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Villas in Islamorada

Find the villas that appeal to you the most

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The 10 Best Villas in Islamorada, USA

Check out our pick of great villas in Islamorada

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Anglers Reef Getaway, villa in Islamorada

Guests at the villa will be able to enjoy activities in and around Islamorada, like fishing. Snorkelling and cycling can be enjoyed nearby, while a bicycle rental service and a private beach area are also available on-site.

loved the location and the quick responses from the host.

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9
Superb
24 reviews
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Anglers Reef Paradise, villa 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.

This air-conditioned holiday home has 2 bedrooms and 2.5 bathrooms, a cable flat-screen TV, and a fully equipped kitchen. The holiday home also provides a bathroom with a shower.

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

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9.2
Superb
26 reviews
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Peaceful Palms A2, villa in Islamorada

The recently renovated holiday home has 3 bedrooms, a TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. The accommodation is non-smoking.

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Price from
£323
per night
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West Plaza Del Lago, villa in Islamorada

The holiday home is fitted with 2 separate bedrooms and includes a fully equipped kitchen with a dishwasher, oven and dining area.

Pigeon Key is 34 km from the holiday home, while Florida Keys Aquarium Encounters is 35 km away. The nearest airport is Key West International Airport, 116 km from West Plaza Del Lago.

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Villa Riolo, villa in Islamorada

Villa Riolo is situated in Islamorada, 9.2 km from Upper Matecumbe Key, 14 km from Windley Key, and 30 km from Pigeon Key. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is located 2.5 km from Sea Oats Beach.

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Price from
£271
per night
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Sunshine Place, villa in Islamorada

Sunshine Place is a beachfront property set in Islamorada, 1.4 km from Windley Key and 4.2 km from Upper Matecumbe Key. Among the facilities at this property are a 24-hour front desk and an ATM, along with free WiFi throughout the property. The property is non-smoking and is situated 17 km from Pigeon Key.

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Sandglass 4, villa in Islamorada

The spacious holiday home is fitted with 5 separate bedrooms and includes a fully equipped kitchen with a dishwasher, oven and dining area.

Anne's Beach is 2.3 km from the holiday home, while Upper Matecumbe Key is 11 km from the property. The nearest airport is Key West International Airport, 116 km from Sandglass 4.

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Price from
£756
per night
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Pelican Landing, villa in Islamorada

The spacious holiday home features 4 separate bedrooms and includes a fully equipped kitchen with a dishwasher, oven and dining area.

Windley Key is 18 km from the holiday home, while Pigeon Key is 34 km from the property. The nearest airport is Key West International Airport, 116 km from Pelican Landing.

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Price from
£583
per night
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Palms 417, villa in Islamorada

Featuring sea views, Palms 417 offers accommodation with a balcony, around 3.3 km from Upper Matecumbe Key. This beachfront property offers access to a terrace. The holiday home features parking on-site, a fitness room and a 24-hour front desk.

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Palms 407, villa in Islamorada

Palms 407 is a beachfront property located in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key. Among the facilities at this property are a 24-hour front desk and a lift, along with free WiFi throughout the property. The property is non-smoking and is set 24 km from Pigeon Key.

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All villas in Islamorada

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Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.
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Enjoy breakfast in Islamorada!

  • Anglers Reef Getaway
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 24 reviews

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

    The amenities,the location, the villas and the pool

  • Anglers Reef Paradise
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 26 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.

    perfektes Südstaatenfeeling sehr exquisit und sicher

  • Peaceful Palms A2

    Set in Islamorada, less than 1 km from Windley Key and 5 km from Upper Matecumbe Key, Peaceful Palms A2 offers air-conditioned accommodation with a terrace and free WiFi.

  • West Plaza Del Lago

    Located 2.2 km from Anne's Beach, 13 km from Upper Matecumbe Key and 18 km from Windley Key, West Plaza Del Lago offers accommodation situated in Islamorada.

