Very Well Hotel Islamorada
Islamorada
2 guests

Adults:

2

Children:

0

Child’s age:

Islamorada

Nov 03 - Nov 04 ·
2 guests

Islamorada Vacation Rentals

Islamorada
2 guests

Adults:

2

Children:

0

Child’s age:

Over 95 stays assessed to highlight the standout picks

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. Turtle Nest Estate

Cheap Islamorada Vacation Rentals

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

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

7. Beachfront Villa At Islamorada By The Glamhomes

Pet Friendly Vacation Rentals Islamorada

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

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

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

Best Islamorada Vacation Rentals

  • Private beach
Anglers Reef Vacation Rental Anglers Reef Vacation Rental

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

Situated 6 minutes' walk from Windley Key Island, Anglers Reef Vacation Rental Islamorada villa entices guests with views of the garden. Suitable for 6 guests, the 2-bedroom villa offers canyoning, cycling, and fisheries to diversify guests' leisure.

Anglers Reef Vacation Rental villa also provides a heated pool, overlooking the beach.

9.8
4 reviews
~ US$365 / 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

Situated 6 minutes' walk from Windley Key Island, Anglers Reef Vacation Rental Islamorada villa entices guests with views of the garden. Suitable for 6 guests, the 2-bedroom villa offers canyoning, cycling, and fisheries to diversify guests' leisure.

Anglers Reef Vacation Rental villa also provides a heated pool, overlooking the beach.

9.8
4 reviews
From US$ 365 / night
  • Beach access
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

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 is nestled a mere 6 minutes' walk from the class museum "Florida Keys History and Discovery Center" and can accommodate up to 6 guests.

An outdoor swimming pool is featured at Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable villa, as well as opportunity to participate in fitness classes.

10
1 reviews
~ US$590 / 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 is nestled a mere 6 minutes' walk from the class museum "Florida Keys History and Discovery Center" and can accommodate up to 6 guests.

An outdoor swimming pool is featured at Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable villa, as well as opportunity to participate in fitness classes.

10
1 reviews
From US$ 590 / night
  • Top location
  • Beach access
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

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

Located approximately 15 minutes' walk from Upper Matecumbe Key Island, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa has an outdoor swimming pool and is ideal for up to 6 guests.

9.5
2 reviews
~ US$1360 / 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

Located approximately 15 minutes' walk from Upper Matecumbe Key Island, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa has an outdoor swimming pool and is ideal for up to 6 guests.

9.5
2 reviews
From US$ 1360 / night

Cheap Islamorada Vacation Rentals

  • Private beach
Turtle Nest Estate Turtle Nest Estate

Turtle Nest Estate

75971 Overseas Highway
10.3 km (6.4 mi) from city center
563
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Open-air bath
  • Saltwater pool

Turtle Nest Estate Villa Islamorada is situated only a 5-minute walk from the Lower Matecumbe Key and provides a Jacuzzi for additional comfort.

There are also snorkelling, diving, and fishing for guests' leisure.

10
1 reviews
~ US$1716 / night

Turtle Nest Estate

10.3 km (6.4 mi) from city center
563
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Open-air bath
  • Saltwater pool

Turtle Nest Estate

Turtle Nest Estate Villa Islamorada is situated only a 5-minute walk from the Lower Matecumbe Key and provides a Jacuzzi for additional comfort.

There are also snorkelling, diving, and fishing for guests' leisure.

10
1 reviews
From US$ 1716 / night
  • Beach access
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

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

Staying at the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can easily reach Gallery Morada, located just 1.4 km away. The Islamorada villa features an outdoor swimming pool and is ideal for up to 6 guests.

10
1 reviews
~ US$587 / 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

Staying at the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can easily reach Gallery Morada, located just 1.4 km away. The Islamorada villa features an outdoor swimming pool and is ideal for up to 6 guests.

10
1 reviews
From US$ 587 / night
Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

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

Situated only a 9-minute stroll from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Offering Wi-Fi, the Islamorada villa is located in the vicinity of History of Diving Museum.

