Travel Worth Islamorada
Islamorada
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Islamorada

Oct 22 - Oct 23 ·
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
Key Lime Cottage In The Heart Of Islamorada Key Lime Cottage In The Heart Of Islamorada

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

Offering a location 3.1 km from Lignumvitae Key Island, 2-bedroom Key Lime Cottage In The Heart Of Islamorada gives access to various tourist spots in the area. This property features a year-round outdoor pool and is ideal for 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

Offering a location 3.1 km from Lignumvitae Key Island, 2-bedroom Key Lime Cottage In The Heart Of Islamorada gives access to various tourist spots in the area. This property features a year-round outdoor pool and is ideal for up to 5 guests.

10
5 reviews
From US$ 681 / night
  • 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
  • Pool with view
  • Family rooms

Up to 6 guests can stay at the 2-bedroom Anglers Reef Vacation Rental Islamorada villa and enjoy Windley Key Island, located only a 6-minute stroll away.

Guests might also enjoy canyoning, cycling, and fisheries, or relax by a heated pool on site.

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

Up to 6 guests can stay at the 2-bedroom Anglers Reef Vacation Rental Islamorada villa and enjoy Windley Key Island, located only a 6-minute stroll away.

Guests might also enjoy canyoning, cycling, and fisheries, or relax by a heated pool on site.

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

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 is located about 15 minutes' walk from Hurricane Monument and provides a heated pool, ensuring a relaxing stay. This accommodation hosts up to 6 guests and provides them with a car park.

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 is located about 15 minutes' walk from Hurricane Monument and provides a heated pool, ensuring a relaxing stay. This accommodation hosts up to 6 guests and provides them with a car park.

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

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 an outdoor swimming pool as well as views of the garden, Executive Bay Islamorada By Sofla Vacations villa offers a prime location merely a 10-minute walk from Rain Barrel Sculpture Gallery. Located within reach of the 45 - acre Founders Park, this 2-room holiday home comes with a picnic area and a golf course for added enjoyment.

The surrounding area features snorkelling, diving, and fisheries.

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 an outdoor swimming pool as well as views of the garden, Executive Bay Islamorada By Sofla Vacations villa offers a prime location merely a 10-minute walk from Rain Barrel Sculpture Gallery. Located within reach of the 45 - acre Founders Park, this 2-room holiday home comes with a picnic area and a golf course for added enjoyment.

The surrounding area features snorkelling, diving, and fisheries.

8
3 reviews
From US$ 150 / night
  • Private beach
Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

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

Situated 6 km from Upper Matecumbe Key Island, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation.

Recreational facilities include a sunbathing terrace and a picnic area as well as live performances. Snorkelling, diving, and canyoning are available on site.

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

Situated 6 km from Upper Matecumbe Key Island, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is suitable for 6 guests and provides an outdoor swimming pool for additional relaxation.

Recreational facilities include a sunbathing terrace and a picnic area as well as live performances. Snorkelling, diving, and canyoning are available on site.

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

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

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

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

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

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 10 minutes' drive from Upper Matecumbe Key Island, Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is suitable for 7 guests and provides an outdoor swimming pool for additional relaxation.

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 10 minutes' drive from Upper Matecumbe Key Island, Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is suitable for 7 guests and provides an outdoor swimming pool for additional relaxation.

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

Situated approximately a 15-minute walk from 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 attractions in the area.

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

Situated approximately a 15-minute walk from 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 attractions in the area.

9.5
2 reviews
From US$ 1360 / night
  • 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

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

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

Located 7 minutes' walk from Windley Key Fossil Reef Geological State Park, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers snorkelling, table tennis, and fisheries to diversify guests' leisure. The 3-bedroom holiday home features a heated pool and is ideal for up to 6 guests.

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

Located 7 minutes' walk from Windley Key Fossil Reef Geological State Park, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers snorkelling, table tennis, and fisheries to diversify guests' leisure. The 3-bedroom holiday home features a heated pool and is ideal for up to 6 guests.

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

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

During the stay at the 5-bedroom Pineapple Beach Islamorada villa, guests can indulge in cycling and fisheries or visit Rain Barrel Sculpture Gallery, located 2.5 km away. This accommodation hosts up to 10 guests and provides them with private car parking.

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

During the stay at the 5-bedroom Pineapple Beach Islamorada villa, guests can indulge in cycling and fisheries or visit Rain Barrel Sculpture Gallery, located 2.5 km away. This accommodation hosts up to 10 guests and provides them with private car parking.

10
1 reviews
From US$ 2875 / night
  • Beach access
Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms

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 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 club. Offering an outdoor swimming pool, the Islamorada holiday home invites guests to visit Michelle Nicole Lowe Art Gallery, located 4.5 km away.

Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms villa offers karaoke for entertainment, as well as cycling and fisheries for sport lovers.

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 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 club. Offering an outdoor swimming pool, the Islamorada holiday home invites guests to visit Michelle Nicole Lowe Art Gallery, located 4.5 km away.

Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms villa offers karaoke for entertainment, as well as cycling and fisheries for sport lovers.

10
2 reviews
From US$ 723 / night
  • Beach access
Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location

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

Offering a location approximately a 15-minute walk from History of Diving Museum, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa gives access to various tourist spots in the area.

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

Offering a location approximately a 15-minute walk from History of Diving Museum, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa gives access to various tourist spots in the area.

8
1 reviews
From US$ 1071 / night
  • Great deal
  • Beach access
Islamorada Modern Penthouse With Private Beach Islamorada Modern Penthouse With Private Beach

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

The 3-bedroom Islamorada Modern Penthouse With Private Beach villa is nestled around 25 minutes' walk from the class museum "Florida Keys History and Discovery Center" and provides a Jacuzzi. The accommodation can accommodate up to 7 guests, giving access to Indian Key State Historic Site, located only 600 metres away.

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

The 3-bedroom Islamorada Modern Penthouse With Private Beach villa is nestled around 25 minutes' walk from the class museum "Florida Keys History and Discovery Center" and provides a Jacuzzi. The accommodation can accommodate up to 7 guests, giving access to Indian Key State Historic Site, located only 600 metres away.

9
1 reviews
La Dolce Vita Villa La Dolce Vita Villa

La Dolce Vita Villa

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

Staying at the 3-bedroom La Dolce Vita Villa Islamorada, guests can easily reach History of Diving Museum, located nearly 10 minutes' drive away. This Islamorada villa hosts up to 6 guests and provides them with private car parking.

~ US$333 / night

La Dolce Vita Villa

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

La Dolce Vita Villa

Staying at the 3-bedroom La Dolce Vita Villa Islamorada, guests can easily reach History of Diving Museum, located nearly 10 minutes' drive away. This Islamorada villa hosts up to 6 guests and provides them with private car parking.

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