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The best vacation homes in Islamorada

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Anglers Reef Getaway, hotel in Islamorada

Offering an outdoor swimming pool and a garden, Anglers Reef Getaway in Islamorada is close to Windley Key and Windley Key Fossil Reef Geological State Park.

Walking distance to pool and around neighborhood!
Scored 9.0
9.0
Rated wonderful
Wonderful
22 reviews
Anglers Reef Paradise, hotel in Islamorada

Anglers Reef Paradise is located in Islamorada, 984 feet from Windley Key, and a private beach area, free bikes and an outdoor swimming pool are accessible in-house. This property offers free WiFi.

It was very clean and confortable; and the facilities where great, we enjoyed our time at the beach and used the canoes and paddle board! Great time
Scored 9.3
9.3
Rated wonderful
Wonderful
23 reviews
Hideaway with Resort Privileges, hotel in Islamorada

Hideaway with Resort Privileges is located in Key Largo, just 3.2 miles from Pigeon Key and 5.2 miles from John Pennekamp State Park. This beachfront property offers access to a balcony and free Wifi....

Beautiful house , decorated and peaceful for short trips Perfect house for relaxing time
Scored 9.1
9.1
Rated wonderful
Wonderful
17 reviews
LICENSED Mgr - LUXURY VIP PENTHOUSE SUITE - OFFERS RESORTS BEST PANORAMIC OCEAN VIEWS!, hotel in Islamorada

LICENSED Mgr - LUXURY VIP PENTHOUSE SUITE - OFFERS RESORTS BEST PANORAMIC OCEAN VIEWS! is located in Key Largo, just 3.3 miles from Pigeon Key and 5.5 miles from John Pennekamp State Park.

Amazing views, fully functional kitchen and onsite security. The large pool was extra nice.
Scored 9.4
9.4
Rated wonderful
Wonderful
5 reviews
LICENSED MGR - 3/3.5 MODERN VILLA - KEY LARGO'S PREMIER OCEANFRONT RESORT AND MARINA!, hotel in Islamorada

Providing a garden, LICENSED MGR - 3/3.5 MODERN VILLA - KEY LARGO'S PREMIER OCEANFRONT RESORT AND MARINA! offers accommodations in Key Largo.

Unit was beautiful. 3 stories, comfortable. No complaints about the owners unit. It was good and he is a conscientious owner. Great beds. Overall the villa property was nice.
Scored 8.3
8.3
Rated very good
Very Good
6 reviews
All vacation homes in Islamorada
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Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Great access to the city center! Check these vacation homes in Islamorada

  • Anglers Reef Vacation Rental
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Just a 5-minute walk from Windley Key and one mile from Windley Key Fossil Reef Geological State Park, Anglers Reef Vacation Rental features accommodations in Islamorada with barbecue facilities.

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

    EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS in Islamorada provides accommodations with a private beach area, an outdoor swimming pool, and a garden.

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

    Key Lime Cottage in the heart of Islamorada is located in Islamorada, just 1.6 miles from Sea Oats Beach and 5.3 miles from Upper Matecumbe Key.

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

    Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views! is located in Islamorada, just a 12-minute walk from Upper Matecumbe Key and 2.7 miles from Windley Key.

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

    Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.7 miles from Windley Key.

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

    Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.7 miles from Windley Key.

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

    Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.7 miles from Windley Key.

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

    Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.7 miles from Windley Key.

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

    Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.7 miles from Windley Key.

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

    Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location is located in Islamorada, just a 12-minute walk from Upper Matecumbe Key and 2.7 miles from Windley Key.

  • Little Bay Cottage

    Little Bay Cottage offers accommodations in Islamorada, 2.7 miles from Windley Key and 13 miles from Pigeon Key. The air-conditioned accommodation is a 13-minute walk from Upper Matecumbe Key.

  • Little Bay Compound

    Just a 13-minute walk from Upper Matecumbe Key and 0.6 miles from History of Diving Museum, Little Bay Compound features accommodations in Islamorada with a garden.

