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Holiday homes in Islamorada

Enjoy your stay and find the best Holiday homes in Islamorada at affordable prices

Searching for a holiday home in Islamorada (Florida)? Explore a great selection of vacation homes in Islamorada to find the one that best fits to your needs, starting from $164.43 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Islamorada and region (40 miles)

Anglers Reef Getaway

Villa in Islamorada, Florida , 135 Anglers Way
Featuring pool views, Anglers Reef Getaway offers accommodation with a balcony and a kettle, around 600 metres from Windley Key.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 23 Reviews 9.1

from $381.43 Show details »

Anglers Reef Paradise

Holiday home in Islamorada, Florida , 110 Anglers Way 110
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 acc...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 23 Reviews 9.3

from $308.57 Show details »

EXECUTIVE BAY ISLAMORADA BY SOFLA VACATI...

Holiday home in Islamorada, Florida , 87200 Overseas Highway
Situated 3.8 km from Windley Key, EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS offers an outdoor swimming pool, a garden and air-conditioned accommodat...
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

no reviews

from $204.00 Show details »

Dove Creek Resort & Marina, Trademark Co...

Holiday home in Key Largo near Islamorada, Florida , 147 Seaside Avenue
Dove Creek Resort & Marina is located at the southern tip of Key Largo and set directly on the Atlantic Ocean.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 564 Reviews 7.1

from $164.43 Show details »

Mariner's Overseas Retreat

Holiday home in Key Largo near Islamorada, Florida
Situated 5.3 km from Pigeon Key in Key Largo, Mariners Overseas Retreat features accommodation with air conditioning and free WiFi.
  • Parking
  • Sauna
  • Fitness centre
  • Outdoor pool
  • Swimming pool

no reviews

from $294.43 Show details »

Bay Harbor Lodge

Lodge in Key Largo near Islamorada, Florida , 97702 Overseas Highway
The Bay Harbor Lodge is 20 minutes’ drive from Everglades National Park and 8 km from Pennekamp Coral Reef State Park.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 232 Reviews 9.2

from $165.00 Show details »

LICENSED MGR - 2/2 VILLA - OCEANFRONT BE...

Holiday home in Key Largo near Islamorada, Florida , 1500 Ocean Bay Drive Unit A7
Boasting pool views, LICENSED MGR - 2/2 VILLA - OCEANFRONT BEACH RESORT - SALTWATER LAGOON & MARINA! provides accommodation with an outdoor swimming p...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 7 Reviews 9.0

from $296.67 Show details »

The Henry Flagler

Holiday home in Layton near Islamorada, Florida
Featuring air conditioning, The Henry Flagler is situated in Layton, 38 km from Flamingo Visitor Center.
  • Parking

Exceptional 1 Reviews 10.0

from $662.06 Show details »

The Zane Grey

Holiday home in Layton near Islamorada, Florida
The Zane Grey is situated in Layton, 38 km from Flamingo Visitor Center.
  • Parking
  • Pets allowed

no reviews

from $486.71 Show details »

KL Retreat 6BR-4BTH with Jacuzzi and fam...

Holiday home in Key Largo near Islamorada, Florida , 334 Mahogany Drive
Set 12 km from Pigeon Key, Key Largo Oasis!
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $285.00 Show details »

KL Retreat 4BR4BTH with Jacuzzi and game...

Holiday home in Key Largo near Islamorada, Florida , 334 Mahogany Drive
Key Largo Family-sized with game room and jacuzzi!, a property with free bikes, a garden and a restaurant, is set in Key Largo, 1.1 km from John Penne...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Family rooms

no reviews

from $265.00 Show details »

Palm Breeze

Villa in Duck Key near Islamorada, Florida
Set in Duck Key, within 14 km of Florida Keys Aquarium Encounters and 34 km of Upper Matecumbe Key, Palm Breeze offers accommodation with free WiFi, a...
  • Parking

Very good 16 Reviews 8.6

from $348.90 Show details »

Restful Retreat

Holiday home in Duck Key near Islamorada, Florida
Located in Duck Key, 14 km from Florida Keys Aquarium Encounters, Restful Retreat provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Very good 11 Reviews 8.5

from $273.00 Show details »

Palm Villa

Villa in Duck Key near Islamorada, Florida
Set in the Duck Key district of Duck Key, Palm Villa offers accommodation with a private pool and free WiFi.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 5 Reviews 7.2

from $294.33 Show details »

Duck Key Retreat Villa #5105

Holiday home in Duck Key near Islamorada, Florida
Located in Duck Key in the Florida region, Duck Key Retreat Villa #5105 features a balcony and sea views.
  • Parking

Very good 12 Reviews 8.6

from $334.70 Show details »

The Florida Keys Treehouse in Marathon,...

