Travel Worth Islamorada
Islamorada
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Islamorada

Oct 01 - Oct 02 ·
2 guests

Islamorada Family villas

Islamorada
2 guests

Adults:

2

Children:

0

Child’s age:

Over 95 stays assessed to highlight the standout picks

Navigation

1. Key Lime Cottage In The Heart Of Islamorada

2. Anglers Reef Vacation Rental

3. Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!

4. Executive Bay Islamorada By Sofla Vacations

5. Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

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

7. Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

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

9. Turtle Nest Estate

10. At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom

  • Guest favorite
Hotel Image Hotel Image

Key Lime Cottage In The Heart Of Islamorada

76777 Overseas Highway
9.1 km (5.7 mi) from city center
49
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool
  • Children's play area

Located fairly close to the Lower Matecumbe Key, 2-bedroom Key Lime Cottage In The Heart Of Islamorada features a heated swimming pool and can accommodate up to 5 guests.

10
5 reviews
~ US$681 / night

Key Lime Cottage In The Heart Of Islamorada

9.1 km (5.7 mi) from city center
49
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Heated swimming pool
  • Children's play area

Key Lime Cottage In The Heart Of Islamorada

Located fairly close to the Lower Matecumbe Key, 2-bedroom Key Lime Cottage In The Heart Of Islamorada features a heated swimming pool and can accommodate up to 5 guests.

10
5 reviews
From US$ 681 / night
  • Private beach
Hotel Image Hotel Image

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
  • Pool with view
  • Family rooms

Situated just a 6-minute stroll from Windley Key Island, the 2-bedroom Anglers Reef Vacation Rental Islamorada villa offers quick access to numerous city landmarks nearby.

Added amenities at the Islamorada property include canoeing, cycling, and fishing for sport lovers.

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
  • Pool with view
  • Family rooms

Anglers Reef Vacation Rental

Situated just a 6-minute stroll from Windley Key Island, the 2-bedroom Anglers Reef Vacation Rental Islamorada villa offers quick access to numerous city landmarks nearby.

Added amenities at the Islamorada property include canoeing, cycling, and fishing for sport lovers.

9.8
4 reviews
From US$ 365 / night
  • Beach access
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Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!

84 Johnston Ave Unit #9
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

The 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa provides a year-round outdoor swimming pool and spa therapy for guests' leisure, and is about 15 minutes' walk from the Hurricane Monument.

10
3 reviews
~ US$1093 / night

Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!

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

Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!

The 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa provides a year-round outdoor swimming pool and spa therapy for guests' leisure, and is about 15 minutes' walk from the Hurricane Monument.

10
3 reviews
From US$ 1093 / night
  • Private beach
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Executive Bay Islamorada By Sofla Vacations

87200 Overseas Highway
7.6 km (4.7 mi) from city center
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Family rooms

Featuring a swimming pool as well as views of the garden, Executive Bay Islamorada By Sofla Vacations villa offers a prime location just a 10-minute walk from the Rain Barrel Sculpture Gallery.

In this local area snorkelling, diving, and fishing and other outdoor activities are available.

8
3 reviews
~ US$150 / night

Executive Bay Islamorada By Sofla Vacations

7.6 km (4.7 mi) from city center
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Family rooms

Executive Bay Islamorada By Sofla Vacations

Featuring a swimming pool as well as views of the garden, Executive Bay Islamorada By Sofla Vacations villa offers a prime location just a 10-minute walk from the Rain Barrel Sculpture Gallery.

In this local area snorkelling, diving, and fishing and other outdoor activities are available.

8
3 reviews
From US$ 150 / night
  • Private beach
Hotel Image Hotel Image

Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

135 Anglers Way
4.3 km (2.7 mi) from city center
122
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Family rooms

Offering live performances for a delightful experience, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is located 650 metres from the Windley Key Fossil Reef Geological State Park. Suitable for 6 guests, the 2-bedroom holiday home offers snorkelling, diving, and canoeing to diversify guests' leisure.

10
2 reviews
~ US$394 / night

Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

4.3 km (2.7 mi) from city center
122
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Family rooms

Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

Offering live performances for a delightful experience, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is located 650 metres from the Windley Key Fossil Reef Geological State Park. Suitable for 6 guests, the 2-bedroom holiday home offers snorkelling, diving, and canoeing to diversify guests' leisure.

10
2 reviews
From US$ 394 / 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
  • Children's play area

Nestled 18 minutes' walk from the Gallery Morada, Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa entices guests to explore various tourist destinations nearby.

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
  • Children's play area

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

Nestled 18 minutes' walk from the Gallery Morada, Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa entices guests to explore various tourist destinations nearby.

10
1 reviews
From US$ 590 / night
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Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

84745 Old Hwy 11
3.7 km (2.3 mi) from city center
158
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Live entertainment
  • Pool with view
  • Family rooms

Situated an 8-minute walk from the Windley Key Fossil Reef Geological State Park, Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is ideal for up to 7 guests.

9.5
2 reviews
~ US$624 / night

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

3.7 km (2.3 mi) from city center
158
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Live entertainment
  • Pool with view
  • Family rooms

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

Situated an 8-minute walk from the Windley Key Fossil Reef Geological State Park, Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is ideal for up to 7 guests.

9.5
2 reviews
From US$ 624 / 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
  • Children's play area

Nestled around a 15-minute walk from the History of Diving Museum, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore various tourist destinations nearby.

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
  • Children's play area

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

Nestled around a 15-minute walk from the History of Diving Museum, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore various tourist destinations nearby.

9.5
2 reviews
From US$ 1360 / night
  • Private beach
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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

Located a mere 5 minutes on foot from the Lower Matecumbe Key, Turtle Nest Estate Villa Islamorada offers guests to relax in a Jacuzzi, or enjoy snorkelling, diving, and fishing.

