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Find the right holiday home for you in Islamorada

The best holiday homes in Islamorada

Check out our pick of great holiday homes in Islamorada

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Anglers Reef Paradise, hotel in Islamorada

Anglers Reef Paradise is located in Islamorada, 300 metres from Windley Key, and a private beach area, free bikes and an outdoor swimming pool are accessible in-house. This property offers free WiFi.

The property was in a gated community, perfect for privacy and security
Scored 9.3
9.3
Rated superb
Superb
23 reviews
Anglers Reef Getaway, hotel in Islamorada

Featuring air-conditioned accommodation with a pool with a view, garden view and a patio, Anglers Reef Getaway is set in Islamorada.

The property is in a great location on the Keys with amenities nearby. The gated complex with a pool and beaches affords leisure options with the use of canoes and paddle boards. The property it’s self provides a large air conditioned space with two bedrooms with all the facilities you would expect.
Scored 9.1
9.1
Rated superb
Superb
23 reviews
Hideaway with Resort Privileges, hotel in Islamorada

Featuring air-conditioned accommodation with a heated pool, Hideaway with Resort Privileges is located in Key Largo. This beachfront property offers access to a balcony and free WiFi.

The house it self is amazing, top it off with the pool at the club house and the access to the large resort, it is just incredible.
Scored 9.1
9.1
Rated superb
Superb
17 reviews
LICENSED Mgr - LUXURY VIP PENTHOUSE SUITE - OFFERS RESORTS BEST PANORAMIC OCEAN VIEWS!, hotel in Islamorada

Featuring air-conditioned accommodation with a private pool, LICENSED Mgr - LUXURY VIP PENTHOUSE SUITE - OFFERS RESORTS BEST PANORAMIC OCEAN VIEWS! is located in Key Largo.

Scored 9.4
9.4
Rated superb
Superb
5 reviews
LICENSED MGR - 3/3.5 MODERN VILLA - KEY LARGO'S PREMIER OCEANFRONT RESORT AND MARINA!, hotel in Islamorada

Boasting a garden, private pool and garden views, LICENSED MGR - 3/3.5 MODERN VILLA - KEY LARGO'S PREMIER OCEANFRONT RESORT AND MARINA! is set in Key Largo.

Scored 8.0
8.0
Rated very good
Very good
5 reviews
All holiday homes in Islamorada
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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  • Anglers Reef Vacation Rental
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Anglers Reef Vacation Rental is set in Islamorada.

  • EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 2 reviews

    Situated in Islamorada and only 3.8 km from Windley Key, EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS features accommodation with sea views, free WiFi and free private parking.

  • Key Lime Cottage in the heart of Islamorada
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1 review

    Featuring air-conditioned accommodation with a private pool, garden view and a terrace, Key Lime Cottage in the heart of Islamorada is located in Islamorada.

  • Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views!

    Boasting air-conditioned accommodation with a balcony, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views! is set in Islamorada.

  • Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

    Located in Islamorada, 1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location provides air-conditioned accommodation...

  • Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location

    Set in Islamorada, 1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location offers air-conditioned accommodation with a...

  • Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

    Located in Islamorada, 1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable provides air-conditioned accommodation with a...

  • Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

    Situated in Islamorada, 1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location features air-conditioned accommodation...

  • Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

    Set in Islamorada, 1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location offers air-conditioned accommodation with a...

  • Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location

    Boasting air-conditioned accommodation with a balcony, Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location is situated in Islamorada.

  • Little Bay Cottage

    Situated in Islamorada, 1.1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Little Bay Cottage offers air conditioning.

  • Little Bay Compound

    Boasting sea views, Little Bay Compound features accommodation with a garden and a balcony, around 1.1 km from Upper Matecumbe Key. This beachfront property offers access to a terrace and free WiFi.

  • Martin Family Fish Camp

    Martin Family Fish Camp is set in Islamorada, 4.9 km from Windley Key, 21 km from Pigeon Key, as well as 34 km from John Pennekamp State Park.

  • The Oasis
    Central location

    Boasting air-conditioned accommodation with a private pool, sea view and a balcony, The Oasis is set in Islamorada. This beachfront property offers access to a terrace and free private parking.

