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The best cottages in Islamorada

Check out our pick of great cottages in Islamorada

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Featuring air-conditioned accommodation with a pool with a view, garden view and a patio, Anglers Reef Getaway is set in Islamorada. This beachfront property offers access to a balcony, squash on the squash court, free private parking and free WiFi. The property is non-smoking and is situated 600 metres from Windley Key.

loved the location and the quick responses from the host.

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9
Superb
24 reviews

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.

This air-conditioned holiday home has 2 bedrooms and 2.5 bathrooms, a cable flat-screen TV, and a fully equipped kitchen. The holiday home also provides a bathroom with a shower.

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

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9.2
Superb
25 reviews
Price from
RSD 33,332
per night

Boasting air-conditioned accommodation with a balcony, Isla Tamarillo - Waterfront Boutique Resort, Island Paradise, Prime Location is set in Islamorada. The property is around 1 km from Upper Matecumbe Key, 4.3 km from Windley Key and 20 km from Pigeon Key. The accommodation provides a 24-hour front desk and parking on-site.

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Price from
RSD 60,774
per night

Boasting air-conditioned accommodation with a balcony, Isla Mirabelle - Waterfront Boutique Resort, Island Paradise, Prime Location is set in Islamorada. The property is around 1 km from Upper Matecumbe Key, 4.3 km from Windley Key and 20 km from Pigeon Key. The accommodation provides a 24-hour front desk and parking on-site.

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Price from
RSD 84,980
per night

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 with a balcony and free WiFi. The property is set 20 km from Pigeon Key, 33 km from John Pennekamp State Park and 47 km from Florida Keys Aquarium Encounters. The accommodation offers a 24-hour front desk and parking on-site.

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Price from
RSD 56,015
per night

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 balcony and free WiFi. The property is located 20 km from Pigeon Key, 33 km from John Pennekamp State Park and 47 km from Florida Keys Aquarium Encounters. The accommodation provides a 24-hour front desk and parking on-site.

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Price from
RSD 50,081
per night

Located in Islamorada, 1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Isla Key Lime - Island Paradise, Waterfront Pool, Prime Location provides air-conditioned accommodation with a balcony and free WiFi. The property is situated 20 km from Pigeon Key, 33 km from John Pennekamp State Park and 47 km from Florida Keys Aquarium Encounters. The accommodation features a 24-hour front desk and parking on-site.

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Price from
RSD 59,042
per night

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 with a balcony and free WiFi. The property is located 20 km from Pigeon Key, 33 km from John Pennekamp State Park and 47 km from Florida Keys Aquarium Encounters. The accommodation provides a 24-hour front desk and parking on-site.

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Price from
RSD 46,855
per night

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 balcony and free WiFi. The property is situated 20 km from Pigeon Key, 33 km from John Pennekamp State Park and 47 km from Florida Keys Aquarium Encounters. The accommodation features a 24-hour front desk and parking on-site.

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Price from
RSD 57,907
per night

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. With sea views, this accommodation features a balcony. The accommodation provides a 24-hour front desk and parking on-site.

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Price from
RSD 43,404
per night

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
Search cottages in Islamorada

Most booked cottages in Islamorada this month

Enjoy breakfast in Islamorada!

These cottages in Islamorada have options with FREE cancellation

  • 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...

  • Peaceful Palms A2
    Free cancellation options available

    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.

  • West Plaza Del Lago
    Free cancellation options available

    Located 2.2 km from Anne's Beach, 13 km from Upper Matecumbe Key and 18 km from Windley Key, West Plaza Del Lago offers accommodation situated in Islamorada.

  • Villa Riolo
    Free cancellation options available

    Villa Riolo is situated in Islamorada, 9.2 km from Upper Matecumbe Key, 14 km from Windley Key, and 30 km from Pigeon Key.

  • Sunshine Place
    Free cancellation options available

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

  • Sandglass 4
    Free cancellation options available

    Boasting a spa bath, Sandglass 4 is set in Islamorada. Among the facilities at this property are a 24-hour front desk and an ATM, along with free WiFi throughout the property.

  • Pelican Landing
    Free cancellation options available

    Offering sea views, Pelican Landing is an accommodation situated in Islamorada, 1.1 km from Sea Oats Beach and 2.2 km from Anne's Beach.

  • Palms 417
    Free cancellation options available

    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.

Travelling by car? These cottages in Islamorada offer free parking!

  • Palms 407

    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

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

  • Palms 317

    Palms 317 is a beachfront property located in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 314

    Palms 314 is a beachfront property situated in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 313

    Palms 313 is a beachfront property located in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 309

    Palms 309 is a beachfront property set in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 301

    Palms 301 is a beachfront property set in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Ocean Harbour K31

    Ocean Harbour K31 is a beachfront property set in Islamorada, 4.4 km from Windley Key and 10 km from Upper Matecumbe Key.

Cottages that guests love in Islamorada

  • Avg. price/night: RSD 26,701.80
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,110 reviews
    The location was great. There were plenty of place to sit in the sun or shade. The bungalow was roomy and clean. Staff were friendly. I loved sitting outside and watching the iguanas.
    Ellen
    Young couple
  • Avg. price/night: RSD 28,241.90
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,037 reviews
    We stayed in one of the bungalows that had a small front porch overlooking the ocean. Being able to sit out on that porch and watch the sun rise and set over the beautiful ocean view was our favorite part of our stay. The front desk staff was very friendly and helpful. We liked the breakfast too.
    Roseluvsretro
    Family with young children
  • Avg. price/night: RSD 23,514.27
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 848 reviews
    I always stay at this resort every time I go to the keys. The staff is wonderful, the pool is nice and the bungalow I stayed in was facing the ocean, so relaxing! Thank you!
    Karole
    Solo traveller
  • Avg. price/night: RSD 23,514.27
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 848 reviews
    We loved the cottage, just s short walk to the beach and heated pool. Beautiful views of the Ocean from the property and in the pool. Paddleboards and Kayaks that are free to use, this is just a wonderful place to getaway.
    John
    Family with young children
  • Avg. price/night: RSD 26,701.80
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,110 reviews
    Cute place, well cared for. Little beach, boat docks, soft sand, grills, bikes, clean pool. We had a bungalow which had plenty of room. The only down side was highway noise at night and no blackout curtains, but not too bad. Overall it was an excellent value.
    Dianne
    Young couple
  • Avg. price/night: RSD 40,725.74
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 166 reviews
    Hidden gem. Beach was great. Staff super friendly. It was like an airbnb without the fees. It was a cottage with a separate bedroom and then jitchen and sofa area with a screened in p I rch. I originally did not look at this when it popped up on booking.com., out of my price range. But then booking.com made a huge booking error (and did not compensate us for it). Then I book this. Next time I am looking for an airbnb I will look this one up.
    laurie
    Young couple
  • Avg. price/night: RSD 44,628.62
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,539 reviews
    Great installation, charming personal. Cozy room and decoration We will come back for sure!
    Ana
    Family with young children
  • 8.0
    Scored 8.0
    Very good
    Rated very good
     · 1,194 reviews
    The property we originally booked was under repair so they gave us a lovely cottage over looking the docks.
    nicola
    Young couple
  • Avg. price/night: RSD 23,514.27
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 848 reviews
    Love the area, cottage/ bungalow. Staff was SO Nice, Daniell at Check in in was beyond helpful, including during the wk. Lev an Chris the bartenders are great an friendly, Chris also took us fishing
    Kelly
    Group
  • Avg. price/night: RSD 26,701.80
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 1,110 reviews
    The beds were soft. The bungalow reminded me of a Beach cottage/shore house.
    S.
    Young couple