Find Hotels with a Pool in Islamorada, FL
Check availability on Islamorada Hotels with a Pool
Our top choices for Islamorada hotels with a pool
9.2 out of 10, Wonderful, (1066)
"Everything clean, friendly staff"
Arlene
9.2 out of 10, Wonderful, (1116)
"Great place "
Oscar
8.8 out of 10, Excellent, (1000)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
Laura
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
7.6 out of 10, Good, (1003)
"The rooms are lovely. Once the remodel is done the place will be perfect. "
Deborah
9.0 out of 10, Wonderful, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
Mary
8.2 out of 10, Very Good, (1003)
"Great location, room was spotless and perfectly met my needs. I plan to return next year."
M
8.4 out of 10, Very Good, (1007)
"Just a good place to stay."
William
9.0 out of 10, Wonderful, (1003)
"Great stay. Friendly staff, great accommodations, very nice complex. "
Shela
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.
Hotels with pools and ocean views in Islamorada
$135 nightly
The price is $152
Dec 16 - Dec 17
Total with taxes and fees
Hotels with pools and free breakfast in Islamorada
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
7.6 out of 10, Good, (1003)
$147 nightly
The price is $165
Dec 18 - Dec 19
Total with taxes and fees
Hotels with pools and hot tubs in Islamorada
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
7.6 out of 10, Good, (1003)
$147 nightly
The price is $165
Dec 18 - Dec 19
Total with taxes and fees
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 Islamorada Hotel Reviews
Chesapeake Beach Resort
10/10 Excellent
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Hotels near popular Islamorada Attractions
- Hotels near Anne's Beach
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Islamorada Hotels by Star Rating
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Explore more hotels
- Sunset Inn
- La Jolla Resort
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- Only 3 weeks left in 2025 for a pre-Christmas getaway! Oceanfront/Pool/dock
- Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
- Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen
- WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
- BeachFront Paradise/By The Glam Homes
- Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
- Islamorada Boaters Paradise with 70' Dock and private beach access..
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