  • 3 Lux Ensuites Walk Boat Island

    Featuring air-conditioned accommodation with a patio, 3 Lux Ensuites Walk Boat Island is located in Islamorada.

  • Beacon Reef 503

    Boasting sea views, Beacon Reef 503 offers accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 501

    Offering a garden and sea view, Beacon Reef 501 is situated in Islamorada, 2.4 km from Upper Matecumbe Key and 3.1 km from Windley Key. This beachfront property offers access to a balcony.

  • Beacon Reef 406

    Boasting sea views, Beacon Reef 406 features accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 310

    Boasting sea views, Beacon Reef 310 features accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 307

    Boasting sea views, Beacon Reef 307 features accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 306

    Featuring sea views, Beacon Reef 306 provides accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 301

    Boasting sea views, Beacon Reef 301 features accommodation with a garden and a terrace, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 222

    Featuring sea views, Beacon Reef 222 offers accommodation with a garden and a terrace, around 2.4 km from Upper Matecumbe Key.

  • Sunshine Place
    Central location

    Sunshine Place is a beachfront property set in Islamorada, 1.4 km from Windley Key and 4.2 km from Upper Matecumbe Key.

  • Peaceful Palms A2

    Set in Islamorada, less than 1 km from Windley Key and 5 km from Upper Matecumbe Key, Peaceful Palms A2 offers air-conditioned accommodation with a terrace and free WiFi.

  • Palms 417
    Central location

    Featuring sea views, Palms 417 offers accommodation with a balcony, around 3.3 km from Upper Matecumbe Key. This beachfront property offers access to a terrace.

  • Palms 407
    Central location

    Palms 407 is a beachfront property located in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 404
    Central location

    Palms 404 is a beachfront property situated in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

Holiday homes that guests love in Islamorada

  • Avg. price/night: £296.06
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 352 reviews
    Excellent size rooms lots of space and plenty of beds very clean rooms also.location was excellent and views were amazing.
    John
    Family with young children
  • Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 897 reviews
    The hotel is absolutely beautiful, we’ve stayed in a room just right on the beach it was like a dream. Rooms are very clean. There’s bar on the pool area. There’s a nice restaurant and cafe so close to hotel.
    BETUL
    Young couple
  • Avg. price/night: £105.99
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 1,341 reviews
    The property was very well maintained very clean.
    Harry
    Young couple
  • Avg. price/night: £151.63
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 882 reviews
    It was very clean and nice pool area , staff very welcoming .
    Joanne
    Young couple
  • Avg. price/night: £423.79
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 28 reviews
    Very clean. Friendly staff. Great location!
    Richard
    Solo traveller
  • Avg. price/night: £101.57
    Scored 7.9
    7.9
    Rated good
    Good
     · 375 reviews
    Daniel was super helpful. Beautiful place with lots of colorful buildings, small but perfect pool for kids, very clean appartments.
    Samuel
    Family with young children
  • Avg. price/night: £177.89
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 158 reviews
    The location is very beautiful, right by the water. The property was very clean and well maintained.
    Tom
    Family with young children
  • Avg. price/night: £123.68
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 391 reviews
    Really nice comfortable room. Very pleased to see reusable crockery and cutlery rather than the plastic throw away items used in most accommodations. Very clean and beautifully decorated. Only 3 miles from Robbie's Marina which is good fun. Walking distance (30 mins) to Florida Keys Brewery. Nice beach area and pool.
    Imogen
    Young couple
  • Avg. price/night: £210.93
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 861 reviews
    Upgraded to a villa! Beautiful spot to watch sunrise. Hot tub and two pools were lovely. Champagne complimentary on arrival. Very good restaurant next door. Good variety of foods at breakfast which you could eat at outdoor tables or take to your room. Villa very clean with a well equipped kitchen. All staff we encountered were very pleasant!
    Mason
    Young couple
  • Avg. price/night: £202.45
    Scored 7.8
    7.8
    Rated good
    Good
     · 1,055 reviews
    Loved sitting on patio wonderful view. Watched Pelicans diving in the water. Big comfortable room very clean and modern. Easy parking. Friendly staff at check in.
    Joanne
    Family with young children
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