  • Martin Family Fish Camp

    Martin Family Fish Camp offers accommodations in Islamorada, a 7-minute walk from Upper Matecumbe Key and 3 miles from Windley Key.

  • The Oasis
    Central location

    Just a 18-minute walk from Upper Matecumbe Key and half a mile from History of Diving Museum, The Oasis features accommodations in Islamorada with a garden.

  • 3 Lux Ensuites Walk Boat Island

    3 Lux Ensuites Walk Boat Island offers accommodations in Islamorada, a 5-minute walk from Upper Matecumbe Key and 3.4 miles from Windley Key.

  • Beacon Reef 503

    Just a 4-minute walk from History of Diving Museum and 1.2 miles from Windley Key Fossil Reef Geological State Park, Beacon Reef 503 features accommodations in Islamorada with a garden.

  • Beacon Reef 501

    Just a 4-minute walk from History of Diving Museum and 1.2 miles from Windley Key Fossil Reef Geological State Park, Beacon Reef 501 features accommodations in Islamorada with a garden.

  • Beacon Reef 406

    Just a 4-minute walk from History of Diving Museum and 1.2 miles from Windley Key Fossil Reef Geological State Park, Beacon Reef 406 features accommodations in Islamorada with a garden.

  • Beacon Reef 310

    Just a 4-minute walk from History of Diving Museum and 1.2 miles from Windley Key Fossil Reef Geological State Park, Beacon Reef 310 features accommodations in Islamorada with a garden.

  • Beacon Reef 307

    Just a 4-minute walk from History of Diving Museum and 1.2 miles from Windley Key Fossil Reef Geological State Park, Beacon Reef 307 features accommodations in Islamorada with a garden.

  • Beacon Reef 306

    Just a 4-minute walk from History of Diving Museum and 1.2 miles from Windley Key Fossil Reef Geological State Park, Beacon Reef 306 features accommodations in Islamorada with a garden.

  • Beacon Reef 301

    Just a 4-minute walk from History of Diving Museum and 1.2 miles from Windley Key Fossil Reef Geological State Park, Beacon Reef 301 features accommodations in Islamorada with a garden.

  • Beacon Reef 222

    Just a 4-minute walk from History of Diving Museum and 1.2 miles from Windley Key Fossil Reef Geological State Park, Beacon Reef 222 features accommodations in Islamorada with a garden.

  • Sunshine Place
    Central location

    Sunshine Place offers accommodations in Islamorada, a 17-minute walk from Windley Key and 2.6 miles from Upper Matecumbe Key.

  • Peaceful Palms A2

    Peaceful Palms A2 is a recently renovated vacation home in Islamorada, near Windley Key. This vacation home features air-conditioned accommodations with a terrace.

  • Palms 417
    Central location

    Palms 417 is located in Islamorada, just 2.1 miles from Upper Matecumbe Key and 5.2 miles from Windley Key. This beachfront property offers access to a terrace.

  • Palms 407
    Central location

    Palms 407 offers accommodations in Islamorada, 2.1 miles from Upper Matecumbe Key and 5.2 miles from Windley Key.

  • Palms 404
    Central location

    Palms 404 offers accommodations in Islamorada, 2.1 miles from Upper Matecumbe Key and 5.2 miles from Windley Key.

FAQ about vacation homes in Islamorada

Vacation Homes That Guests Love in Islamorada

  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 353 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 excellent
    Excellent
     · 896 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: $140.76
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 1,340 reviews
    The property was very well maintained very clean.
    Harry
    Young couple
  • Avg. price/night: $201.38
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 882 reviews
    It was very clean and nice pool area , staff very welcoming .
    Joanne
    Young couple
  • Avg. price/night: $438.20
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 31 reviews
    Very clean. Friendly staff. Great location!
    Richard
    Solo traveler
  • Avg. price/night: $134.89
    Scored 7.9
    7.9
    Rated good
    Good
     · 374 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: $272.70
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 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: $171
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 393 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: $257.63
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 862 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: $223.87
    Scored 7.8
    7.8
    Rated good
    Good
     · 1,059 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