Vacations in Islamorada

Vacations in Islamorada

2 travelers

KAYAK searches hundreds of travel sites at once for vacation package deals in Islamorada

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap Islamorada package deals

These are the best prices for Mar 25 - 28.
Go to map

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$752 - $993$993 - $1,234$1,234 - $1,475$1,475 - $1,716$1,716+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Islamorada flight and hotel deals

Show all
Islander Resort - Islamorada - Bedroom
Islander Resort - Islamorada - Bedroom
Islander Resort
8.9 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Columbus
Meals not included
3 nights + flight
$1,349
Coconut Cove Resort and Marina - Islamorada - Pool
Coconut Cove Resort and Marina - Islamorada - Pool
Coconut Cove Resort and Marina
8 Very good
Parking
Free Wi-Fi
Pool
Columbus
Breakfast
3 nights + flight
$974
Amara Cay Resort - Islamorada - Restaurant
Amara Cay Resort - Islamorada - Restaurant
Amara Cay Resort
8.1 Very good
Pool
Pet friendly
Columbus
Meals not included
3 nights + flight
$752
Fisher Inn Resort & Marina - Islamorada - Beach
Fisher Inn Resort & Marina - Islamorada - Beach
Fisher Inn Resort & Marina
7.7 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Columbus
Breakfast
3 nights + flight
$867
Bayside Villas by Islander Resort - Islamorada - Bedroom
Bayside Villas by Islander Resort - Islamorada - Bedroom
Bayside Villas by Islander Resort
8.6 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Columbus
Meals not included
3 nights + flight
$1,715
The Islands of Islamorada - Islamorada - Living room
The Islands of Islamorada - Islamorada - Living room
The Islands of Islamorada
9.2 Wonderful
Parking
Free Wi-Fi
Pool
Columbus
Meals not included
3 nights + flight
$1,689
Cheeca Lodge & Spa - Islamorada - Building
Cheeca Lodge & Spa - Islamorada - Building
Cheeca Lodge & Spa
8.6 Very good
Parking
Free Wi-Fi
Pool
Spa
Columbus
Meals not included
3 nights + flight
$1,037
Caloosa Cove Resort - Islamorada - Balcony
Caloosa Cove Resort - Islamorada - Balcony
Caloosa Cove Resort
8.8 Very good
Parking
Free Wi-Fi
Pool
Columbus
Meals not included
3 nights + flight
$1,062
La Jolla Resort - Islamorada - Living room
La Jolla Resort - Islamorada - Living room
La Jolla Resort
8.8 Very good
Parking
Free Wi-Fi
Pool
Columbus
Meals not included
3 nights + flight
$896
Ragged Edge Resort & Marina - Islamorada - Patio
Ragged Edge Resort & Marina - Islamorada - Patio
Ragged Edge Resort & Marina
9 Wonderful
Free Wi-Fi
Pool
Columbus
Meals not included
3 nights + flight
$790
Chesapeake Beach Resort - Islamorada - Balcony
Chesapeake Beach Resort - Islamorada - Balcony
Chesapeake Beach Resort
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Columbus
Breakfast
3 nights + flight
$974
Lime Tree Bay Resort - Islamorada - Living room
Lime Tree Bay Resort - Islamorada - Living room
Lime Tree Bay Resort
8.7 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Columbus
Meals not included
3 nights + flight
$853
Drop Anchor Resort & Marina - Islamorada - Beach
Drop Anchor Resort & Marina - Islamorada - Beach
Drop Anchor Resort & Marina
7.9 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Columbus
Meals not included
3 nights + flight
$852
Hadley Resort and Marina - Islamorada - Bedroom
Hadley Resort and Marina - Islamorada - Bedroom
Hadley Resort and Marina
7.2 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Columbus
Breakfast
3 nights + flight
$765
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
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Columbus
Meals not included
3 nights + flight
$999
La Siesta Resort & Villas - Islamorada - Pool
La Siesta Resort & Villas - Islamorada - Pool
La Siesta Resort & Villas
8.2 Very good
Parking
Pool
Pet friendly
Columbus
Meals not included
3 nights + flight
$768

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 $91; Family vacation $292; Romantic vacation $268; Luxury vacation $273; Budget vacation $418.

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)$91
Family vacation (Flight+Hotel)$292
Romantic vacation (Flight+Hotel)$268
Luxury vacation (Flight+Hotel)$273
Budget vacation (Flight+Hotel)$418