Compare Hotels with Kitchenettes in Islamorada
Secret Bargains - Save an extra 10% or more on select Hotels with Kitchenettes
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Featured Islamorada Hotels with Kitchenettes

Islander Resort
82100 Overseas Highway Islamorada FL
$362 nightly
The price is $408 total per night
$408 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 9 minutes by foot from Islamorada Brewery & Distillery.
On private beach
Pool

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$448 nightly
The price is $504 total per night
$504 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center.
On private beach
Pool

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$143 nightly
The price is $160 total per night
$160 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and within a 5-minute drive of Rain Barrel Village.
On private beach
Pool

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$239 nightly
The price is $269 total per night
$269 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park.
On private beach
Pool

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$118 nightly
The price is $129 total per night
$129 total
Dec 17 - Dec 18
Total with taxes and fees
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village.
Pool
Pet friendly

Creekside Inn
90611 Old Highway Tavernier FL
$139 nightly
The price is $156 total per night
$156 total
Dec 16 - Dec 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Creekside Inn places you in the heart of Tavernier, just a 3-minute walk from Florida Keys Dive Center and within a 5-minute drive of Mariners Hospital.
Pool
Pet friendly

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$278 nightly
The price is $313 total per night
$313 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is by the ocean, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and History of Diving Museum.
On private beach
Pool

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$248 nightly
The price is $279 total per night
$279 total
Dec 15 - Dec 16
Total with taxes and fees
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 5-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive Center.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$261 nightly
The price is $293 total per night
$293 total
Dec 16 - Dec 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing Co..
On private beach
Pool
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Islamorada hotels essential information
Accommodation | 2,230 hotels |
|---|---|
Lowest Price | $129 |
Highest Price | $504 |
Popular hotels | Islander Resort, La Siesta Resort & Villas, Fisher Inn Resort & Marina, Chesapeake Beach Resort, Drop Anchor, Creekside Inn, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Pines & Palms Resort, Amara Cay Resort |
Most Recent Islamorada Hotel Reviews

Islander Resort
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"The stay was excellent overall. Only issues we had was our room was full of long white flies and they didn't clean up the prior guests gross cigars on the back patio. "
A verified traveler stayed at Islander Resort
Types of Hotels
Top 20 Islamorada Hotels
Hotels Near Islamorada
Top Hotel Brands
Hotels By Star Rating
Cities near Islamorada
More to Explore in Islamorada
Top Picks
Hotels
- Cheap Hotels in Daytona Beach
- Cheap Hotels in Naples
- Cheap Hotels in Sarasota
- Cheap Hotels in Cocoa Beach
- Cheap Hotels in Panama City Beach
- Cheap Hotels in St. Augustine
- Cheap Hotels in Key West
- Cheap Hotels in Ocala
- Cheap Hotels in Destin
- Cheap Hotels in Melbourne Beach
- Cheap Hotels in Palm Beach
- Cheap Hotels in Fort Myers
- Cheap Hotels in Fort Walton Beach
- Cheap Hotels in Pensacola
Flights