~ US$605 / 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

Situated only a 9-minute stroll from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Offering Wi-Fi, the Islamorada villa is located in the vicinity of History of Diving Museum.

From US$ 605 / night

Pet Friendly Vacation Rentals Islamorada

Beachfront Villa At Islamorada By The Glamhomes Beachfront Villa At Islamorada By The Glamhomes

Beachfront Villa At Islamorada By The Glamhomes

75761 Overseas Highway
10.6 km (6.6 mi) from city center
1000
  • Flat-screen TV

Beachfront Villa At Islamorada By The Glamhomes is located a 5-minute walk from the Lower Matecumbe Key and offers guests to enjoy canoeing. The 4-bedroom villa includes free private parking and a terrace with views of the sea.

You can indulge in an outdoor swimming pool or rent cars and explore the beauty of Islamorada.

1
1 reviews
~ US$2840 / night

Beachfront Villa At Islamorada By The Glamhomes

10.6 km (6.6 mi) from city center
1000
  • Flat-screen TV

Beachfront Villa At Islamorada By The Glamhomes

Beachfront Villa At Islamorada By The Glamhomes is located a 5-minute walk from the Lower Matecumbe Key and offers guests to enjoy canoeing. The 4-bedroom villa includes free private parking and a terrace with views of the sea.

You can indulge in an outdoor swimming pool or rent cars and explore the beauty of Islamorada.

1
1 reviews
From US$ 2840 / night
  • Great deal
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

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
  • Massage
  • Heated swimming pool

Featuring a terrace and a swimming pool, Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel lies 10 minutes' drive from Anne's Beach. This resort offers Wi-Fi throughout the property.

Guests will enjoy access to a games room provided for their entertainment.

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
  • Massage
  • Heated swimming pool

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

Featuring a terrace and a swimming pool, Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel lies 10 minutes' drive from Anne's Beach. This resort offers Wi-Fi throughout the property.

Guests will enjoy access to a games room provided for their entertainment.

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

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

Nestled 14 minutes' walk from Hurricane Monument, Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada entices guests to explore various tourist destinations nearby. The 3-bedroom villa hosts up to 6 guests and provides them with private parking.

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

Nestled 14 minutes' walk from Hurricane Monument, Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada entices guests to explore various tourist destinations nearby. The 3-bedroom villa hosts up to 6 guests and provides them with private parking.

Islamorada Vacation Rentals Oceanfront

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

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

Located 8 minutes' walk from Windley Key Fossil Reef Geological State Park, Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada offers snorkelling and fisheries to diversify guests' leisure. Providing guests with Wi-Fi and parking, the 3-bedroom villa is 3.2 km from Rain Barrel Sculpture Gallery.

A heated pool is featured at this Islamorada accommodation, as well as opportunity to participate in fitness classes.

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

Located 8 minutes' walk from Windley Key Fossil Reef Geological State Park, Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada offers snorkelling and fisheries to diversify guests' leisure. Providing guests with Wi-Fi and parking, the 3-bedroom villa is 3.2 km from Rain Barrel Sculpture Gallery.

A heated pool is featured at this Islamorada accommodation, as well as opportunity to participate in fitness classes.

Vacation rentals near Islamorada

Vacation Rental Florida Keys Vacation Rental Florida Keys

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

The 2-bedroom Vacation Rental Florida Keys Marathon villa hosts up to 6 guests and is nestled just 1.6 km from natural sites such as Oceanfront Park.

10
7 reviews
~ US$213 / 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

The 2-bedroom Vacation Rental Florida Keys Marathon villa hosts up to 6 guests and is nestled just 1.6 km from natural sites such as Oceanfront Park.

