Photo by Tracy Laughlin

Holmes Beach rentals with pool

We found 4,021 rentals with pool — enter your dates for availability

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any vacation rentals with a pool in Holmes Beach?
Book one of our 4,021 vacation rentals with a pool and start planning your Holmes Beach trip. Whether you’re staying in Ilexhurst, Sunny Shores, Longbeach Village or another popular area, you’ll discover the ideal poolside escape on Vrbo.
How much does it cost to stay in a vacation rental with a pool in Holmes Beach?
It doesn’t get much better than a vacation rental with a pool, and it doesn’t have to break the bank with Vrbo. While numerous things will determine how much you’ll pay for your getaway in Holmes Beach, our filters will help you find the best deal. Choose your budget and use our “Discounts” filter to search for properties that offer savings if you stay longer. With an inviting pool at your disposal, you’ll be tempted to visit as long as you can.
When is the best time to book a vacation rental with a pool in Holmes Beach?
Our vacation rentals with a pool in Holmes Beach experience the highest number of bookings in April. Expect average temperatures of between 20ºC (68ºF) and 25ºC (77ºF) if you’re going to visit this part of Anna Maria Island then. If availability is limited in April, consider possibilities in the month before or after.
What vacation rentals with a pool in Holmes Beach have nice views?
If you want to make your Holmes Beach break extra special, book one of our vacation rentals with a pool — and a beautiful view to top it off. Following your initial search, use our handy filter tools to narrow down your results by location and the vistas you’d love to admire.
Are there vacation rentals with a private pool in Holmes Beach?
Pick a vacation rental with a private pool in Holmes Beach and go for a refreshing morning swim or late-night dip under the stars — or whenever you please! You can keep your kids easily amused, and you won’t have to worry about sharing with anyone else. Use our “Private pool” filter to discover your perfect vacation rental.
What are the top things to do in Holmes Beach?
Fort De Soto Park, Coquina Beach and Anna Maria Beach are terrific attractions that’ll keep the whole crew entertained in Holmes Beach. There’s nothing like travel to bring everyone together, so check out our vacation home rentals in this lively destination.
Why should I book my vacation rental with a pool with Vrbo?
Whether you’re getting away as a couple or with the entire crew, staying at a vacation rental with a pool offers another level of fun and relaxation to your break. And finding the right pad is a breeze with our handy filters. Simply narrow your search by amenities, budget, location and more, then select your favorite. Another great reason to book with us is our flexible cancellation policies. If you need to change plans, you’ll get a 100% refund as long as you cancel within the time frame set by the property owner.

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