Skip to main content

The best holiday rentals in Islamorada

Check out our pick of great holiday rentals in Islamorada

Filter by:

Review score

See the latest prices and deals by choosing your dates.
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 9.3
9.3
Rated superb
Superb
22 reviews
Price from
£488.88
1 night, 2 adults
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.

Nice 4 days in Ocean Pointe, had unit on upper floor, great view and very quiet. Very clean. Liked it
Scored 7.9
7.9
Rated good
Good
1,935 reviews
Price from
£151.62
1 night, 2 adults
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 9.2
9.2
Rated superb
Superb
18 reviews
Price from
£960.31
1 night, 2 adults
MARINERS PERFECT FOR TWO FAMILIES, IN-LAWs QUARTERS, hotel in Islamorada

Featuring a spa bath, MARINERS PERFECT FOR TWO FAMILIES, IN-LAWs QUARTERS is set in Key Largo. This property offers access to a terrace and free private parking.

Scored 9.7
9.7
Rated exceptional
Exceptional
10 reviews
Price from
£627.45
1 night, 2 adults
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.

Great place, fantastic beach area, clean, wonderful! Wow 🤩
Scored 8.5
8.5
Rated very good
Very good
1,126 reviews
Price from
£143.45
1 night, 2 adults
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.

Excellent location half way down the Florida Keys in a lovely gated resort. Pool and beach were great, we used pool most days. Permanent residents were very friendly and welcoming. Well equipped, clean house which is much more spacious than on the photos! We had a small issue during our stay and communication with hosts was excellent. We also appreciated their recommendations for local eateries.
Scored 9.3
9.3
Rated superb
Superb
24 reviews
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.

Good location,free parking, well mantained swimming pool, good value, staff very friendly and no resort fee is a big plus.
Scored 8.5
8.5
Rated very good
Very good
329 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 8.7
8.7
Rated fabulous
Fabulous
60 reviews
Fiesta Key RV Resort Premium Room 3, hotel in Islamorada

Located in Layton, 19 km from Upper Matecumbe Key and 24 km from Windley Key, Fiesta Key RV Resort Premium Room 3 offers a bar and air conditioning.

Scored 8.2
8.2
Rated very good
Very good
25 reviews
All holiday rentals in Islamorada

Most booked holiday rentals in Islamorada this month

Enjoy breakfast in Islamorada!

  • Anglers Reef Paradise
    Scored 9.3
    9.3
    Rated superb
    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.

    Location & the grounds & pool were amazing.

  • Matecumbe Resort
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 329 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
    Scored 1.0
    1.0
    Rated very poor
    Very poor
     · 1 review

    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 9.3
    9.3
    Rated superb
    Superb
     · 3 reviews

    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.

    Nos encantó el cottage. Very cozy! La anfitriona super nice and sweet. Pendiente de mis mensajes todo el tiempo y asegurándose de que estuviéramos cómodos.

  • Waterfront Wonder

    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.

FAQ about holiday rentals in Islamorada

Holiday rentals that guests love in Islamorada

  • Avg. price/night: £321.83
    Scored 7.2
    7.2
    Rated good
    Good
     · 1,082 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: £597.36
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 249 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: £597.36
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 249 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: £193.87
    Scored 7.8
    7.8
    Rated good
    Good
     · 1,058 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: £597.36
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 249 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: £233.87
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 432 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
  • Scored 8.5
    8.5
    Rated very good
    Very good
     · 1,573 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: £242.56
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 874 reviews
    Villa was lovely, spacious and comfortable! Great location overlooking the sea.
    Yasmina123
    Young couple
  • Avg. price/night: £597.36
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 249 reviews
    The villas were spacious and clean
    W
    William
    Family with young children
  • Avg. price/night: £242.56
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 874 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