10
7 reviews
From US$ 213 / night
Miami Getaway Heated Pool Villa With Mini Golf & Bbq Miami Getaway Heated Pool Villa With Mini Golf & Bbq

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

The 5-bedroom Miami Getaway Heated Pool Villa With Mini Golf & Bbq is located 2.7 km from Eureka Park and provides mini golf, billiard, and darts for active guests. Featuring a Jacuzzi, this accommodation is suitable for 16 people.

The Miami property offers an access to a heated pool, as well as opportunity to participate in fitness classes.

8.8
24 reviews
~ US$888 / 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

The 5-bedroom Miami Getaway Heated Pool Villa With Mini Golf & Bbq is located 2.7 km from Eureka Park and provides mini golf, billiard, and darts for active guests. Featuring a Jacuzzi, this accommodation is suitable for 16 people.

The Miami property offers an access to a heated pool, as well as opportunity to participate in fitness classes.

8.8
24 reviews
From US$ 888 / night

Islamorada Vacation Rentals with Private Pool

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

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

Nestled 5 km from the Cauley Square Historic Village, New 3 Story In Homestead- 3/2.5 Balcony & Rooftop villa entices guests to explore various tourist destinations nearby.

9.5
8 reviews
~ US$222 / 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

Nestled 5 km from the Cauley Square Historic Village, New 3 Story In Homestead- 3/2.5 Balcony & Rooftop villa entices guests to explore various tourist destinations nearby.

9.5
8 reviews
From US$ 222 / night
Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!

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

Pescayo Avenue 231
44.8 km (27.8 mi) from Islamorada
186
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Golf course
  • Outdoor swimming pool

Situated nearly a 5-minute walk from Florida Keys Aquarium Encounters, the 4-bedroom Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa provides bicycles for guests' fitness needs. Enticing guests with an aqua park and a golf course, the property is situated 4.1 km from Conch-Air Florida Keys Scenic Flights.

There is an outdoor swimming pool to relax, as well as cycling and fisheries.

9.8
7 reviews
~ US$1912 / night

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

44.8 km (27.8 mi) from Islamorada
186
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Golf course
  • Outdoor swimming pool

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

Situated nearly a 5-minute walk from Florida Keys Aquarium Encounters, the 4-bedroom Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More! Marathon villa provides bicycles for guests' fitness needs. Enticing guests with an aqua park and a golf course, the property is situated 4.1 km from Conch-Air Florida Keys Scenic Flights.

There is an outdoor swimming pool to relax, as well as cycling and fisheries.

9.8
7 reviews
From US$ 1912 / night
  • Guest favorite
Farmhouse Miami Farmhouse Miami

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

Staying at the 3-bedroom Farmhouse Miami villa, guests can visit the outdoor sculptures "Coral Castle", which is approximately 6 km away.

9.2
43 reviews
~ US$397 / 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

Staying at the 3-bedroom Farmhouse Miami villa, guests can visit the outdoor sculptures "Coral Castle", which is approximately 6 km away.

9.2
43 reviews
From US$ 397 / night
The Tropical Paradise Villa The Tropical Paradise Villa

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

Located approximately 25 minutes on foot from Eureka Park, the 5-bedroom The Tropical Paradise Villa Miami provides access to a heated pool. Hosting up to 12 guests, the Miami villa offers a convenient location 3.3 km from Cauley Square Historic Village.

If you would like to stay active, try billiard at the Miami property.

7.3
24 reviews
~ US$614 / 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

Located approximately 25 minutes on foot from Eureka Park, the 5-bedroom The Tropical Paradise Villa Miami provides access to a heated pool. Hosting up to 12 guests, the Miami villa offers a convenient location 3.3 km from Cauley Square Historic Village.

If you would like to stay active, try billiard at the Miami property.

7.3
24 reviews
From US$ 614 / 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

9.8 / 10

(4 Reviews)

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

10.0 / 10

(1 Reviews)

From 590$
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

9.5 / 10

(2 Reviews)

From 1360$
Turtle Nest Estate

10.0 / 10

(1 Reviews)

From 1716$
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

10.0 / 10

(1 Reviews)

From 587$

Islamorada and related destinations

Location