Vacations in Islamorada

Vacations in Islamorada

2 travelers

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$284 - $402$402 - $521$521 - $640$640 - $758$758+ per night

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Most popular Islamorada flight and hotel deals

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Islander Resort - Islamorada - Bedroom
Islander Resort - Islamorada - Bedroom
Islander Resort
9 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$621
Coconut Cove Resort and Marina - Islamorada
Coconut Cove Resort and Marina - Islamorada
Coconut Cove Resort and Marina
8.3 Very good
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$335
Fisher Inn Resort & Marina - Islamorada - Beach
Fisher Inn Resort & Marina - Islamorada - Beach
Fisher Inn Resort & Marina
7.8 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$301
Amara Cay Resort - Islamorada - Beach
Amara Cay Resort - Islamorada - Beach
Amara Cay Resort
7.9 Good
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$490
Bayside Villas by Islander Resort - Islamorada - Bedroom
Bayside Villas by Islander Resort - Islamorada - Bedroom
Bayside Villas by Islander Resort
8.5 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$645
Sands of Islamorada - Islamorada
Sands of Islamorada - Islamorada
Sands of Islamorada
8.5 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$577
Cheeca Lodge & Spa - Islamorada - Building
Cheeca Lodge & Spa - Islamorada - Building
Cheeca Lodge & Spa
8.5 Very good
Parking
Free Wi-Fi
Pool
Spa
Baltimore/Washington
Meals not included
3 nights + flight
$437
Caloosa Cove Resort by CoolVacay - Islamorada - Pool
Caloosa Cove Resort by CoolVacay - Islamorada - Pool
Caloosa Cove Resort by CoolVacay
9 Wonderful
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
$413
La Jolla Resort - Islamorada
La Jolla Resort - Islamorada
La Jolla Resort
8.8 Very good
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
$398
Treasure Harbor - Islamorada - Building
Treasure Harbor - Islamorada - Building
Treasure Harbor
8.4 Very good
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
$379
Chesapeake Beach Resort - Islamorada
Chesapeake Beach Resort - Islamorada
Chesapeake Beach Resort
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Breakfast
3 nights + flight
$358
The Caribbean Resort - Islamorada - Pool
The Caribbean Resort - Islamorada - Pool
The Caribbean Resort
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$608
Casa Morada - Islamorada - Patio
Casa Morada - Islamorada - Patio
Casa Morada
8.1 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$389
Drop Anchor Resort & Marina - Islamorada - Beach
Drop Anchor Resort & Marina - Islamorada - Beach
Drop Anchor Resort & Marina
8.2 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$382
Hadley Resort and Marina - Islamorada
Hadley Resort and Marina - Islamorada
Hadley Resort and Marina
7 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$298
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Hotel Resort - Islamorada - Restaurant
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Hotel Resort - Islamorada - Restaurant
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Hotel Resort
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$504

When to book a vacation in Islamorada

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding Islamorada package deals

  • There are loads of types of vacations in Islamorada and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $112; Family vacation $329; Romantic vacation $367; Luxury vacation $411; Budget vacation $576.

Where to stay in Islamorada

Our map will help you find the perfect place to stay for your vacation in Islamorada by showing you the exact location of each hotel.

Everything you need to know for your vacation in Islamorada

Islamorada vacation information

Top vacation (Flight+Hotel)$112
Family vacation (Flight+Hotel)$329
Romantic vacation (Flight+Hotel)$367
Luxury vacation (Flight+Hotel)$411
Budget vacation (Flight+Hotel)$576