Florida Travels Islamorada
Islamorada
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Islamorada

Apr 21 - Apr 22 ·
2 guests

Islamorada Vacation Rentals

Islamorada
2 guests

Adults:

2

Children:

0

Child’s age:

Over 95 stays assessed to highlight the standout picks
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Islamorada Luxury Vacation Rentals

Navigation

1. Anglers Reef Vacation Rental

2. Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

3. Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

4. Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

5. Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

6. Beachfront Villa At Islamorada By The Glamhomes

7. Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

8. Off The Charts-Waterfront Tiki Bar & Private Dock

9. Island Time - Oceanview Balconies- Dock- Htd Pool

10. Vacation Rental Florida Keys

  • Private beach
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Anglers Reef Vacation Rental

109 Anglers Way
4.4 km (2.7 mi) from city center
121
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Pool with view

The 3-bedroom Anglers Reef Vacation Rental Islamorada villa is located 450 metres from Windley Key Island and allows guests to enjoy canoeing, cycling, and fishing. Guests can relax by a swimming pool and enjoy the proximity to the Windley Key Fossil Reef Geological State Park, which is nearly a 5-minute walk away.

9.7
3 reviews
~ €309 / night

Anglers Reef Vacation Rental

4.4 km (2.7 mi) from city center
121
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Pool with view

Anglers Reef Vacation Rental

The 3-bedroom Anglers Reef Vacation Rental Islamorada villa is located 450 metres from Windley Key Island and allows guests to enjoy canoeing, cycling, and fishing. Guests can relax by a swimming pool and enjoy the proximity to the Windley Key Fossil Reef Geological State Park, which is nearly a 5-minute walk away.

9.7
3 reviews
Average price € 309 / night
  • Beach access
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Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

84 Johnston Ave Unit #3
0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Outdoor swimming pool

The 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa offers easy access to such tourist spots as the class museum "Florida Keys History and Discovery Center", located just a 6-minute walk away.

10
1 reviews
~ €409 / night

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Outdoor swimming pool

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

The 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa offers easy access to such tourist spots as the class museum "Florida Keys History and Discovery Center", located just a 6-minute walk away.

10
1 reviews
Average price € 409 / night
  • Top location
  • Beach access
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Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Avenue Unit #4
0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Outdoor swimming pool

Staying at the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the History of Diving Museum, which is just 1.5 km away.

A spa centre and a play area can be found at Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location villa, along with an outdoor swimming pool.

10
1 reviews
~ €1148 / night

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Outdoor swimming pool

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

Staying at the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the History of Diving Museum, which is just 1.5 km away.

A spa centre and a play area can be found at Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location villa, along with an outdoor swimming pool.

10
1 reviews
Average price € 1148 / night
  • Beach access
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Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Ave Unit #2
0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Boasting a spa centre and a play area for guests' enjoyment, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located 6 minutes' walk from the class museum "Florida Keys History and Discovery Center".

~ €496 / night

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

Boasting a spa centre and a play area for guests' enjoyment, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located 6 minutes' walk from the class museum "Florida Keys History and Discovery Center".

Average price € 496 / night
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Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Ave Unit #5
0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Outdoor swimming pool

Nestled about a 15-minute walk from the Hurricane Monument, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore various tourist destinations nearby.

~ €557 / night

Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Outdoor swimming pool

Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

Nestled about a 15-minute walk from the Hurricane Monument, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore various tourist destinations nearby.

Average price € 557 / night
  • Private beach
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Beachfront Villa At Islamorada By The Glamhomes

75761 Overseas Highway
10.6 km (6.6 mi) from city center
1000
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Outdoor swimming pool

4-bedroom Beachfront Villa At Islamorada By The Glamhomes is just 10 minutes' walk from the Lower Matecumbe Key, which includes cars for rent. This property features opportunities for canoeing in the area, 3.7 km from Anne's Beach.

1
1 reviews
~ €2397 / night

Beachfront Villa At Islamorada By The Glamhomes

10.6 km (6.6 mi) from city center
1000
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Heating
  • Outdoor swimming pool

Beachfront Villa At Islamorada By The Glamhomes

4-bedroom Beachfront Villa At Islamorada By The Glamhomes is just 10 minutes' walk from the Lower Matecumbe Key, which includes cars for rent. This property features opportunities for canoeing in the area, 3.7 km from Anne's Beach.

