Compare Kid Friendly Hotels in Islamorada
Secret Bargains - Save an extra 10% or more on select Kid Friendly Hotels
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 Kid Friendly Hotels
Islander Resort
82100 Overseas Highway Islamorada FL
$276 nightly
The price is $311 total per night
$311 total
May 19 - May 20
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 7 minutes by foot from Islamorada Brewery & Distillery.
On private beach
Pool
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$289 nightly
The price is $325 total per night
$325 total
May 3 - May 4
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
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$253 nightly
The price is $285 total per night
$285 total
May 12 - May 13
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
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
May 3 - May 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
On private beach
Pool
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$322 nightly
The price is $362 total per night
$362 total
May 25 - May 26
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
Conch On Inn Motel
103 Caloosa Street Tavernier FL
Located in Tavernier (Indian Waterways), Conch On Inn Motel is within a 5-minute drive of Old Road Gallery and Florida Keys Dive Center.
Pet friendly
Parking included
The Caribbean Resort
117 Carroll St Islamorada FL
A stay at The Caribbean Resort places you in the heart of Islamorada, within a 5-minute drive of Hurricane Monument and History of Diving Museum.
Pool
Hot Tub
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$294 nightly
The price is $331 total per night
$331 total
May 11 - May 12
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Bayside Villas by Islander Resort, you'll be centrally located in Islamorada, just a 4-minute walk from Hurricane Monument and 7 minutes by foot from Florida Keys Brewing Co..
Sands of Islamorada
80051 Overseas Highway Islamorada FL
$227 nightly
The price is $255 total per night
$255 total
Apr 28 - Apr 29
Total with taxes and fees
Located in Islamorada (Matecumbe), Sands of Islamorada is within a 5-minute drive of Bud n' Mary's Dive Center and History of Diving Museum.
Pool
Pet friendly
Creekside Inn
90611 Old Highway Tavernier FL
$433 nightly
The price is $487 total per night
$487 total
Apr 28 - Apr 29
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, a short 3-minute walk from Florida Keys Dive Center and within 2 minutes by car from Mariners Hospital.
Pool
Pet friendly
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$198 nightly
The price is $223 total per night
$223 total
Apr 28 - Apr 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, a short 3-minute walk from Windley Key Fossil Reef Geological State Park and within 3 minutes by car from Rain Barrel Village.
On private beach
Pool
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$179 nightly
The price is $201 total per night
$201 total
Apr 28 - Apr 29
Total with taxes and fees
With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the waterfront, just steps from Windley Key Fossil Reef Geological State Park and a 3-minute drive from History of Diving Museum.
Pool
Breakfast included
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 | 2,215 hotels |
|---|---|
Lowest Price | $201 |
Highest Price | $487 |
Popular hotels | Islander Resort, Amara Cay Resort, La Siesta Resort & Villas, Cheeca Lodge & Spa, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Conch On Inn Motel, The Caribbean Resort, Bayside Villas by Islander Resort, Sands of Islamorada, Creekside Inn, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina |
Most Recent Islamorada Hotel Reviews
Chesapeake Beach Resort
5 out of 5
Posted 4 hours ago
CheapTickets Verified Review
"This is a fabulous place. Staff are extremely warm and welcoming. Breakfast is made to order for hot dishes and plenty of choices for continental foods.
The facility is very clean. It is in a good location for local favorites. It is a decent distance from activities.
I highly recommend this resort. Would definitely stay there again!"
A verified traveler stayed at Chesapeake Beach Resort
More to Explore in Islamorada
Top Picks
- Business Hotels in Tavernier
- Inns in Duck Key
- Hotels near Everglades National Park
- Villas in Tavernier
- Vacation Rentals in Tavernier
- Hotels on the Lake in Duck Key
- Arcade Hotels in Duck Key
- Green Hotels in Key Largo
- 4 Star Hotels in Key Largo
- Gay Friendly Hotels in Islamorada
- 4 Star Hotels in Islamorada
- 4 Star Hotels in Key Colony Beach
- Resorts in Key Colony Beach
- 4 Star Hotels in Tavernier
- Rv Parks in Duck Key
- 4 Star Hotels in Marathon
- Hotels with Room Service in Key Largo
- Fishing Resorts & in Islamorada
- Tavernier Hotels
- Hotels near Harry Harris Park
- Kid Friendly Hotels in Duck Key
- Pet Friendly Hotels in Key Colony Beach
- Rv Parks in Key Colony Beach
- Islamorada Hotels
- Beach Resorts & in Duck Key
- Hotels with Restaurants in Key Largo
- Condo Rentals in Tavernier
- 3 Star Hotels in Key Largo
- Apartments in Duck Key
- Fishing Resorts & in Tavernier
- Oceanfront Hotels in Tavernier
- Hotels with Hot Tubs in Tavernier
- Holiday Park Resorts in Key Largo
- Pet Friendly Hotels in Islamorada
- Hotels near Long Key State Park
- 5 Star Hotels in Key Largo
- Condo Rentals in Islamorada
- Hotels near Anne's Beach
- Hotels with Air Conditioning in Islamorada
- 4 Star Hotels in Duck Key
- Beach Resorts & in Key Largo
- Motels in Key Colony Beach
- 5 Star Hotels in Tavernier
- Anglers Park Hotels
- Hotels with Childcare in Duck Key
- 5 Star Hotels in Islamorada
- Key Largo Hotels
- Cross Key Waterways Hotels
- Beach Resorts & in Key Colony Beach
- Luxury Hotels in Key Colony Beach
- Green Hotels in Islamorada
- Romantic Getaways & Hotels in Key Colony Beach
- Historic Hotels in Tavernier
- Condo Rentals in Marathon
- Hotels with a Wedding Venue in Duck Key
- 3 Star Hotels in Tavernier
- Hotels with Restaurants in Tavernier
- Oceanfront Hotels in Grassy Key
- Hotels with a Wedding Venue in Key Largo
- Hotels with Childcare in Key Largo
- Spa Resorts & in Tavernier
- Indian Waterways Hotels
- 3 Star Hotels in Key Colony Beach
- Golf Resorts & in Islamorada
- 5 Star Hotels in Marathon
- Flights from Minneapolis - St. Paul to Marathon
- Flights to Key Largo
- Flights from Newark to Marathon
- Flights from Santo Domingo to Marathon
- Flights from Houston to Marathon
- Flights from Florida Keys Marathon
- Flights from Milwaukee to Marathon
- Flights from Boston to Marathon
- Flights from Rochester to Marathon
- Flights from Casablanca to Marathon
- Flights from Nashville to Marathon
- Flights from Austin to Marathon
- Flights from Kingston to Marathon
- Flights from Salt Lake City to Marathon
- Flights from Detroit to Marathon
- Flights to Florida Keys Marathon
- Flights from Guatemala City to Marathon
- Flights from Oklahoma City to Marathon
- Flights from Barcelona to Marathon
- Flights from Asuncion to Marathon
- Flights from Buffalo to Marathon
- Flights from Sao Paulo to Marathon
- Flights from Salvador to Marathon
- Flights from Cleveland to Marathon
- Flights from Kansas City to Marathon