Search
Best Deals
Tips
Vacation information
Vacations in Islamorada

Vacations in Islamorada

2 travellers

Search 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.

Cheap Islamorada package deals

Discover the best prices and deals for you by selecting your travel dates.
Choose your dates

Most popular Islamorada flight and hotel deals

Show all
Islander Resort - Islamorada - Beach
Islander Resort - Islamorada - Beach
Islander Resort
8.5 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 845
Coconut Cove Resort and Marina - Islamorada - Pool
Coconut Cove Resort and Marina - Islamorada - Pool
Coconut Cove Resort and Marina
7.2 Good
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 724
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
Boston Logan Intl
Breakfast
3 nights + flight
C$ 650
Amara Cay Resort - Islamorada - Restaurant
Amara Cay Resort - Islamorada - Restaurant
Amara Cay Resort
8.2 Very good
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
C$ 872
Islander Bayside Villas & Boatslips - Islamorada - Building
Islander Bayside Villas & Boatslips - Islamorada - Building
Islander Bayside Villas & Boatslips
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 845
The Islands of Islamorada - Islamorada - Living room
The Islands of Islamorada - Islamorada - Living room
The Islands of Islamorada
7.7 Good
Parking
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
C$ 1,203
Sands of Islamorada - Islamorada - Pool
Sands of Islamorada - Islamorada - Pool
Sands of Islamorada
8.7 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
C$ 661
Cheeca Lodge & Spa - Islamorada - Building
Cheeca Lodge & Spa - Islamorada - Building
Cheeca Lodge & Spa
8.6 Very good
Parking
Free Wi-Fi
Pool
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 1,098
Ragged Edge Resort & Marina - Islamorada - Patio
Ragged Edge Resort & Marina - Islamorada - Patio
Ragged Edge Resort & Marina
9.1 Wonderful
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
C$ 627
Chesapeake Beach Resort - Islamorada - Dining room
Chesapeake Beach Resort - Islamorada - Dining room
Chesapeake Beach Resort
8 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
C$ 777
Lime Tree Bay Resort - Islamorada - Living room
Lime Tree Bay Resort - Islamorada - Living room
Lime Tree Bay Resort
8.6 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
C$ 668
Drop Anchor Resort & Marina - Islamorada - Beach
Drop Anchor Resort & Marina - Islamorada - Beach
Drop Anchor Resort & Marina
7.8 Good
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
C$ 748
Pines & Palms Resort - Islamorada - Living room
Pines & Palms Resort - Islamorada - Living room
Pines & Palms Resort
8.7 Very good
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 876
Hadley Resort and Marina - Islamorada - Kitchen
Hadley Resort and Marina - Islamorada - Kitchen
Hadley Resort and Marina
7.2 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Breakfast
3 nights + flight
C$ 648
La Siesta Resort & Villas - Islamorada - Pool
La Siesta Resort & Villas - Islamorada - Pool
La Siesta Resort & Villas
8.1 Very good
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
C$ 768
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Islamorada - Restaurant
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Islamorada - Restaurant
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
8 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
C$ 928

Last minute vacation packages to Islamorada

Show all
Topsider Resort - Islamorada - Dining room
Topsider Resort - Islamorada - Dining room
Topsider Resort
8.9 Very good
Parking
Free Wi-Fi
Pool
Jacksonville
Meals not included
3 nights + flight
C$ 1,226
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

C$ 550 - C$ 2,034C$ 2,034 - C$ 3,516C$ 3,516 - C$ 5,000C$ 5,000 - C$ 6,483C$ 6,483+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

When to book a vacation in Islamorada

Price includes flights and 3 nights accommodation for 2 travellers. 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 travellers: Top vacation C$ 702; Family vacation C$ 723; Romantic vacation C$ 687; Luxury vacation C$ 909.

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.

Islamorada vacation information

Top vacation (Flight+Hotel)C$ 702
Family vacation (Flight+Hotel)C$ 723
Romantic vacation (Flight+Hotel)C$ 687
Luxury vacation (Flight+Hotel)C$ 909