Make a holiday rental villa or apartment in Islamorada, Florida your home away from home

Nestled between the watery wilderness of the Everglades National Park and the natural wonders of North America’s only living coral reef is the village of Islamorada, spread across six islands of the Florida Keys, including Plantation Key, Windley Key, Upper and Lower Matecumbe Key, Indian Key and Lignumvitae Key. Known as the sport fishing capital of Florida, Islamorada attracts fishermen from around the world to try and catch a record sailfish.

Things to do in Islamorada, Florida

Islamorada is a world class fishing destination. The deep sea fishing is absolutely sensational, and the island is known as the world’s fishing capital. There are a huge range of captains ready to take budding fishermen out into the warm, turquoise waters of the Atlantic to catch huge sports fish, especially sailfish. After a great morning’s sport, you can head into the fishing backcountry of Islamorada to catch tarpon, bonefish, snook and redfish in the shallow salt waters.

However, there is far more to an Islamorada holiday than fishing if you want. The white sand Islamorada beaches are an absolute joy on which to relax, and despite the enchanting beauty of the Islamorada beaches, crowds are almost unheard of. During the evenings, live music can be heard wafting on the breeze, usually emanating from the open air Amphitheatre in Founder’s Park. Robbie’s Marina is a wonderful place to visit from Islamorada accommodation, especially if you have children with you as you can swim with dolphin and other aquatic animals in controlled conditions.

The beautifully natural interior of Islamorada is a magnificent place to explore in peace if you manage to drag yourself away from the glorious Islamorada beaches and the sea. There are a range of excellent nature trails to walk, providing a unique insight into both the natural and man made history of the islands. The Windley Key Fossil Reef Geological State Park and the Long Key State Park are particularly relaxing places to stroll from self catering Islamorada property rentals.

Places to visit on holiday in Islamorada, Florida

Just to the north of Islamorada is Key Largo, the northernmost of the Florida Keys. Key Largo is a particularly special place to visit from an Islamorada villa, as the interior of the island is a beautiful mix of hardwood forests, glistening corals and silent creeks. Scuba diving is particularly popular in the waters of the Atlantic too.

Weather in Islamorada, Florida

The weather in Islamorada is glorious year round. Regardless of whether you are looking to escape the British winter or are looking for the ultimate summer sun, a holiday rental in Islamorada is the ideal option. During June, July and August, daily temperatures routinely peak in the mid 30’s (˚C), whilst in the grips of winter, midday temperatures still peak in the high 20’s or low 30’s on a daily basis.

Cheap flights to Islamorada, Florida

Virgin Atlantic and British Airways both provide direct flights from the UK to Miami’s International Airport (MIA). Upon your arrival at Miami, you can either drive across the bridges and islands of the Florida Keys or take a short hop flight to Key West (NQX).

Self-catering holiday homes in Islamorada

92 Properties, sort by: 
Refine Your Search Start a New Search
Find by availability dates:
and/or by weekly rental rate (in £ GBP)
Current Criteria:
(remove all criteria)