  • Villa Riolo
    Breakfast options

    Villa Riolo is situated in Islamorada, 9.2 km from Upper Matecumbe Key, 14 km from Windley Key, and 30 km from Pigeon Key.

  • Sunshine Place
    Breakfast options

    Sunshine Place is a beachfront property set in Islamorada, 1.4 km from Windley Key and 4.2 km from Upper Matecumbe Key.

  • Sandglass 4
    Breakfast options

    Boasting a spa bath, Sandglass 4 is set in Islamorada. Among the facilities at this property are a 24-hour front desk and an ATM, along with free WiFi throughout the property.

  • Pelican Landing
    Breakfast options

    Offering sea views, Pelican Landing is an accommodation situated in Islamorada, 1.1 km from Sea Oats Beach and 2.2 km from Anne's Beach.

Great access to the city centre! Check these villas in Islamorada

  • EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
    8.5
    Scored 8.5
    Very good
    Rated 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.

  • Little Bay Cottage

    Situated in Islamorada, 1.1 km from Upper Matecumbe Key and 4.3 km from Windley Key, Little Bay Cottage offers air conditioning.

  • Little Bay Compound

    Boasting sea views, Little Bay Compound features accommodation with a garden and a balcony, around 1.1 km from Upper Matecumbe Key. This beachfront property offers access to a terrace and free WiFi.

  • Martin Family Fish Camp

    Martin Family Fish Camp is set in Islamorada, 4.9 km from Windley Key, 21 km from Pigeon Key, as well as 34 km from John Pennekamp State Park.

  • The Oasis
    Central location

    Boasting air-conditioned accommodation with a private pool, sea view and a balcony, The Oasis is set in Islamorada. This beachfront property offers access to a terrace and free private parking.

  • 3 Lux Ensuites Walk Boat Island

    Featuring air-conditioned accommodation with a patio, 3 Lux Ensuites Walk Boat Island is located in Islamorada.

  • Beacon Reef 503

    Boasting sea views, Beacon Reef 503 offers accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 501

    Offering a garden and sea view, Beacon Reef 501 is situated in Islamorada, 2.4 km from Upper Matecumbe Key and 3.1 km from Windley Key. This beachfront property offers access to a balcony.

  • Beacon Reef 406

    Boasting sea views, Beacon Reef 406 features accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 310

    Boasting sea views, Beacon Reef 310 features accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 307

    Boasting sea views, Beacon Reef 307 features accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 306

    Featuring sea views, Beacon Reef 306 provides accommodation with a garden and a balcony, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 301

    Boasting sea views, Beacon Reef 301 features accommodation with a garden and a terrace, around 2.4 km from Upper Matecumbe Key.

  • Beacon Reef 222

    Featuring sea views, Beacon Reef 222 offers accommodation with a garden and a terrace, around 2.4 km from Upper Matecumbe Key.

  • Palms 417
    Central location

    Featuring sea views, Palms 417 offers accommodation with a balcony, around 3.3 km from Upper Matecumbe Key. This beachfront property offers access to a terrace.

  • Palms 407
    Central location

    Palms 407 is a beachfront property located in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 404
    Central location

    Palms 404 is a beachfront property situated in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 317
    Central location

    Palms 317 is a beachfront property located in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 314
    Central location

    Palms 314 is a beachfront property situated in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 313
    Central location

    Palms 313 is a beachfront property located in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 301
    Central location

    Palms 301 is a beachfront property set in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Palms 309
    Central location

    Palms 309 is a beachfront property set in Islamorada, 3.3 km from Upper Matecumbe Key and 8.3 km from Windley Key.

  • Anglers Reef Vacation Rental

    Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Anglers Reef Vacation Rental is set in Islamorada.

  • Lyons Landing
    Central location

    Lyons Landing is located in Islamorada, 7.8 km from Upper Matecumbe Key, 16 km from Pigeon Key, and 28 km from John Pennekamp State Park.

