Summerland Key rentals with pool

We found 466 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • 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, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Summerland Key?
You can choose from 466 holiday rentals with a pool in Summerland Key that have all the space, privacy and amenities you need for a splashing good time. Check out houses in well-known neighbourhoods such as Cutthroat Harbour Estates, Breezeswept Beach Estates and Cudjoe Gardens.
How much does it cost to stay in a holiday rental with a pool in Summerland Key?
Prices vary depending on length of stay, time of year and specific location, so key in your holiday details to find a stay offering a splashing great time. No matter your budget or plans, Stayz has holiday rentals with a pool in Summerland Key for all types of guests.
What holiday rentals with a pool in Summerland Key have nice views?
Relaxation comes easy at Stayz's holiday rentals with a pool in Summerland Key. Go for a swim or simply marvel at the vistas. Filter your options by "Recommended" or "Guest rating" to discover the very best accommodation where you can lose yourself in the incredible scenery as your cares float away.
Are there holiday rentals with a private pool in Summerland Key?
Morning, afternoon or evening, go swimming whenever you want when you book a holiday rental with a private pool in Summerland Key. To search for Stayz properties that'll increase the fun factor during your break, use our "Private pool" filter.
What are the top things to do in Summerland Key?
Bahia Honda State Park, Florida Keys Beaches and Calusa Beach are popular attractions that'll keep the whole family occupied in Summerland Key. There's nothing like a fun getaway to bring everyone together, so check out our holiday home rentals in this lively destination.
Why should I book my holiday rental with a pool with Stayz?
Whether you're getting away as a couple or with the entire fam, staying at a holiday rental with a pool brings another level of fun and relaxation to your trip. And finding the right pad is a breeze with our handy filters. Just fine-tune your search by location, amenities, budget and more, then lock in your favourite. Another top reason to book with us is our flexible cancellation policies. If you have to change plans, you'll get a 100% refund as long as you cancel within the time frame set by the property owner.