Find Vacation Homes in Pinellas County, FL from $361

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Top Cities in Pinellas County

Our top choices for Pinellas County vacation homes

10.0 out of 10, Exceptional, (9)
$322 nightly
The price is $396
Jan 6 - Jan 7, 2026
Total with taxes and fees
1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! John's Pass
10.0 out of 10, Exceptional, (3)
"Great renovated cottage right on the beach. We had a great time and loved the location. We hope to go back soon!"
United States
brian e.
$324 nightly
The price is $361
Jan 5 - Jan 6, 2026
Total with taxes and fees
1950s Retro Inspired 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass
2.0 star property
8.0 out of 10, Very Good, (2)
Charming 2-Bedroom Home in the Heart of St. Petersburg
2.0 star property
10.0 out of 10, Exceptional, (4)
"I absolutely loved staying here! It was so nice, very clean & overall amazing place. My favorites were the backyard, kitchen & all the plants!! I would 10/10 stay here again. Excellent communication as well. "
United States
Hallie F.
Wonderful bungalow completely remodeled in St. Petersburg
9.4 out of 10, Exceptional, (43)
"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)
"We had a wonderful stay with our entire family. The pool and beach were both amazing and the two houses gave everyone enough space to spread out and be together. "
United States
Taylor P.
2 PRIVATE BEACH HOMES REMODELED W/ HEATED POOL
Cozy retreat heated pool close to beaches
10.0 out of 10, Exceptional, (4)
"This was an exception place for our Thanksgiving Family gathering"
United States
Sandra A.
OMG Dream Resort! Heated Pool, Volleyball, Pickleball, Basketball, Golf, Bowling
10.0 out of 10, Exceptional, (1)
"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, (6)
"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, (248)
"This place was amazing will be renting again next time."
United States
Josh R.
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
10.0 out of 10, Exceptional, (36)
"The property was perfect for our large family vacation. Perfect location to the beach and shops. All walking distance. Would recommend this home to other large families. "
United States
chuck f.
Walk to Clearwater Beach and Make Memories
9.6 out of 10, Exceptional, (121)
"Excellent location, right on beach and a few steps away from all the restaurants and shops. "
United States
Amy T.
$683 nightly
The price is $761
Dec 31 - Jan 1, 2026
Total with taxes and fees
Rare Clearwater Beach House -Direct Gulf Views & Steps to Sand!
10.0 out of 10, Exceptional, (378)
"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
9.6 out of 10, Exceptional, (32)
"We had a wonderful stay! This was the perfect spot for our little family. It was kid friendly and a quick drive to Clearwater. The host responded quickly to any questions we had. Overall, we enjoyed our stay and would recommend to anyone! "
United States
Tim B.
Adorable Private Craftsman with free bikes, near beach & downtown.
10.0 out of 10, Exceptional, (4)
"Nicely remodeled place. Very good for family vacation. "
United States
Martin A.
$367 nightly
The price is $410
Jan 1 - Jan 2, 2026
Total with taxes and fees
4 BEDS in a 3Bd/2ba House in St. Petersburg Near Golf Course
10.0 out of 10, Exceptional, (22)
"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, (76)
"Home was clean, well maintained and updated. Kitchen was stocked with everything we needed. Ample supply of towels. Incredible pool with comfortable outdoor seating. The neighborhood was super nice. Jesse was quick to respond to our questions. Highly recommend this property. A definite must for future visits to Palm Harbor. "
United States
Rebecca D.
Family Friendly heated pool Home 2000sqft <br>“NO parties”
9.8 out of 10, Exceptional, (9)
"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, (6)
"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

Price trends for hotels in Pinellas County

Less expensive
More expensive
Next month
December
February
$421
Month
Price
January
$421
February
$497
March
$494
April
$406
May
$406
June
$391
July
$435
August
$453
September
$415
October
$330
November
$333
December
$321
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Pinellas County. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Pinellas County

Booking Tips to Find the Best Pinellas County Vacation Homes


How much does it cost to rent a vacation home in Pinellas County?

You can find incredible Pinellas County vacation homes for all types of budgets: between $361 and $761 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Pinellas County?

If you are looking for a great deal on your vacation home in Pinellas County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Pinellas County?

There are 3742 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Pinellas County?

Begin by entering your trip dates to see what type of Pinellas County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Pinellas County?

Booking Pinellas County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Pinellas County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Pinellas County along with your vacation property, into a Pinellas County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Pinellas County Vacation Homes information

Number of reviews
980
Accommodation
3742 Vacation Homes
Lowest Price
$361
Highest Price
$761

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