Find Hotels with a Pool in Islamorada, FL
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Islamorada Hotels with a Pool
Tonight
9 Aug - 10 AugTomorrow
10 Aug - 11 AugNext weekend
14 Aug - 16 AugIn two weeks
21 Aug - 23 AugOur top choices for Islamorada hotels with a pool
1. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
AED 544
AED 818 total
includes taxes & fees
17 Aug - 18 Aug
2. La Jolla Resort
La Jolla ResortMatecumbe
- Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
AED 408
AED 563 total
includes taxes & fees
19 Aug - 20 Aug
3. Amara Cay Resort
Amara Cay ResortMatecumbe
- Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
AED 586
AED 928 total
includes taxes & fees
11 Aug - 12 Aug
4. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
- Tropical paradise swim experience awaits with three refreshing pools and poolside service.
AED 621
AED 967 total
includes taxes & fees
18 Aug - 19 Aug
5. Islander Resort
Islander ResortMatecumbe
- Dive into this Florida Keys paradise with two shimmering pools, beachside bars, and water adventures waiting for you.
AED 797
AED 1,144 total
includes taxes & fees
2 Sep - 3 Sep
6. Breezy Palms Resort
Breezy Palms ResortMatecumbe
- Serene outdoor pool with comfy loungers provides a sunny retreat just steps from the private beach and marina access.
AED 370
AED 607 total
includes taxes & fees
10 Aug - 11 Aug
7. Lime Tree Bay Resort
Lime Tree Bay ResortLong Key
- A sun-drenched retreat with three tropical pools and private beach access awaits at this waterfront Florida Keys resort.
AED 418
AED 636 total
includes taxes & fees
10 Aug - 11 Aug
8. Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
- Soak up scenic poolside serenity at this beachfront oasis with complimentary water sports and dreamy sunset views.
AED 403
AED 573 total
includes taxes & fees
23 Aug - 24 Aug
View all properties
Hotels with pools and free breakfast in Islamorada
AED 544
AED 818 total
includes taxes & fees
17 Aug - 18 Aug
AED 403
AED 573 total
includes taxes & fees
23 Aug - 24 Aug
AED 403
AED 573 total
includes taxes & fees
7 Sep - 8 Sep
AED 547
AED 616 total
includes taxes & fees
30 Aug - 31 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
AED 761
AED 1,125 total
includes taxes & fees
17 Aug - 18 Aug
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
AED 360
AED 522 total
includes taxes & fees
1 Sep - 2 Sep
AED 533
AED 599 total
includes taxes & fees
30 Aug - 31 Aug
AED 691
AED 922 total
includes taxes & fees
13 Aug - 14 Aug
AED 606
AED 682 total
includes taxes & fees
26 Aug - 27 Aug
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
AED 878
AED 1,190 total
includes taxes & fees
30 Aug - 31 Aug
Hotels with pools and hot tubs in Islamorada
AED 621
AED 967 total
includes taxes & fees
18 Aug - 19 Aug
AED 547
AED 616 total
includes taxes & fees
30 Aug - 31 Aug
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
AED 360
AED 522 total
includes taxes & fees
1 Sep - 2 Sep
AED 555
AED 728 total
includes taxes & fees
10 Aug - 11 Aug
AED 1,296
AED 1,660 total
includes taxes & fees
19 Aug - 20 Aug
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
AED 878
AED 1,190 total
includes taxes & fees
30 Aug - 31 Aug
AED 323
AED 1,142 total
includes taxes & fees
30 Aug - 31 Aug
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
AED 931
AED 1,249 total
includes taxes & fees
26 Aug - 27 Aug
AED 600
AED 675 total
includes taxes & fees
14 Aug - 15 Aug
AED 496
AED 1,276 total
includes taxes & fees
10 Aug - 11 Aug
4-star hotels with pools in Islamorada
AED 586
AED 928 total
includes taxes & fees
11 Aug - 12 Aug
AED 797
AED 1,144 total
includes taxes & fees
2 Sep - 3 Sep
AED 568
AED 907 total
includes taxes & fees
12 Aug - 13 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
AED 761
AED 1,125 total
includes taxes & fees
17 Aug - 18 Aug
AED 1,296
AED 1,660 total
includes taxes & fees
19 Aug - 20 Aug
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
AED 878
AED 1,190 total
includes taxes & fees
30 Aug - 31 Aug
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
AED 931
AED 1,249 total
includes taxes & fees
26 Aug - 27 Aug
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.
View all propertiesTop Islamorada Hotel Reviews
Islander Resort
10/10 Excellent
"Excellent !!! Traveled with family twice!"
Hadley Resort and Marina
10/10 Excellent
"Excellent emplacement très propre avec personnel très gentils. Bon déjeuner et beau spot près de la mer. Merci,"
Fisher Inn Resort & Marina
8/10 Good
"Never got the water hot in the shower."
Coconut Cove Resort and Marina
10/10 Excellent
"Wow! I stayed there for a week and I really felt like I was in my little slice of heaven! The resort is decorated beautifully. The room definitely has the Florida keys vibe and the staff were so awesome. I would have loved to stay there forever. I can't wait to go back!!!"
La Jolla Resort
10/10 Excellent
"LaJolla was great with so many amenities. We really enjoyed our stay here."
Pines & Palms Resort
10/10 Excellent
"El lugar es excelente ,bien limpio y renovado"
La Siesta Resort & Villas
10/10 Excellent
"The check in staff was amazing and helpful. There was a lot of included things to do that were really nice and easy to access. There was a strong fish smell, but that was likely because people catch/clean their fish at the dock and there was a bit of sea grass along the shore that likely contributed. We'd stay there again for sure!"