was very responsive and friendly to any questions. We were able to check in early, which was a nice advantage. The pool and hot tub was my kids favorite. It was a nice place for a short stay! Would recommend to friends and family.
Superhost

Home in Sarasota

4.84 out of 5 average rating, 56 reviews

Entire residential home hosted by Tulia

CoreyRating, 5 stars1 month ago
Great stay and Tulia was great at communicating
Superhost

Home in Bradenton

4.86 out of 5 average rating, 288 reviews

Large 4 bedroom pool home tiki bar close to Ami

JennyRating, 5 stars2 weeks ago
The house was amazing! It felt like home and Cayla response really quickly and my family and I had a great stay.
Guest favorite

Home in Siesta Key

5 out of 5 average rating, 27 reviews

Beautiful House with Heated pool

SarahRating, 5 stars3 months ago
Our girls trip weekend was a huge success!! We all had a wonderful stay here and we didn’t have a single complaint. Check in was super easy and went off without a hitch. The house is exactly as pictured, very open and comfortable. We did not have a single issue while staying! Highly recommend staying here, I promise we will be back!

Condo rentals with a pool

Superhost

Condo in Bradenton

5 out of 5 average rating, 4 reviews

Lovely Condo, Heated Pools, AMI, IMG, Top beaches

AnnaBelleRating, 5 stars3 weeks ago
This condo was nice for a central location. We went to downtown Bradenton to the Bishop Museum, to Anna Maria Island and to Palmetto. The kitchen had all the basics and the freezer has an ice machine which was nice. We utilized the beach towels only but they also provide beach chairs and some pool noodles. There was some siren noise from the main streets near by, but nothing awful. Lots of closet space, great to have a washer and dryer and the guest bath has been nicely redone. We would stay here again.
Superhost

Condo in Osprey

4.89 out of 5 average rating, 9 reviews

Lovely 2 bedroom condo with pool & tennis courts

MarlynRating, 5 stars10 months ago
This is our second year staying in this complex. There are many walking trails that are a short drive, close to several beaches, restaurants and grocery stores.
Superhost

Condo in Saint Pete Beach

4.88 out of 5 average rating, 144 reviews

Sun, Beach Views, and Smiles!!!

LauraRating, 5 stars1 week ago
Enjoyed our stay completely. Clean, spacious, and close to everything. I highly recommend Marge's place for a relaxing beachfront getaway.
Guest favorite

Condo in St. Petersburg

4.91 out of 5 average rating, 22 reviews

Lovely 2 bedrooms condo with pool in Boca Ciega

EricaRating, 5 stars6 months ago
We had a great stay! The views were gorgeous from our balcony each evening and our host Matt was extremely responsive. He had great recommendations on pet-friendly beaches. Location was perfect to get between beaches and downtown St. Pete. We highly recommend this place, host and stay!
Guest favorite

Condo in St. Petersburg

4.9 out of 5 average rating, 58 reviews

2 bedroom condo with a pool on Boca Ciega Bay

GeraldRating, 5 stars1 month ago
The number one thing is that this has a beautiful view of the water out of the living room sliding glass door/window. The living room is large and comfortable. The beds are comfortable. The kitchen is functional to take care of yourself. The washer/dryer work well and have good capacity. Probably the only complaints are the parking is somewhat limited especially for a large SUV. The TV is not a "Smart" TV so I had to go out and buy a Roku to be able to watch shows. I never figured out how the cable worked. One can hear the road noise from the causeway, but surprisingly, it didn't keep anyone awake. Richard is easy to work with and responded fast to our numerous questions. I look forward to staying there again.
Superhost

Condo in Bradenton

4.87 out of 5 average rating, 70 reviews

Lakeside Condo. Beaches, Restaurants, IMG nearby.

KarinaRating, 5 stars1 week ago
This was a great stay !! The location very convenient ! Very nice and place ! Has 2 bathrooms ! Access to the back yard with a nice pond view ! It has balls and games for the family to use ! And chairs to take to the beach ! Will be back ! Totally recommend !
Guest favorite

Condo in Sarasota

4.97 out of 5 average rating, 60 reviews

Peaceful retreat, pool, hot tub, near Siesta Key!

JulieRating, 5 stars3 days ago
Great place to stay! It was a very safe community with nice extras and was pretty close to the beaches. So nice to have the extra beach supplies to go shark tooth hunting at Caspersen Beach. The condo was clean and spacious.
Superhost

Condo in Madeira Beach

4.81 out of 5 average rating, 124 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

BruceRating, 5 stars3 weeks ago
Stayed for a few days in December, really great location that’s less than a five minute walk to the beach and to lots of restaurants and shopping at John’s Pass! Great suite with a nice balcony and awesome view as well, would definitely stay here again!

Quick stats about vacation rentals with a pool in Whitfield

  • Total rentals

    100 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Whitfield
  6. Rentals with pools