Top Florida rentals with pool

Explore Florida rentals with pools

Prominence on 30A by Panhandle Getaways

Sleeps 8 · 3 bedrooms

Spectacular Gulf Views on 30A! Private Pool and Beach! Fall Availability!

Sleeps 18 · 7 bedrooms · 6+ bathrooms

Gulf Front Home w/ Heated Pool, Large Covered Porches, Private Beach Access

Sleeps 12 · 5 bedrooms · 6+ bathrooms

#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater

Sleeps 40 · 13 bedrooms · 7+ bathrooms

30A HIGH POINTE GULF FRONT 600’ PRIVATE BEACH RENOVATED 2 BED 2 BATH. PICKLEBALL

Sleeps 6 · 2 bedrooms · 2 bathrooms

Top rated rentals with pools - Florida

Premier Host

Pool View

My family and I had the best time staying here at Windsor Hills. The condo is super clean, close to stores, restaurants and Disney parks. It come with everything you need. Communication from booking to chrck out was smooth and easy. 10/10 would stay here again!

Erin S.

Stayed May 2025

Premier Host

Paradise of the Gulf

Lovely place, lovely neighbours, lovely view. We stayed during the post Helene cleanup process - the whole community was very friendly.

Jim G.

Stayed Oct 2024

Premier Host

Gorgeous! Spectacular! Friendliest host ever!!!

Honestly this trip was amazing, we went for an adult golf trip and I found this house while I was searching and it was just gorgeous! The pictures were stunning and had great views but let me tell you it’s nothing compared to when you are there! It far exceeded our expectations and was more than enough room for 8 adults! It was extremely clean, lots of room, stunning views of the water, friendly neighbourhood, the pool was key after a long day in the sun and honestly the communication from the host was the best I have ever had. She was helpful with planning a fishing trip for the guys, where to shop ,where to eat, and even random weird questions that I had and she answered immediately!! She was so accomodating and pleasant such great hospitality! Definitely recommend 12/10 … we will be back!!! Thank you so much

shannon D.

Stayed Sep 2024

Premier Host

Smyrna Beach paradise 209

Everything was perfect!! The condo, the location, the beach, the sunrises, the weather!! If we ever go back..or when we go back.. I want the same condo!! I believe it’s the best spot at that location!! Thanks for sharing this little piece of heaven!!

Paulette L.

Stayed Mar 2024

Panama Beach Resort

We thoroughly enjoyed our stay at Heidi’s condo. The communication with Heidi throughout our stay was fantastic and check in was seamless. The condo is exactly as described on VRBO. Heidi has the cutest beach themed decor throughout the condo and her balcony furniture was the most practical (high chairs) to be able to see the vast panoramic ocean view. We routinely saw rays, manatees, dolphins and large schools of fish from Heidi’s 18th floor condo balcony. The sunsets were incredible as well. We will definitely come back here in the future.

Richard L.

Stayed Nov 2022

Premier Host

Very Much Enjoyed this Unit

Recently renovated, this condo is very well appointed and well stocked. We found the living room to be the most comfortable set up we have ever had in one of these units. Hannah was excellent to work with. We will definitely be back next year.

Joanne D.

Stayed Apr 2019

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Frequently asked questions

Are there any vacation rentals with a pool in Florida?

Choose one of the 159,821 vacation rentals with a pool around Florida and go for a dip when you want. Check out properties in exciting cities like Kissimmee, Four Corners and Panama City Beach and get set to explore like a local when you're not chilling poolside.

How much does it cost to stay in a vacation rental with a pool in Florida?

Exactly where you stay, when you want to travel and the length of your escape will influence the price of a vacation rental with a pool in Florida. Key in your travel dates on Vrbo, then select the best one for you and get ready to make a splash.

When is the best time to book a vacation rental with a pool in Florida?

February is when the majority of our guests book their vacation rental with a pool in Florida. Spend your break enjoying the rush of this destination and lounging by the water at your vacation rental. Demand is greater at this time of the year, so start planning early to get the best availability.

What vacation rentals with a pool in Florida have nice views?

Use the "Location" filter to find a vacation rental with a pool and the views you dream of waking up to. Begin by entering the dates you plan to visit Florida, then narrow your options based on the sort of area you'd prefer to stay in. The only thing left is to pack your swimwear and you're set for a splashing great time.

Can I book a cabin with a pool in Florida?

Absolutely. Look for a cabin with a pool in or near Florida and create fun new memories with family or friends. Some may offer a private pool, so you can go for a swim whenever you like, while at others you may have to share. Use our "Pool" or "Private pool" filters to find the right cabin for you.

Are there vacation rentals with a private pool in Florida?

Book a vacation rental with a private pool in Florida and go for a morning swim or late-night dip under the stars — or anytime you want! You can keep your kids entertained, and you'll never have to worry about sharing with other guests. Use our "Private pool" filter to find your ideal stay.

What are the top things to do in Florida?

While you'll find plenty of exciting things to do in Florida, it all comes down to the type of adventure you're looking for. Once you've locked in your vacation home rental, make a list of activities or attractions that interest you and prioritize them based on your preferences, travel companions and available time.

Why should I book my vacation rental with a pool with Vrbo?

When you book a vacation rental with a pool with us, you'll get more than the basic hotel experience — think a private pad with a place to master your cannonballs. You're also covered by our Book with Confidence Guarantee. This means we're here to ensure everything goes smoothly throughout the duration of your break. Have an unforeseen change of plans? Check out our cancellation policies to see if you are eligible for a full refund.