Islamorada resorts

KAYAK searches hundreds of resorts and all-inclusive resorts in Islamorada

Here is why travellers 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.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Islamorada resorts and all-inclusive resorts

These are the best prices for 4-11 Jul.
Islander Resort - Islamorada - Bedroom
Islander Resort
Islamorada, FL, United States
8.9Very Good(1875)
Parking
Free Wi-Fi
Pool
Pet-friendly
R6 857+
Check availability
Amara Cay Resort - Islamorada - Beach
Amara Cay Resort
Islamorada, FL, United States
8.0Very Good(1233)
Pool
Pet-friendly
Air conditioning
R4 966+
Check availability
Chesapeake Beach Resort - Islamorada - Balcony
Chesapeake Beach Resort
Islamorada, FL, United States
8.5Very Good(1197)
Parking
Free Wi-Fi
Pool
Pet-friendly
R6 149+
Check availability
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, FL, United States
8.4Very Good(1463)
Parking
Free Wi-Fi
Pool
Pet-friendly
R6 810+
Check availability
Pines & Palms Resort - Islamorada - Balcony
Pines & Palms Resort
Islamorada, FL, United States
9.3Wonderful(1257)
Parking
Free Wi-Fi
Pool
Air conditioning
R5 726+
Check availability
Lime Tree Bay Resort - Islamorada - Balcony
Lime Tree Bay Resort
Islamorada, FL, United States
8.7Very Good(3842)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 796+
Check availability
Coconut Cove Resort and Marina - Islamorada - Outdoor view
Coconut Cove Resort and Marina
Islamorada, FL, United States
8.3Very Good(355)
Parking
Free Wi-Fi
Pool
Air conditioning
R4 052+
Check availability
Breezy Palms Resort - Islamorada - Living room
Breezy Palms Resort
Islamorada, FL, United States
8.1Very Good(1140)
Free Wi-Fi
Pool
Air conditioning
R3 228+
Check availability
La Jolla Resort - Islamorada
La Jolla Resort
Islamorada, FL, United States
8.8Very Good(1496)
Parking
Free Wi-Fi
Pool
Air conditioning
R4 602+
Check availability
Angler's Reef Resort by KeysCaribbean - Islamorada - Dining room
Angler's Reef Resort by KeysCaribbean
Islamorada, FL, United States
8.9Very Good(34)
Free Wi-Fi
Air conditioning
R9 256+
Check availability
Matecumbe Resort - Islamorada - Kitchen
Matecumbe Resort
Islamorada, FL, United States
8.5Very Good(496)
Parking
Free Wi-Fi
Pool
Air conditioning
R3 146+
Check availability
Topsider Resort - Islamorada
Topsider Resort
Islamorada, FL, United States
7.6Good(29)
Parking
Free Wi-Fi
Pool
Air conditioning
R4 958+
Check availability
Caloosa Cove Resort by CoolVacay - Islamorada - Pool
Caloosa Cove Resort by CoolVacay
Islamorada, FL, United States
9.0Wonderful(583)
Parking
Free Wi-Fi
Pool
Air conditioning
R6 333+
Check availability
Ragged Edge Resort & Marina - Islamorada - Beach
Ragged Edge Resort & Marina
Islamorada, FL, United States
9.1Wonderful(186)
Free Wi-Fi
Pool
Air conditioning
R5 378+
Check availability
Keys Villa - Islamorada - Kitchen
Keys Villa
Islamorada, FL, United States
10Wonderful(7)
Pool
Air conditioning
R6 555+
Check availability
2 Bedroom Suite w/ Kitchenette, Outdoor Pool, Free Parking & Pet Friendly! - Islamorada - Living room
2 Bedroom Suite w/ Kitchenette, Outdoor Pool, Free Parking & Pet Friendly!
Islamorada, FL, United States
10Wonderful(1)
Air conditioning
R9 746+
Check availability
Studio w/ King Bed, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly - Islamorada - Pool
Studio w/ King Bed, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly
Islamorada, FL, United States
Air conditioning
R7 350+
Check availability
2 Bedroom Suite in Islamorada! Swimming Pool, Kitchenette, Pets Allowed! - Islamorada - Pool
2 Bedroom Suite in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
Islamorada, FL, United States
Air conditioning
R21 907+
Check availability
3 Bedroom Suite w/Kitchenette, Pool, Free Parking & Pet Friendly - Islamorada - Pool
3 Bedroom Suite w/Kitchenette, Pool, Free Parking & Pet Friendly
Islamorada, FL, United States
Air conditioning
R25 120+
Check availability
Brand New Home, Resort Location, Pet Friendly, Oceanview - Islamorada - Balcony
Brand New Home, Resort Location, Pet Friendly, Oceanview
Islamorada, FL, United States
Pool
Air conditioning
R5 435+
Check availability
Booking Insights

KAYAK’s insights for resorts in Islamorada

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Islamorada with confidence.

Which month has the cheapest resort rates in Islamorada?

Based on resort prices in Islamorada found by KAYAK users over the last 12 months.

The cheapest month to book a resort in Islamorada is September, with an average nightly rate of R3 640. The most expensive month is February at R8 021 per night.

What is the cheapest day of the week to book a resort in Islamorada?

Tuesday offers the lowest rates in Islamorada, with an average nightly price of R4 578/night. The highest prices are found on Saturday, with average rates at R6 775/night.

How early should you book a resort in Islamorada?

Book at least 4 days before your stay begins to get the best price for your Islamorada resort.

Find deals

How much is a Islamorada resort?

Here are our most popular and best value resorts and all inclusive resorts in Islamorada

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

May
December
R4 743
R6 491
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 57% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Islamorada resort deals

  • If you want to ensure you grab a bargain, try to book at least 4 days before your stay to get the best price for a Islamorada resort.

FAQs when booking a resort in Islamorada

  • How much is a resort in Islamorada for tonight?

    The best price a KAYAK user has found for a 3-star resort in Islamorada in the last 3 hours was R4 267 and the lowest priced 4-star resort was R6 193. The cheapest resort found on KAYAK for tonight is R2 715.

  • How much is a resort in Islamorada for this weekend?

    In the last 72 hours, KAYAK users have booked Islamorada resort for this weekend for as low as R2 710. Users have also found 3 star hotels from R2 710 and 4-star plus hotels from R5 651.

  • Is it cheaper to stay in a resort than in a hotel in Islamorada?

    The average price for a night in a resort in Islamorada is R5 543 compared to R6 171 for a night in a hotel.

  • Which Islamorada resorts are especially family-friendly?

    Resorts offer a fun-filled time for the entire family. Resorts in Islamorada that are recommended as particularly family-friendly are Amara Cay Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Hotel Resort and Islander Resort.

  • Are there resorts in Islamorada that are good for couples?

    Resorts can be a great choice for a romantic option. Islander Resort, Amara Cay Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Hotel Resort are especially romantic resorts in Islamorada.

Where to find the best resorts in Islamorada?

Our map will help you find the perfect resort in Islamorada by showing you the exact location of each resort

Everything you need to know for your stay in Islamorada