Find Hotels with a Pool in Florida Keys from CA $177

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Florida Keys Hotels with a Pool

Next weekend
In two weeks

Our top choices for Florida Keys hotels with a pool

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,690 reviews)
  • cleanliness
    Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
The price is CA $247
CA $355 total
includes taxes & fees
May 10 - May 11
Chesapeake Beach Resort

Kingsail Resort

Kingsail Resort
2.0 star property
Marathon
8.6 out of 10, Excellent, (1,043 reviews)
  • cleanliness
    Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort.
The price is CA $157
CA $177 total
includes taxes & fees
May 14 - May 15
Kingsail Resort

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,805 reviews)
  • cleanliness
    Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
The price is CA $335
CA $464 total
includes taxes & fees
May 18 - May 19
Margaritaville Beach House Key West

Rainbow Bend Resort

Rainbow Bend Resort
2.5 star property
Marathon
8.2 out of 10, Very good, (920 reviews)
  • cleanliness
    Float away in the turquoise pool with ocean views before retreating to the poolside hot tub at sunset.
The price is CA $166
CA $249 total
includes taxes & fees
Apr 22 - Apr 23
Rainbow Bend Resort

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Pool paradise awaits with breathtaking bay views and a pristine private beach just steps away.
The price is CA $197
CA $222 total
includes taxes & fees
May 11 - May 12
Hampton Inn Key Largo Manatee Bay

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,237 reviews)
  • cleanliness
    A sun-drenched retreat with three tropical pools and private beach access awaits at this waterfront Florida Keys resort.
The price is CA $221
CA $311 total
includes taxes & fees
Apr 22 - Apr 23
Lime Tree Bay Resort

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
Key Largo
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Tranquil poolside paradise meets private beach access for sun-soaked water adventures.
The price is CA $196
CA $259 total
includes taxes & fees
Apr 22 - Apr 23
Amoray Dive Resort

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Tranquil poolside paradise in Key Largo where warm waters meet a private beachfront setting and stunning ocean vistas await.
The price is CA $217
CA $268 total
includes taxes & fees
May 4 - May 5
Ocean Pointe Suites at Key Largo

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Sun-drenched serenity awaits at this Art Deco hotel's outdoor pool with loungers.
The price is CA $207
CA $281 total
includes taxes & fees
Apr 21 - Apr 22
Drop Anchor

Bonefish Bay Motel

Bonefish Bay Motel
2.5 star property
Marathon
9.2 out of 10, Wonderful, (581 reviews)
  • cleanliness
    Plunge into a coastal paradise with a shimmering outdoor pool and complimentary bicycles for exploring scenic Marathon views.
The price is CA $163
CA $196 total
includes taxes & fees
May 10 - May 11
Bonefish Bay Motel
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.

Choose what matters most at hotels with a pool in Florida Keys

Hotels with pools and free breakfast in Florida Keys

4-star hotels with pools in Florida Keys

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.

Top Florida Keys Hotel Reviews