1
1 reviews
Average price € 2397 / night
  • Great deal
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Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

76400 Overseas Highway
9.6 km (5.9 mi) from city center
465
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Table tennis
  • Heated swimming pool

Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada villa offers quick access to such city attractions as the Lower Matecumbe Key, located nearly 5 minutes' walk away. Located 3.2 km from the San Pedro Underwater Archaeological Preserve State Park, this property boasts a terrace with views of the sea.

Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

9.6 km (5.9 mi) from city center
465
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Table tennis
  • Heated swimming pool

Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada villa offers quick access to such city attractions as the Lower Matecumbe Key, located nearly 5 minutes' walk away. Located 3.2 km from the San Pedro Underwater Archaeological Preserve State Park, this property boasts a terrace with views of the sea.

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Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road
0.5 km (0.3 mi) from city center
11
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Offering a terrace overlooking the sea, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada is located about a 5-minute walk from the Florida Keys History and Discovery Center.

Off The Charts-Waterfront Tiki Bar & Private Dock

0.5 km (0.3 mi) from city center
11
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Off The Charts-Waterfront Tiki Bar & Private Dock

Offering a terrace overlooking the sea, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada is located about a 5-minute walk from the Florida Keys History and Discovery Center.

  • Beach access
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Island Time - Oceanview Balconies- Dock- Htd Pool

84745 Old Hwy #12
3.7 km (2.3 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada is located only 600 m from the Windley Key Fossil Reef Geological State Park and features an outdoor swimming pool as well as a terrace for guests' pleasure. Offering Wi-Fi, this accommodation is located 3.1 km from the Rain Barrel Village.

Island Time - Oceanview Balconies- Dock- Htd Pool

3.7 km (2.3 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Heated swimming pool

Island Time - Oceanview Balconies- Dock- Htd Pool

Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada is located only 600 m from the Windley Key Fossil Reef Geological State Park and features an outdoor swimming pool as well as a terrace for guests' pleasure. Offering Wi-Fi, this accommodation is located 3.1 km from the Rain Barrel Village.

Vacation rentals near Islamorada

These options match your search but are within a one-hour drive of the city (up to 80 km / 50 mi).

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Vacation Rental Florida Keys

11202 3Rd Avenue Ocean
46.5 km (28.9 mi) from Islamorada
85
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Situated a 6-minute walk from the Coffins Patch, Vacation Rental Florida Keys Marathon villa invites guests to relax at a patio.

10
6 reviews
~ €180 / night

Vacation Rental Florida Keys

46.5 km (28.9 mi) from Islamorada
85
  • Cookware/ Kitchen utensils
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Vacation Rental Florida Keys

Situated a 6-minute walk from the Coffins Patch, Vacation Rental Florida Keys Marathon villa invites guests to relax at a patio.

10
6 reviews
Average price € 180 / night
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New 3 Story In Homestead- 3/2.5 Balcony & Rooftop

25884 Southwest 144Th Avenue
70.0 km (43.5 mi) from Islamorada
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
9.5
8 reviews
~ €188 / night

New 3 Story In Homestead- 3/2.5 Balcony & Rooftop

70.0 km (43.5 mi) from Islamorada
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

New 3 Story In Homestead- 3/2.5 Balcony & Rooftop

9.5
8 reviews
Average price € 188 / night
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Palm Breeze

5030 Sunset Village Dr.
33.2 km (20.7 mi) from Islamorada
72
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

The 2-bedroom Palm Breeze Villa Duck Key offers proximity to nearby tourist spots, such as the Hawks Cay Boulevard, situated about a 5-minute walk away.

Windsurfing, cycling, and fishing can be arranged in the area.

8.2
20 reviews
~ €159 / night

Palm Breeze

33.2 km (20.7 mi) from Islamorada
72
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Palm Breeze

The 2-bedroom Palm Breeze Villa Duck Key offers proximity to nearby tourist spots, such as the Hawks Cay Boulevard, situated about a 5-minute walk away.

Windsurfing, cycling, and fishing can be arranged in the area.