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

Located a mere 5 minutes on foot from the Lower Matecumbe Key, Turtle Nest Estate Villa Islamorada offers guests to relax in a Jacuzzi, or enjoy snorkelling, diving, and fishing.

10
1 reviews
From US$ 1716 / night
  • Beach access
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At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom

84745 Old Hwy #6
3.7 km (2.3 mi) from city center
163
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Children's play area

At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is located 7 minutes' walk from the Windley Key Fossil Reef Geological State Park and offers guests to enjoy snorkelling, ping pong, and fishing.

8
1 reviews
~ US$467 / night

At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom

3.7 km (2.3 mi) from city center
163
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Children's play area

At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom

At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is located 7 minutes' walk from the Windley Key Fossil Reef Geological State Park and offers guests to enjoy snorkelling, ping pong, and fishing.

8
1 reviews
From US$ 467 / night
  • Beach access
Hotel Image Hotel Image

Pineapple Beach

130 Aregood Lane
9.4 km (5.9 mi) from city center
1
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Golf centre
  • Garden area
  • Cots

Nestled 2.5 km from the Rain Barrel Village, Pineapple Beach Islamorada villa features a private swimming pool along with a hot tub to help guests unwind.

Relax at a hot tub, where you can enjoy the rest in full. For the sport lovers, several activities like cycling and fishing can also be organised on site.

10
1 reviews
~ US$2875 / night

Pineapple Beach

9.4 km (5.9 mi) from city center
1
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Golf centre
  • Garden area
  • Cots

Pineapple Beach

Nestled 2.5 km from the Rain Barrel Village, Pineapple Beach Islamorada villa features a private swimming pool along with a hot tub to help guests unwind.

Relax at a hot tub, where you can enjoy the rest in full. For the sport lovers, several activities like cycling and fishing can also be organised on site.

10
1 reviews
From US$ 2875 / night
  • Beach access
Hotel Image Hotel Image

Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms

A1, 84745 Old Highway
3.7 km (2.3 mi) from city center
223
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Entertainment
  • Children's play area

Along with proximity to the Windley Key Fossil Reef Geological State Park, located merely 8 minutes' stroll away, the 3-bedroom Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa provides access to a fitness area. Hosting up to 8 guests, the Islamorada holiday home offers a prime location 3.7 km from the 45 - acre Founders Park.

For a more enjoyable stay, the property offers karaoke and entices guests to participate in cycling and fishing.

10
2 reviews
~ US$723 / night

Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms

3.7 km (2.3 mi) from city center
223
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Entertainment
  • Children's play area

Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms

Along with proximity to the Windley Key Fossil Reef Geological State Park, located merely 8 minutes' stroll away, the 3-bedroom Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa provides access to a fitness area. Hosting up to 8 guests, the Islamorada holiday home offers a prime location 3.7 km from the 45 - acre Founders Park.

For a more enjoyable stay, the property offers karaoke and entices guests to participate in cycling and fishing.

10
2 reviews
From US$ 723 / night
  • Beach access
Hotel Image Hotel Image

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

84 Johnston Ave Unit #8
0.0 km (0.0 mi) from city center
156
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Children's play area

Along with proximity to the class museum "Florida Keys History and Discovery Center", located a mere 6 minutes' walk away, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa provides access to a fitness suite.

8
1 reviews
~ US$1071 / night

Isla Key Acai - 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
  • Children's play area

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

Along with proximity to the class museum "Florida Keys History and Discovery Center", located a mere 6 minutes' walk away, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa provides access to a fitness suite.

8
1 reviews
From US$ 1071 / night
  • Great deal
  • Beach access
Hotel Image Hotel Image

Islamorada Modern Penthouse With Private Beach

80639 Old Highway
2.7 km (1.7 mi) from city center
279
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Jacuzzi
  • Outdoor swimming pool

Welcoming guests with a Jacuzzi, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa is located just 7 minutes' walk from the Indian Key State Historic Site and can host up to 7 guests.

9
1 reviews

Islamorada Modern Penthouse With Private Beach

2.7 km (1.7 mi) from city center
279
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Jacuzzi
  • Outdoor swimming pool

Islamorada Modern Penthouse With Private Beach

Welcoming guests with a Jacuzzi, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa is located just 7 minutes' walk from the Indian Key State Historic Site and can host up to 7 guests.

9
1 reviews
Hotel Image Hotel Image

La Dolce Vita Villa

116 Stromboli Dr
5.7 km (3.5 mi) from city center
161
  • Free parking

With the capacity to host 6 guests, the 3-bedroom La Dolce Vita Villa Islamorada is located within 7 km of such significant cultural landmarks as the world-class museum "Florida Keys History and Discovery Center".

~ US$333 / night

La Dolce Vita Villa

5.7 km (3.5 mi) from city center
161
  • Free parking

La Dolce Vita Villa

With the capacity to host 6 guests, the 3-bedroom La Dolce Vita Villa Islamorada is located within 7 km of such significant cultural landmarks as the world-class museum "Florida Keys History and Discovery Center".

From US$ 333 / night

Are you in a hurry?

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

Name of hotel Accommodation Rating Price, $
Key Lime Cottage In The Heart Of Islamorada

10.0 / 10

(5 Reviews)

From 681$
Anglers Reef Vacation Rental

9.8 / 10

(4 Reviews)

From 365$
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!

10.0 / 10

(3 Reviews)

From 1093$
Executive Bay Islamorada By Sofla Vacations

8.0 / 10

(3 Reviews)

From 150$
Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

10.0 / 10

(2 Reviews)

From 394$

Location