Holiday Homes in Pinellas County

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Our top choices for Pinellas County holiday homes

10.0 out of 10, Exceptional, (12 reviews)
"This is a great spot literally right on the beach. The inside is nicely decorated and while it’s a smaller space it’s laid out and designed well enough a group of 4-6 would have no problem hanging out, sleeping or eating. The porch leads right to the sand and to the water. Spent two nights there and was very relaxing and could walk to all the food places. "
United States
Jamie O.
1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! John's Pass
10.0 out of 10, Exceptional, (8 reviews)
The price is AU$627
includes taxes & fees
24 Jan - 25 Jan
1950s Retro Inspired 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass
2.0 star property
8.8 out of 10, Excellent, (3 reviews)
"The house was clean and comfortable. Three adult family members stayed during Christmas season 2025. The kitchen had plenty of cooking space, storage, and cooking/baking supplies. We cast movies to the television in the living room, and the sofa was spacious. The back yard was fenced with gates to separate it from the front yard. We appreciated the screened-in patio which was accessible through clear sliding glass doors off the living room. Just outside the screened patio, there was...
United States
Mary Jean N.
Charming 2-Bedroom Home in the Heart of St. Petersburg
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
Wonderful bungalow completely remodeled in St. Petersburg
9.4 out of 10, Exceptional, (44 reviews)
"I had an amazing stay at this house! The highlight for me was definitely the pool — super clean, refreshing, and perfect for relaxing or hanging out. On top of that, the pool table inside made the nights even better, giving us plenty to do when we weren’t swimming. The house itself was comfortable, well-kept, and had a great vibe overall. If you’re looking for a spot that mixes chill outdoor fun with indoor entertainment, this place is a perfect choice. I’d definitely stay here again!"
United States
Ryan F.
Cozy Home with Heated pool near Clearwater Beach
9.8 out of 10, Exceptional, (53 reviews)
"Love the layout"
United States
Andrew S.
2 PRIVATE BEACH HOMES REMODELED W/ HEATED POOL
Cozy retreat heated pool close to beaches
10.0 out of 10, Exceptional, (5 reviews)
"We rented this home for 3 nights for our annual Employee Fun Day, and it was absolutely perfect. We were able to set up early for a baby shower we hosted for one of our employees, and then enjoyed a full family day on Saturday. The house easily accommodated our group of 30, with 8 staff members staying overnight. The space could've easily accommodate more sleepovers. The amenities were fantastic! Our staff loved everything. The slide in the bedroom was a huge hit with both adults and kids! The...
United States
Shy D.
OMG Dream Resort! Heated Pool, Volleyball, Pickleball, Basketball, Golf, Bowling
10.0 out of 10, Exceptional, (1 review)
"The house was very clean and kitchen was equipped for all of your needs. Quiet neighborhood and quick to get to all the local restaurants or a quick walk over to the beach. Would stay here again."
United States
Megan S.
Close to beach! 2 Bedroom 1 Bathroom Sleeps 4. Pet Friendly
10.0 out of 10, Exceptional, (7 reviews)
"We had a great time staying here! It is so convenient to walk to a quieter part of the beach, and a quick walk for great food. We got some great suggestions from the host on places to go and had a wonderful time over all!"
United States
Courtney T.
Clearwater Beach Oasis 2 Blocks to White Sand Beach
9.6 out of 10, Exceptional, (249 reviews)
"Great location great host"
United States
Aaron B.
The price is AU$577
includes taxes & fees
15 Jan - 16 Jan
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
10.0 out of 10, Exceptional, (37 reviews)
"We had a wonderful time. Plenty of bedrooms and so close to the beach."
United States
Michele C.
Walk to Clearwater Beach and Make Memories
9.6 out of 10, Exceptional, (122 reviews)
"Excellent location, right on beach and a few steps away from all the restaurants and shops. "
United States
Amy T.
The price is AU$745
includes taxes & fees
19 Jan - 20 Jan
Rare Clearwater Beach House -Direct Gulf Views & Steps to Sand!
10.0 out of 10, Exceptional, (381 reviews)
"This truly is paradise, what a great house for a family vacation. The hosts Fabienne and Gerold were wonderful!The kayak lift and dolphin escorted trip to Jack's Island in search of treasure was one of the great experiences we had that week."
United States
Carole C.
Casa Dolphina: 6BR Waterfront Mini-Resort—Pool & Spa, Sunsets, Dock, St. Pete FL
9.4 out of 10, Exceptional, (33 reviews)
"Home was beautiful and relaxing. Several areas to relax. They owners also left me a card and wine for my birthday. It was close to the beach and restaurants. I will book again. The hosts were very responsive and accommodating. "
United States
Seresa R.
Adorable Private Craftsman with free bikes, near beach & downtown.
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$543
includes taxes & fees
20 Jan - 21 Jan
4 BEDS in a 3Bd/2ba House in St. Petersburg Near Golf Course
10.0 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay. Nice house and pool and very close to everything. "
United States
Peter L.
Featured on Magnolia Ntwk Beachfront Bargain Hunt: Heated POOL, minutes to beach
10.0 out of 10, Exceptional, (79 reviews)
"we had a great time"
United States
Gary M.
Family Friendly heated pool Home 2000sqft <br>“NO parties”
9.8 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. It is centrally located; has everything you need, very clean and very private. We were able to stay there with our 2 dogs, which a big plus for us. "
United States
Michelle D.
Guest Suite: Close to Beach & Downtown St. Pete
9.8 out of 10, Exceptional, (7 reviews)
"Very clean and well kept! "
United States
Louis L.
Private Heated SaltWater Pool & Hot Tub 3-Bdrm Home in Harbor Bluffs Paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pinellas County Hotel Reviews

Find out more about Pinellas County

Pinellas County Holiday Homes information

Number of reviews
1,010
Accommodation
3742 Holiday Homes
Lowest Price
AU$543
Highest Price
AU$745

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