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The best cottages in Islamorada

Check out our selection of great cottages in Islamorada

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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
24 reviews
Fiesta Key RV Resort Waterfront Cottage 33, hotel in Islamorada

Located in Layton in the region of Florida, this family and is 28 miles from Key Largo. The property features views of the sea and is 21 miles from Marathon.

Location is still the same
Scored 8.6
8.6
Rated excellent
Excellent
59 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....

Spotlessly clean, great location, and every amenity you can think of. Just perfect!
Scored 9.2
9.2
Rated wonderful
Wonderful
18 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 cottages in Islamorada
Looking for a cottage?
Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Islamorada this month

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

Cottages That Guests Love in Islamorada

  • Avg. price/night: $173.25
    Scored 8.6
    8.6
    Rated excellent
    Excellent
    ·873 reviews
    We stayed in the bungalow. The location cannot be beat! Beautiful views, and the moment you wake up. We also love having kayaks and paddle boards available at any time. They also did some upgrades on the inside, which were very nice. It is not fancy, but it’s perfect for our needs. We have visited three times and it has become our little piece of paradise.
    Susan
    Group
  • Scored 8.7
    8.7
    Rated excellent
    Excellent
    ·888 reviews
    Self catering. Disappointed with quality of facilities and accommodation for the price paid
    tina
    Young couple
  • Avg. price/night: $569.80
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
    ·35 reviews
    The place was idyllic. Immaculate in every way. So peaceful, clean and well presented. The lady that greeted us was so very helpful. Thank you.
    David
    Young couple
  • Scored 8.1
    8.1
    Rated very good
    Very Good
    ·1,353 reviews
    The bungalow (which was a tiny duplex) was directly in front of the driveway, you could literally step out your door and be in the driveway. The private beach was littered with empty bottles and cigarette butts. Sea grass was covering the beach area. No exhaust fans in the bathroom. We didn't like much about the place and left early.
    Timothy
    Young couple
  • Scored 8.1
    8.1
    Rated very good
    Very Good
    ·1,353 reviews
    The quality of the newly renovated bungalow. Free coffee!
    Keith
    Young couple
  • Scored 8.1
    8.1
    Rated very good
    Very Good
    ·1,353 reviews
    I have been staying at Breezy Palms since 1987. The bungalow we stayed in appeared to have been recently refurbished and with new beds. Very big improvement over the past conditions.
    M
    Mike
    Group
  • Avg. price/night: $283.67
    Scored 8.5
    8.5
    Rated very good
    Very Good
    ·1,577 reviews
    Great installation, charming personal. Cozy room and decoration We will come back for sure!
    Ana
    Family with young children
  • Scored 8.0
    8.0
    Rated very good
    Very Good
    ·1,034 reviews
    The property we originally booked was under repair so they gave us a lovely cottage over looking the docks.
    nicola
    Young couple
  • Scored 8.7
    8.7
    Rated excellent
    Excellent
    ·888 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
  • Scored 8.1
    8.1
    Rated very good
    Very Good
    ·1,353 reviews
    The beds were soft. The bungalow reminded me of a Beach cottage/shore house.
    S.
    Young couple