Holiday home in Marathon near Islamorada, Florida , 377 Guava Avenue
Boasting free bikes, a shared lounge, and a terrace, The Florida Keys Treehouse in Marathon, FL offers accommodation in Marathon with free WiFi and ga...
  • Parking

Very good 11 Reviews 8.4

from $350.00 Show details »

Coco Plum Paradise

Holiday home in Marathon near Islamorada, Florida
Boasting a childrens playground and an ATM, Coco Plum Paradise is situated conveniently in Marathon, 600 metres from Coco Plum Beach and 3.3 km from F...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $396.57 Show details »

Dock of the Bay

Holiday home in Key Colony Beach near Islamorada, Florida
Right in the centre of Key Colony Beach, situated within a short distance of Sunset Park Beach and A Deep Blue Dive Center, Dock of the Bay offers fre...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $413.29 Show details »

Casa Del Mar

Holiday home in Key Colony Beach near Islamorada, Florida
In the centre of Key Colony Beach, located within a short distance of Sunset Park Beach and A Deep Blue Dive Center, Casa Del Mar offers free WiFi, ai...
  • Parking

no reviews

from $389.86 Show details »

KCB Bungalow

Holiday home in Key Colony Beach near Islamorada, Florida
Right in the heart of Key Colony Beach, situated within a short distance of Sunset Park Beach and A Deep Blue Dive Center, KCB Bungalow offers free Wi...
  • Parking
  • Pets allowed

no reviews

from $245.14 Show details »

Relaxation Station

Holiday home in Key Colony Beach near Islamorada, Florida
Right in the centre of Key Colony Beach, situated within a short distance of Sunset Park Beach and A Deep Blue Dive Center, Relaxation Station offers ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $291.43 Show details »

The Salty Seahorse

Holiday home in Key Colony Beach near Islamorada, Florida
In the centre of Key Colony Beach, located within a short distance of Sunset Park Beach and A Deep Blue Dive Center, The Salty Seahorse offers free Wi...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $202.43 Show details »

Fisherman's Canal Getaway

Holiday home in Key Colony Beach near Islamorada, Florida
Fishermans Canal Getaway is set in Key Colony Beach, 8 km from Marathon.
  • Parking
  • Swimming pool
  • Swimming Pool

Superb 2 Reviews 9.5

from $286.43 Show details »

Fantastic Fifth Street

Holiday home in Key Colony Beach near Islamorada, Florida
Featuring air conditioning, Fantastic Fifth Street offers accommodation in Key Colony Beach.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker

no reviews

from $358.14 Show details »

Downhome Cabin by the Canal

Holiday home in Key Colony Beach near Islamorada, Florida
Downhome Cabin by the Canal is situated in Key Colony Beach, 8 km from Marathon.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $275.14 Show details »

Number of Holiday homes in Islamorada 75
Number of guest ratings 17553
Average price per night $543.25
Lowest price per night $164.43
Highest price per night $1.122.83

Most popular Holiday-homes in Islamorada

The most popular Holiday-homes in Islamorada based on average guest rating (Top 10).

Cheapest Holiday-homes in Islamorada

The cheapest Holiday-homes in Islamorada based on room rate per night (Top 10).

Most booked Holiday-homes in Islamorada

The most booked Holiday-homes in Islamorada based on popularity with guests (Top 10).

Holiday homes in Islamorada (Florida), comfortable and familiar

Staying in a holiday or vacation home in Islamorada can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Islamorada for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Islamorada should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.


Accommodation data and pictures provided by Booking.com