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The best holiday rentals in Islamorada

Check out our pick of great holiday rentals in Islamorada

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Matecumbe Resort, hotel in Islamorada

Situated 1.9 km from Sea Oats Beach, Matecumbe Resort offers 2-star accommodation in Islamorada and has a private beach area, an outdoor swimming pool and free bikes.

Beautiful location with a nice waterfront and great pool area.
Scored 8.6
8.6
Rated fabulous
Fabulous
330 reviews
Price from
£106.12
per night
Welcome to the Pelican Lodge !, hotel in Islamorada

Featuring air-conditioned accommodation with a private pool, sea view and a balcony, Welcome to the Pelican Lodge! is located in Tavernier.

The apartment was stunning and the little touches such as the coffee pods, washing up liquid and shampoo and conditioner were added bonuses. The location was perfect with a great pool and the gated community was very quiet which is exactly what we were looking for after a busy two weeks in Orlando.
Scored 9.2
9.2
Rated superb
Superb
21 reviews
Price from
£485.17
per night
Ocean Pointe Suites at Key Largo, hotel in Islamorada

Set in the Florida Keys in the city of Tavernier, this all-suite property features in-room fully equipped kitchens and easy access to Key Largo, 10 minutes' drive away.

Great one bed apartment clean and nicely presented
Scored 7.9
7.9
Rated good
Good
1,935 reviews
Price from
£148.06
per night
Coconut Bay Resort - Key Largo, hotel in Islamorada

Guests at this Key Largo resort can venture into the Gulf of Mexico on a kayak or paddle boat, swim in the heated outdoor pool, or stay in and read emails through free Wi-Fi.

Great scones and catered very well for caeliacs.
Scored 9.2
9.2
Rated superb
Superb
114 reviews
Price from
£148.57
per night
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
Price from
£2,304.50
per night
Seafarer Key Largo Resort and Beach, hotel in Islamorada

This Florida Keys resort is 3 minutes' drive from central Key Largo. Guests can lounge on the private beach or snorkel and fish in the Atlantic Ocean.

Amazing hotel! Has a good location, friendly staff, comfortable room, romantic atmosphere 😍 and perfect fresh breakfast 😍😍😍 also has its private beach with sand, and give kayaks 🔥🔥🔥
Scored 8.5
8.5
Rated very good
Very good
1,139 reviews
Price from
£91.69
per night
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
Topsider Resort by Capital Vacations, hotel in Islamorada

Set in Lower Matecumbe Beach, just 600 metres from Sea Oats Beach, Topsider Resort by Capital Vacations offers beachfront accommodation with a private beach area, pool with a view, free bikes and free...

Located in the most beautiful position with a small , secluded beach opening to the ocean. Lots of marine life to see . Kayaks available free of charge.
Scored 9.0
9.0
Rated superb
Superb
13 reviews
Fiesta Key RV Resort Waterfront Cottage 33, hotel in Islamorada

Fiesta Key RV Resort 33 is a family set in Layton in the Florida Region and is 44 km from Key Largo. The air-conditioned unit is 33 km from Marathon.

lovely feel to the place, relaxing and very friendly staff and guests.
Scored 8.6
8.6
Rated fabulous
Fabulous
58 reviews
All holiday rentals in Islamorada

Most booked holiday rentals in Islamorada this month

Enjoy breakfast in Islamorada!

  • Anglers Reef Getaway
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 23 reviews

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

    The location was close to the water & other amenities

  • Anglers Reef Paradise
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 23 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.

    Location & the grounds & pool were amazing.

  • Matecumbe Resort
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 330 reviews

    Situated 1.9 km from Sea Oats Beach, Matecumbe Resort offers 2-star accommodation in Islamorada and has a private beach area, an outdoor swimming pool and free bikes.

    El lugar es súper bonito! Y es Perfecto para la familia

  • Tollgate Tides
    Breakfast options

    Set in Islamorada, 500 metres from Anne's Beach and 1.7 km from Sea Oats Beach, Tollgate Tides offers air-conditioned accommodation with a patio and free WiFi.

