Islamorada resorts

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

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Best Islamorada resorts and all-inclusive resorts

These are the best prices for 13-20 Aug.
Islander Resort - Islamorada - Bedroom
Islander Resort
Islamorada, FL, United States
9.0Wonderful(1905)
Parking
Free Wi-Fi
Pool
Pet-friendly
R5 992+
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(1457)
Parking
Free Wi-Fi
Pool
Pet-friendly
R5 597+
Check availability
Amara Cay Resort - Islamorada - Beach
Amara Cay Resort
Islamorada, FL, United States
7.9Good(1241)
Pool
Pet-friendly
Air conditioning
R4 625+
Check availability
Pines & Palms Resort - Islamorada - Dining room
Pines & Palms Resort
Islamorada, FL, United States
9.3Wonderful(1259)
Parking
Free Wi-Fi
Pool
Air conditioning
R5 669+
Check availability
Chesapeake Beach Resort - Islamorada
Chesapeake Beach Resort
Islamorada, FL, United States
8.5Very Good(1217)
Parking
Free Wi-Fi
Pool
Pet-friendly
R4 245+
Check availability
Lime Tree Bay Resort - Islamorada
Lime Tree Bay Resort
Islamorada, FL, United States
8.8Very Good(3886)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 285+
Check availability
Coconut Cove Resort and Marina - Islamorada
Coconut Cove Resort and Marina
Islamorada, FL, United States
8.3Very Good(360)
Parking
Free Wi-Fi
Pool
Air conditioning
R3 481+
Check availability
Breezy Palms Resort - Islamorada - Living room
Breezy Palms Resort
Islamorada, FL, United States
8.2Very Good(1163)
Free Wi-Fi
Pool
Air conditioning
R2 957+
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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
R3 844+
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
R3 759+
Check availability
Matecumbe Resort - Islamorada - Kitchen
Matecumbe Resort
Islamorada, FL, United States
8.5Very Good(499)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 849+
Check availability
Topsider Resort - Islamorada
Topsider Resort
Islamorada, FL, United States
7.6Good(29)
Parking
Free Wi-Fi
Pool
Air conditioning
R4 086+
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
R5 279+
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
R4 452+
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 185+
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 371+
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
R5 442+
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
R18 932+
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
R22 871+
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 169+
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 R4 053. The most expensive month is February at R8 711 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 R4 652/night. The highest prices are found on Thursday, with average rates at R6 163/night.

How much is a resort in Islamorada for tonight?

Based on resort deals in Islamorada found by KAYAK in the last 5 days.

The best deal for a 3-star resort room in Islamorada found by KAYAK users in the last 5 days was R1 995, while the lowest price for a 4-star resort was R2 594. The cheapest room found overall was for R1 874.

How much is a resort in Islamorada for this weekend?

Based on resort deals in Islamorada found by KAYAK in the last 5 days.

The cheapest Resort room in Islamorada for the upcoming weekend found on KAYAK in the last 5 days was for R3 184 per night.

How far in advance should you book a resort in Islamorada?

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

Book at least 57 days before your stay begins to get the best price for your resort in Islamorada.

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)

September
January
R5 137
R5 631
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 59% 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 57 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 R1 995 and the lowest priced 4-star resort was R2 566. The cheapest resort found on KAYAK for tonight is R1 811.

  • 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 R3 092. Users have also found 3 star hotels from R3 092 and 4-star plus hotels from R4 811.

  • 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 R4 367 compared to R5 953 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