Hotels with Air Conditioning in Islamorada from $127
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Top Islamorada Hotels with Air Conditioning

Casa Morada
136 Madeira Road, Islamorada, FL
$252 nightly
The price is $284 total per night
$284 total
Jul 17 - Jul 18
Total includes taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy a day at the beach kayaking, or relax with beach umbrellas. There's no skimping ...

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$330 nightly
The price is $371 total per night
$371 total
Aug 11 - Aug 12
Total includes taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$192 nightly
The price is $217 total per night
$217 total
Aug 12 - Aug 13
Total includes taxes and fees
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$268 nightly
The price is $302 total per night
$302 total
Aug 4 - Aug 5
Total includes taxes and fees
A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $263 total per night
$263 total
Aug 13 - Aug 14
Total includes taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
$148 nightly
The price is $163 total per night
$163 total
Jul 16 - Jul 17
Total includes taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area ...

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$224 nightly
The price is $253 total per night
$253 total
Aug 11 - Aug 12
Total includes taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a ...

La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$197 nightly
The price is $222 total per night
$222 total
Jul 21 - Jul 22
Total includes taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, ...

Breezy Palms Resort
80015 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $127 total per night
$127 total
Jul 15 - Jul 16
Total includes taxes and fees
A marina and an outdoor pool are featured at this aparthotel. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.

Creekside Inn Islamorada
90611 Old Highway, Tavernier, FL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $168 total per night
$168 total
Jul 14 - Jul 15
Total includes taxes and fees
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $161 total per night
$161 total
Jul 23 - Jul 24
Total includes taxes and fees
A private beach and an outdoor pool are featured at this Art Deco motel. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. ...
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.
Islamorada hotels essential information
Accommodation | 2,178 hotels |
---|---|
Lowest Price | $127 |
Highest Price | $371 |
Popular hotels | La Siesta Resort & Villas, Creekside Inn Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Chesapeake Beach Resort, Drop Anchor, Fisher Inn Resort & Marina, Amara Cay Resort, Islander Resort, Angler's Reef Resort by KeysCaribbean, Breezy Palms Resort, Casa Morada, Cheeca Lodge & Spa |
Recent Islamorada hotel reviews by fellow wanderers

Cheeca Lodge & Spa
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"We loved the property grounds and attention to detail from the walking paths to the lagoon and the tiki torches. Our favorite time was spent in the evening on the beach as it was so calm and peaceful. We wish the beach was more usable and swimmable however. Even getting the kayaks into the water was unpleasant, I would definitely not recommend swimming there. The staff were all very attentive and friendly, Stephanie K did a wonderful job cleaning our room and the kids loved finding their stuffies organized when returning to the room. Speaking of rooms, the 1 bedroom suite was perfect! We stayed in a few resorts/ hotels during this trip and it was so nice to have a full kitchen, separate bedroom, and massive bathroom with a separate tub. We don’t normally visit the same resort twice just to be able to experience new places but Cheeca is one resort we will come back to!"
A verified traveler stayed at Cheeca Lodge & Spa
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