  • Beachfront Villa at Islamorada BY THE GLAMHOMES

    Set in Islamorada, 1.1 km from Sea Oats Beach and 10 km from Upper Matecumbe Key, Beachfront Villa at Islamorada BY THE GLAMHOMES offers a private beach area and air conditioning.

  • Plaza Del Sol
    Breakfast options

    Set in Islamorada, 1.2 km from Sea Oats Beach and 2.2 km from Anne's Beach, Plaza Del Sol offers air-conditioned accommodation with a terrace and free WiFi.

  • Two White Turtles

    Located in Islamorada, less than 1 km from Anne's Beach and a 17-minute walk from Sea Oats Beach, Two White Turtles provides air-conditioned accommodation with a patio and free WiFi.

  • 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.

These holiday rentals in Islamorada have options with FREE cancellation

  • Waterfront Wonder
    Free cancellation options available

    Set in Islamorada, less than 1 km from Sea Oats Beach and 2.5 km from Anne's Beach, Waterfront Wonder offers air-conditioned accommodation with a patio and free WiFi.

  • Casa Koto
    Free cancellation options available

    Featuring air-conditioned accommodation with a patio, Casa Koto is located in Islamorada. This beachfront property offers access to a balcony and free WiFi.

  • Sun-kissed Bliss
    Free cancellation options available

    Set in Islamorada, a few steps from Sea Oats Beach and 1.6 km from Anne's Beach, Sun-kissed Bliss offers air-conditioned accommodation with a patio and free WiFi.

  • 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.

  • Paradise Beach
    Free cancellation options available

    Situated in Islamorada, just 80 metres from Sea Oats Beach, Paradise Beach features beachfront accommodation with a garden and free WiFi. The air-conditioned accommodation is 1.9 km from Anne's Beach.

FAQ about holiday rentals in Islamorada

Holiday rentals that guests love in Islamorada

  • Avg. price/night: £162.30
    Scored 7.1
    7.1
    Rated good
    Good
     · 1,111 reviews
    I loved the property I come out here every year and it never disappoints! The pool villas are my favorite to stay at
    leon
    Young couple
  • Avg. price/night: £244.67
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 248 reviews
    We had a great time at Bayside Villas. The townhome was clean and comfortable. The pool and boat slips were close and convenient. We really enjoyed having access to the resort. We enjoyed the pool, poolside restaurant and all the amenities there. We also loved being able to contact the shuttle for rides to and from the resort and local restaurants. We thoroughly enjoyed our stay and look forward to visiting again later this summer.
    Michael
    Family with young children
  • Avg. price/night: £244.67
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 248 reviews
    The villa was clean and very nice. The location is quiet. Parking close to the door was great. Housekeeping does a great job.
    Tate
    Young couple
  • Avg. price/night: £202.90
    Scored 7.8
    7.8
    Rated good
    Good
     · 1,056 reviews
    Beautiful property, great location, free breakfast, wonderful villa view, very friendly staff, most comfortable beds, loved the shower.
    Janelle
    Young couple
  • Avg. price/night: £244.67
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 248 reviews
    The location of the property. Close to great restaurants. The basketball by the beach was phenomenal, ping pong and activities were great. The pools were great and the view of sunset by the villas pool was fantastic.Beautiful property. We will return.
    Maurizio
    Family with young children
  • Avg. price/night: £187.62
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 443 reviews
    We didn't get the villa on the beach that we paid for, but they did upgrade us to what was probably a more comfortable 2 BR, 2 bath small house.
    Norm
    Family with young children
  • Avg. price/night: £228.50
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 1,598 reviews
    Last year we stayed there and it was great, location, resort, staff and weather. This year was meh. Service at the poolside restaurant was spotty. They renamed the villages causing confusion so this year is was meh.
    Ron Moz Sr
    Young couple
  • Avg. price/night: £211.39
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 862 reviews
    Villa was lovely, spacious and comfortable! Great location overlooking the sea.
    Yasmina123
    Young couple
  • Avg. price/night: £244.67
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 248 reviews
    The villas were spacious and clean
    W
    William
    Family with young children
  • Avg. price/night: £211.39
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 862 reviews
    The layout and I like that’s acomplete boutique hotel unique great staff and absolutely great planned villas n rooms
    ventura
    Family with young children
gogless