Islamorada resorts

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

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Booking Insights
Recommended by KAYAK

Best Islamorada resorts and all-inclusive resorts

These are the best prices for 2-9 Aug.
Islander Resort - Islamorada - Bedroom
Islander Resort
Islamorada, FL, United States
9.0Wonderful(1900)
Parking
Free Wi-Fi
Pool
Pet-friendly
R6 349+
Check availability
Amara Cay Resort - Islamorada - Beach
Amara Cay Resort
Islamorada, FL, United States
7.9Good(1242)
Pool
Pet-friendly
Air conditioning
R4 715+
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
8.3Very Good(1464)
Parking
Free Wi-Fi
Pool
Pet-friendly
R6 329+
Check availability
Chesapeake Beach Resort - Islamorada
Chesapeake Beach Resort
Islamorada, FL, United States
8.5Very Good(1211)
Parking
Free Wi-Fi
Pool
Pet-friendly
R5 845+
Check availability
Pines & Palms Resort - Islamorada - Dining room
Pines & Palms Resort
Islamorada, FL, United States
9.3Wonderful(1258)
Parking
Free Wi-Fi
Pool
Air conditioning
R5 646+
Check availability
Lime Tree Bay Resort - Islamorada
Lime Tree Bay Resort
Islamorada, FL, United States
8.8Very Good(3879)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 506+
Check availability
Coconut Cove Resort and Marina - Islamorada
Coconut Cove Resort and Marina
Islamorada, FL, United States
8.3Very Good(359)
Parking
Free Wi-Fi
Pool
Air conditioning
R3 824+
Check availability
Breezy Palms Resort - Islamorada - Living room
Breezy Palms Resort
Islamorada, FL, United States
8.2Very Good(1158)
Free Wi-Fi
Pool
Air conditioning
R3 018+
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La Jolla Resort - Islamorada
La Jolla Resort
Islamorada, FL, United States
8.8Very Good(1498)
Parking
Free Wi-Fi
Pool
Air conditioning
R4 116+
Check availability
Drop Anchor Resort & Marina - Islamorada - Beach
Drop Anchor Resort & Marina
Islamorada, FL, United States
8.1Very Good(519)
Parking
Free Wi-Fi
Pool
Pet-friendly
R4 091+
Check availability
Matecumbe Resort - Islamorada - Kitchen
Matecumbe Resort
Islamorada, FL, United States
8.5Very Good(498)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 995+
Check availability
Topsider Resort - Islamorada
Topsider Resort
Islamorada, FL, United States
7.6Good(29)
Parking
Free Wi-Fi
Pool
Air conditioning
R4 353+
Check availability
Caloosa Cove Resort by CoolVacay - Islamorada - Pool
Caloosa Cove Resort by CoolVacay
Islamorada, FL, United States
9.0Wonderful(587)
Parking
Free Wi-Fi
Pool
Air conditioning
R6 303+
Check availability
Ragged Edge Resort & Marina - Islamorada - Beach
Ragged Edge Resort & Marina
Islamorada, FL, United States
9.2Wonderful(187)
Free Wi-Fi
Pool
Air conditioning
R5 021+
Check availability
Angler's Reef Resort by KeysCaribbean - Islamorada - Living room
Angler's Reef Resort by KeysCaribbean
Islamorada, FL, United States
8.9Very Good(34)
Free Wi-Fi
Air conditioning
R9 446+
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
R7 670+
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
R6 051+
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
R19 913+
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
R23 932+
Check availability
2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay - Islamorada - Beach
2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
Islamorada, FL, United States
Air conditioning
R9 429+
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 731. The most expensive month is February at R8 219 per night.

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

Wednesday offers the lowest rates in Islamorada, with an average nightly price of R3 963/night. The highest prices are found on Friday, with average rates at R6 907/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)

October
April
R4 513
R6 634
Cheapest month to stay with an average 20% drop in price.
Most expensive month to stay with an average 48% 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.
  • Don’t know how much time you need to see all the sights? KAYAK users usually book their resort in Miami for 5 days.

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 R2 460 and the lowest priced 4-star resort was R4 211. The cheapest resort found on KAYAK for tonight is R2 783.

  • 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 822. Users have also found 3 star hotels from R2 822 and 4-star plus hotels from R4 787.

  • 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 R7 402 compared to R6 449 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 Islander Resort, Amara Cay Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Hotel 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