8.2
20 reviews
Average price € 159 / night
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Miami Getaway Heated Pool Villa With Mini Golf & Bbq

20395 Southwest 129Th Avenue
76.1 km (47.3 mi) from Islamorada
307
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Fitness centre
  • Plunge pool
9.4
22 reviews
~ €750 / night

Miami Getaway Heated Pool Villa With Mini Golf & Bbq

76.1 km (47.3 mi) from Islamorada
307
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Fitness centre
  • Plunge pool

Miami Getaway Heated Pool Villa With Mini Golf & Bbq

9.4
22 reviews
Average price € 750 / night
  • Guest favorite
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Farmhouse Miami

23122 Southwest 156Th Avenue
72.2 km (44.8 mi) from Islamorada
1600
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Saltwater pool
9.1
41 reviews
~ €290 / night

Farmhouse Miami

72.2 km (44.8 mi) from Islamorada
1600
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Saltwater pool

Farmhouse Miami

9.1
41 reviews
Average price € 290 / night
  • Beach access
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Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!

Pescayo Avenue 231
44.5 km (27.7 mi) from Islamorada
186
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Golf centre
  • Outdoor swimming pool

Located merely 450 metres from the Sombrero Reef, the 3-bedroom Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa provides a private pool as well as cycling to diversify guests' leisure. Featuring a patio, this Marathon villa is situated in proximity to the San Pablo Catholic Church.

9.6
6 reviews
~ €644 / night

Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!

44.5 km (27.7 mi) from Islamorada
186
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Golf centre
  • Outdoor swimming pool

Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!

Located merely 450 metres from the Sombrero Reef, the 3-bedroom Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa provides a private pool as well as cycling to diversify guests' leisure. Featuring a patio, this Marathon villa is situated in proximity to the San Pablo Catholic Church.

9.6
6 reviews
Average price € 644 / night
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Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath

14825 Southwest 168Th Terrace
78.8 km (49.0 mi) from Islamorada
186
  • BBQ facilities
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Bar/ Lounge area
  • Outdoor swimming pool

The 2-bedroom Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath is located 4.1 km from the five acre Zoological Wildlife Foundation and invites guests to enjoy a sun terrace.

7.9
11 reviews
~ €190 / night

Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath

78.8 km (49.0 mi) from Islamorada
186
  • BBQ facilities
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Bar/ Lounge area
  • Outdoor swimming pool

Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath

The 2-bedroom Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath is located 4.1 km from the five acre Zoological Wildlife Foundation and invites guests to enjoy a sun terrace.

7.9
11 reviews
Average price € 190 / night
  • Private beach
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Seas The Keys Getaway

7011 Harbor Village Drive
33.3 km (20.7 mi) from Islamorada
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Bar/ Lounge area
  • Plunge pool

Featuring a swimming pool, the 2-bedroom Seas The Keys Getaway Villa Duck Key is located in a beach part of Duck Key, about 6 km from Seven Mile Bridge. This villa features opportunities for snorkelling and fishing in the area, within a 10-minute drive of Dolphin Research Center.

8.8
8 reviews
~ €352 / night

Seas The Keys Getaway

33.3 km (20.7 mi) from Islamorada
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Bar/ Lounge area
  • Plunge pool

Seas The Keys Getaway

Featuring a swimming pool, the 2-bedroom Seas The Keys Getaway Villa Duck Key is located in a beach part of Duck Key, about 6 km from Seven Mile Bridge. This villa features opportunities for snorkelling and fishing in the area, within a 10-minute drive of Dolphin Research Center.

8.8
8 reviews
Average price € 352 / night
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The Tropical Paradise Villa

13043 Southwest 195Th Street
76.9 km (47.8 mi) from Islamorada
232
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Billiard tables
  • Pool with view
7.5
24 reviews
~ €519 / night

The Tropical Paradise Villa

76.9 km (47.8 mi) from Islamorada
232
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Billiard tables
  • Pool with view

The Tropical Paradise Villa

7.5
24 reviews
Average price € 519 / night

Are you in a hurry?

Here is a quick list of Vacation Rentals in Islamorada, selected based on their rating

Name of hotel Accommodation Rating Price, $
Anglers Reef Vacation Rental

9.7 / 10

(3 Reviews)

From 365$
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

10.0 / 10

(1 Reviews)

From 484$
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

10.0 / 10

(1 Reviews)

From 1360$
Beachfront Villa At Islamorada By The Glamhomes

1.0 / 10

(1 Reviews)

From 2840$
Vacation Rental Florida Keys

10.0 / 10

(6 Reviews)

From 213$

Islamorada Accommodation lists:

Frequently Asked Questions

Which Vacation rentals are popular among city visitors?

These Vacation rentals are known for their convenient locations, and positive customer reviews:

Location