Islamorada condo rental - Tiki & beach
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • waterfront
  • air-conditioning
Rates per property (GBP)
£420 - £640/week
Islamorada house rental - Beautiful house
4 Bedrooms, Sleeps 10
  • House
  • 6 Bathrooms, 3 Separate Toilets
  • near the sea, waterfront
  • air-conditioning
3 Bedrooms/1 Bathroom House (Sleeps 8) near the sea, waterfront, accept credit card, air-conditioning, washing machine
3 Bedrooms/3 Bathrooms, 1 Separate Toilet Condo (Sleeps 6) swimming pool, air-conditioning, washing machine, internet access
2 Bedrooms/2 Bathrooms, 1 Separate Toilet Condo (Sleeps 6) resort, waterfront, swimming pool, air-conditioning, tennis
2 Bedrooms/1 Bathroom Villa (Sleeps 4) waterfront, accept credit card, air-conditioning, washing machine, starting at £811/week £2,162/month
2 Bedrooms/2 Bathrooms, 1 Separate Toilet Townhome (Sleeps 8) beach, near the sea, swimming pool, air-conditioning, washing machine, starting at £811/week £1,622/month
2 Bedrooms/3 Bathrooms, 1 Separate Toilet Townhome (Sleeps 6) beach, waterfront, swimming pool, air-conditioning, washing machine, starting at £169/night £946/week
3 Bedrooms/4 Bathrooms House (Sleeps 8) beach, waterfront, swimming pool, air-conditioning, washing machine
4 Bedrooms/5 Bathrooms, 1 Separate Toilet House (Sleeps 12) beach, swimming pool, air-conditioning, washing machine, starting at £3,378/week £10,135/month
4 Bedrooms/3 Bathrooms House (Sleeps 8) beach, waterfront, swimming pool, air-conditioning, washing machine, starting at £2,872/week £6,757/month
3 Bedrooms/2 Bathrooms House (Sleeps 8) city centre, near the sea, accept credit card, swimming pool, air-conditioning, starting at £1,351/week £3,041/month
3 Bedrooms/2 Bathrooms Villa (Sleeps 8) beach, waterfront, air-conditioning, washing machine, internet access
2 Bedrooms/2 Bathrooms Condo (Sleeps 6) beach, waterfront, swimming pool, air-conditioning, washing machine, starting at £107/night £750/week
4 Bedrooms/5 Bathrooms, 1 Separate Toilet House (Sleeps 10) beach, waterfront, swimming pool, air-conditioning, washing machine, starting at £3,378/week £10,135/month
2 Bedrooms/2 Bathrooms Condo (Sleeps 5) beach, waterfront, swimming pool, air-conditioning, internet access, starting at £642/week
3 Bedrooms/3 Bathrooms, 1 Separate Toilet House (Sleeps 8) beach, waterfront, swimming pool, air-conditioning, washing machine, starting at £1,588/week
1 Bedroom/1 Bathroom Villa (Sleeps 2) waterfront, accept credit card, air-conditioning, washing machine, starting at £946/week £2,297/month
3 Bedrooms/2 Bathrooms House (Sleeps 8) air-conditioning, washing machine, internet access, pets considered, starting at £1,351/week £4,054/month
4 Bedrooms/4 Bathrooms House (Sleeps 8) beach, waterfront, swimming pool, air-conditioning, washing machine, starting at £2,568/week £8,784/month
2 Bedrooms/3 Bathrooms, 1 Separate Toilet Condo (Sleeps 6) waterfront, swimming pool, air-conditioning, washing machine, starting at £1,014/week
2 Bedrooms/3 Bathrooms Condo (Sleeps 11) swimming pool, air-conditioning, washing machine, tennis
2 Bedrooms/2 Bathrooms House (Sleeps 8) near the sea, waterfront, swimming pool, air-conditioning, washing machine, starting at £1,419/week
8 Bedrooms/5 Bathrooms Estate (Sleeps 24) near the sea, waterfront, accept credit card, swimming pool, air-conditioning
2 Bedrooms/3 Bathrooms, 1 Separate Toilet House (Sleeps 6) near the sea, swimming pool, air-conditioning, fishing, starting at £203/night £1,216/week £2,703/month
5 Bedrooms/3 Bathrooms House (Sleeps 13) beach, waterfront, swimming pool, air-conditioning, internet access
4 Bedrooms/4 Bathrooms, 1 Separate Toilet House (Sleeps 11) waterfront, swimming pool, air-conditioning, washing machine, starting at £2,027/week
2 Bedrooms/5 Bathrooms, 1 Separate Toilet House (Sleeps 6) beach, waterfront, air-conditioning, washing machine, internet access, starting at £2,365/week £9,459/month
3 Bedrooms/2 Bathrooms House (Sleeps 6) near the sea, waterfront, air-conditioning, washing machine, internet access, starting at £1,115/week
5 Bedrooms/4 Bathrooms, 1 Separate Toilet House (Sleeps 10) near the sea, waterfront, air-conditioning, washing machine, tennis, starting at £2,027/week £4,730/month