  • Harbor House
    Central location

    Harbor House is set in Islamorada, 7.5 km from Upper Matecumbe Key, 15 km from Pigeon Key, and 28 km from John Pennekamp State Park.

  • Ocean Harbour K31

    Ocean Harbour K31 is a beachfront property set in Islamorada, 4.4 km from Windley Key and 10 km from Upper Matecumbe Key.

  • Blue Water Retreat

    Featuring air-conditioned accommodation with a private pool, sea view and a balcony, Blue Water Retreat is set in Islamorada.

  • 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.

Villas that guests love in Islamorada

  • Islander Bayside Villas & Boatslips

    Islander Bayside Villas & Boatslips

    Villa in Islamorada
    Avg. price/night: £549.07
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 247 reviews
    The villas were spacious and clean
    W
    William
    Family with young children
  • Chesapeake Beach Resort

    Chesapeake Beach Resort

    Villa in Islamorada
    Avg. price/night: £306.04
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 811 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
  • Islander Bayside Villas & Boatslips

    Islander Bayside Villas & Boatslips

    Villa in Islamorada
    Avg. price/night: £549.07
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 247 reviews
    The villas are so confortable and have all the amenities that we need
    Martina
    Group
  • Islander Bayside Villas & Boatslips

    Islander Bayside Villas & Boatslips

    Villa in Islamorada
    Avg. price/night: £549.07
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 247 reviews
    The villas are nice enough, clean and comfortable. The pool area is absolutely phenomenal, particularly at sunset.
    A
    Anonymous
    Family with young children
  • Islander Bayside Villas & Boatslips

    Islander Bayside Villas & Boatslips

    Villa in Islamorada
    Avg. price/night: £549.07
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 247 reviews
    The best thing about this villa was the ability to use the Islander Resort for a fraction of the price. I was a little disappointed in the quality of the Villa although it was cheaper than its sister property it was still pricey. The outside of the villas are beautiful but they definitely could use some updated paint and carpeting inside. If you are looking for value in comparison to the Islander then this is the perfect spot. Overall I still really enjoyed the stay. Very close to restaurants.
    Sarah
    Family with young children
  • Pines & Palms Resort

    Pines & Palms Resort

    Villa in Islamorada
    Avg. price/night: £310.56
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 831 reviews
    The villas were very comfortable and clean, the grounds were well kept and the property is excellent for a quite and peaceful vacation!
    Daniel
    Young couple
  • Fisher Inn Resort & Marina

    Fisher Inn Resort & Marina

    Villa in Islamorada
    Avg. price/night: £168.06
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,040 reviews
    Beachfront villa, beautiful location. Friendly staff
    G
    Glenn
    Family with young children
  • Islander Bayside Villas & Boatslips

    Islander Bayside Villas & Boatslips

    Villa in Islamorada
    Avg. price/night: £549.07
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 247 reviews
    The villas were a great size to ensure a comfortable stay and well equipped in the kitchen. Having boat slips on property was a great Convenience. The property was beautiful and staff were very friendly.
    Jessica
    Family with young children
  • Fisher Inn Resort & Marina

    Fisher Inn Resort & Marina

    Villa in Islamorada
    Avg. price/night: £168.06
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,040 reviews
    Everything was great, updated facilities and villas. Boat docks were great, perfect for fishing (mainly mangrove and yellowtail snapper). Saw nurse sharks, eels, and a manatee while fishing from the dock. Kayaks, paddleboards and bikes for use. Located close to lots of attractions and fantastic restaurants.
    Keri
    Family with young children
  • Angler's Reef Resort

    Angler's Reef Resort

    Villa in Islamorada
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 7 reviews
    I loved the fact that we could all be together on vacation, but have our own separate villas. Each villa (#103 & 116) was beautiful, well appointed and immaculate. 116 had a big yard with fire pit, deck, lawn furniture, picnic table and a corn hole set which was perfect for family get togethers.
    Sara
    Family with young children

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