Islamorada resorts

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

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Recommended by KAYAK

Best Islamorada resorts and all inclusive resorts

Most recommended Islamorada resorts

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Islander Resort - Islamorada - Beach
Islander Resort
Islamorada, FL, United States
8.5Very Good(1720)
Parking
Free Wi-Fi
Pool
Pet-friendly
$539+
View availability
Coconut Cove Resort and Marina - Islamorada - Pool
Coconut Cove Resort and Marina
Islamorada, FL, United States
7.4Good(306)
Parking
Free Wi-Fi
Pool
$295+
View availability
Amara Cay Resort - Islamorada - Restaurant
Amara Cay Resort
Islamorada, FL, United States
8.1Very Good(1175)
Pool
Pet-friendly
$392+
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La Jolla Resort - Islamorada - Dining room
La Jolla Resort
Islamorada, FL, United States
8.8Very Good(1357)
Parking
Free Wi-Fi
Pool
$389+
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Chesapeake Beach Resort - Islamorada - Dining room
Chesapeake Beach Resort
Islamorada, FL, United States
8.4Very Good(1093)
Parking
Free Wi-Fi
Pool
Pet-friendly
$502+
View availability
Lime Tree Bay Resort - Islamorada - Living room
Lime Tree Bay Resort
Islamorada, FL, United States
8.6Very Good(3516)
Parking
Free Wi-Fi
Pool
Pet-friendly
$360+
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Drop Anchor Resort & Marina - Islamorada - Beach
Drop Anchor Resort & Marina
Islamorada, FL, United States
7.5Good(448)
Parking
Free Wi-Fi
Pool
$521+
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Pines & Palms Resort - Islamorada - Bedroom
Pines & Palms Resort
Islamorada, FL, United States
8.8Very Good(1196)
Parking
Free Wi-Fi
Pool
$524+
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Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Islamorada - Bar
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada, FL, United States
7.8Good(1475)
Parking
Free Wi-Fi
Pool
Pet-friendly
$591+
View availability
Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer - Islamorada - Living room
Caribbean-Style Family Home w/ Full Kitchen, WiFi, Veranda, & Washer-Dryer
Islamorada, FL, United States
Spa
$1,383+
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Cozy Caribbean-Style Home w/ Outdoor Veranda - Steps to Beach-Entry Pool - Islamorada - Pool
Cozy Caribbean-Style Home w/ Outdoor Veranda - Steps to Beach-Entry Pool
Islamorada, FL, United States
Spa
$904+
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Matecumbe Resort - Islamorada - Kitchen
Matecumbe Resort
Islamorada, FL, United States
8.4Very Good(427)
Parking
Free Wi-Fi
Pool
$302+
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Keys Villa - Islamorada - Kitchen
Keys Villa
Islamorada, FL, United States
Free Wi-Fi
Pool
$726+
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Breezy Palms Resort - Islamorada - Bedroom
Breezy Palms Resort
Islamorada, FL, United States
8.2Very Good(880)
Free Wi-Fi
Pool
$311+
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Angler's Reef Resort by KeysCaribbean - Islamorada - Pool
Angler's Reef Resort by KeysCaribbean
Islamorada, FL, United States
8.9Very Good(34)
Free Wi-Fi
Pool
$647+
View availability
Custom-Built Oceanfront Caribbean Home w/ Gorgeous Ocean & Sunrise Views - Islamorada - Patio
Custom-Built Oceanfront Caribbean Home w/ Gorgeous Ocean & Sunrise Views
Islamorada, FL, United States
Spa
$3,212+
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Topsider Resort by Capital Vacations - Islamorada - Bedroom
Topsider Resort by Capital Vacations
Islamorada, FL, United States
$422+
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Ragged Edge Resort & Marina - Islamorada - Patio
Ragged Edge Resort & Marina
Islamorada, FL, United States
9.2Wonderful(159)
Free Wi-Fi
Pool
$474+
View availability
Fiesta Key Rv Resort & Marina - Long Key - Living room
Fiesta Key Rv Resort & Marina
Long Key, FL, United States
Pool
Spa
$273+
View availability
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$0 - $803$803 - $1,606$1,606 - $2,409$2,409 - $3,212$3,212+ per night

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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?

Resorts are cheapest in Islamorada in October, with average rates of $687. In comparison, February is the most expensive month, with prices at $1,343.

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

Sunday offers the lowest rates in Islamorada, with an average nightly price of $673. The highest prices are found on Friday, with average rates at $955.
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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

October

High season

February

Average price (weeknight)

$526

Average price (weekend night)

$596
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 64% 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 more than 90 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 3 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 $280 and the lowest priced 4-star resort was $505. The cheapest resort found on KAYAK for tonight is $234.

  • 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 $281. Users have also found 3 star hotels from $287 and 4-star plus hotels from $428.

  • 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 $574 compared to $420 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 Matecumbe Resort, Pines & Palms Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort.

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

Islamorada resort and all inclusive resort deals. Search for resorts in Islamorada. Find cheap resorts and all inclusive resorts in Islamorada. KAYAK searches hundreds of travel sites to help you find cheap resorts and book the room that suits you best.

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