Key West Papa Islamorada
Islamorada
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Islamorada

Nov 02 - Nov 03 ·
2 guests

Islamorada Hotels

Islamorada
2 guests

Adults:

2

Children:

0

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Over 95 stays assessed to highlight the standout picks

Navigation

1. Pines & Palms Resort

2. Islander Resort

3. La Jolla Resort

4. Sunset Inn

5. Ragged Edge Resort & Marina

6. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

7. Chesapeake Beach Resort

8. Matecumbe Resort

9. Cheeca Lodge & Spa

10. Bayside Villas By Islander Resort

  • Best-rated
  • Private beach
Pines & Palms Resort Pines & Palms Resort

Pines & Palms Resort

80401 Old Highway
3.2 km (2.0 mi) from city center
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Pool with view

The 3-star Pines & Palms Resort Islamorada provides proximity to the Indian Key State Historic Site, which is situated approximately a 15-minute walk away. Guests can relax at a heated swimming pool and have their drinks at a swim-up bar.

Attractions, 2.3 km from the resort, include the Upper Matecumbe Key. The Michelle Nicole Lowe Art Gallery is reachable within a 5-minute ride.

9.3
558 reviews
~ US$134 / night

Pines & Palms Resort

3.2 km (2.0 mi) from city center
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Pool with view

Pines & Palms Resort

The 3-star Pines & Palms Resort Islamorada provides proximity to the Indian Key State Historic Site, which is situated approximately a 15-minute walk away. Guests can relax at a heated swimming pool and have their drinks at a swim-up bar.

Attractions, 2.3 km from the resort, include the Upper Matecumbe Key. The Michelle Nicole Lowe Art Gallery is reachable within a 5-minute ride.

9.3
558 reviews
From US$ 134 / night
  • Private beach
Islander Resort Islander Resort

Islander Resort

82100 Overseas Highway
0.5 km (0.3 mi) from city center
  • Picnic area/ Tables
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Offering spa therapy, a picnic area, and a golf course, the 4-star luxury Islander Resort Islamorada is nestled in a cultural area, only 1.8 km from Indian Key State Historic Site. This Islamorada resort has a pizza restaurant serving seafood cuisine and is situated right near the world-class museum "Florida Keys History and Discovery Center".

The hotel is approximately a 5-minute ride from Gallery Morada, while History of Diving Museum is nearly a 20-minute walk away. You can go to a private beach, which is 850 metres from the Islander Islamorada. The area also includes natural sights like Upper Matecumbe Key Island within reach of the accommodation.

9
1261 reviews
~ US$204 / night

Islander Resort

0.5 km (0.3 mi) from city center
  • Picnic area/ Tables
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Islander Resort

Offering spa therapy, a picnic area, and a golf course, the 4-star luxury Islander Resort Islamorada is nestled in a cultural area, only 1.8 km from Indian Key State Historic Site. This Islamorada resort has a pizza restaurant serving seafood cuisine and is situated right near the world-class museum "Florida Keys History and Discovery Center".

The hotel is approximately a 5-minute ride from Gallery Morada, while History of Diving Museum is nearly a 20-minute walk away. You can go to a private beach, which is 850 metres from the Islander Islamorada. The area also includes natural sights like Upper Matecumbe Key Island within reach of the accommodation.

9
1261 reviews
From US$ 204 / night
  • Top location
  • Private beach
La Jolla Resort La Jolla Resort

La Jolla Resort

82216 Overseas Highway
0.1 km (0.1 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

Providing 17 rooms, the 2-star La Jolla Resort Islamorada is 17 minutes' walk from Anne s Beach. Featuring a private beach area and a shared lounge, the hotel is located a short way from Lobster Trap Art Gift Shop and Gallery.

Guests will also get this Islamorada resort 600 metres from Upper Matecumbe Key Island. A 14-minute stroll takes you to History of Diving Museum.

8.8
746 reviews
~ US$181 / night

La Jolla Resort

0.1 km (0.1 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Live entertainment
  • Outdoor swimming pool

La Jolla Resort

Providing 17 rooms, the 2-star La Jolla Resort Islamorada is 17 minutes' walk from Anne s Beach. Featuring a private beach area and a shared lounge, the hotel is located a short way from Lobster Trap Art Gift Shop and Gallery.

Guests will also get this Islamorada resort 600 metres from Upper Matecumbe Key Island. A 14-minute stroll takes you to History of Diving Museum.

8.8
746 reviews
From US$ 181 / night
  • Guest favorite
Sunset Inn Sunset Inn

Sunset Inn

82200 Overseas Highway
0.2 km (0.1 mi) from city center
  • Picnic area/ Tables
  • Free parking
  • Housekeeping
  • Air conditioning
  • Outdoor swimming pool
  • Garden area

The 3-star smoke-free Sunset Inn Islamorada offers quick access to the class museum "Florida Keys History and Discovery Center", situated nearly 5 minutes' walk away. Guests will enjoy a heated swimming pool while staying in the comfortable hotel within reach of John Pennekamp State Park.

The inn is 0.7 km from the Michelle Nicole Lowe Art Gallery and the Windley Key Fossil Reef Geological State Park is 4.5 km away. The History of Diving Museum also lies a short way from the Sunset Inn. This accommodation is located around a 25-minute walk from the Hurricane Monument.

8.5
1507 reviews
~ US$107 / night

Sunset Inn

0.2 km (0.1 mi) from city center
  • Picnic area/ Tables
  • Free parking
  • Housekeeping
  • Air conditioning
  • Outdoor swimming pool
  • Garden area

Sunset Inn

The 3-star smoke-free Sunset Inn Islamorada offers quick access to the class museum "Florida Keys History and Discovery Center", situated nearly 5 minutes' walk away. Guests will enjoy a heated swimming pool while staying in the comfortable hotel within reach of John Pennekamp State Park.

The inn is 0.7 km from the Michelle Nicole Lowe Art Gallery and the Windley Key Fossil Reef Geological State Park is 4.5 km away. The History of Diving Museum also lies a short way from the Sunset Inn. This accommodation is located around a 25-minute walk from the Hurricane Monument.

8.5
1507 reviews
From US$ 107 / night
Ragged Edge Resort & Marina Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

243 Treasure Harbor Drive
6.6 km (4.1 mi) from city center
  • BBQ facilities
  • Car park
    Charges may apply
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Pool with view

Featuring a sunbathing terrace and a picnic area, Ragged Edge Resort & Marina Islamorada enjoys a convenient location 15 minutes by car from History of Diving Museum. Located within reach of Rain Barrel Sculpture Gallery, this resort has to offer an outdoor swimming pool onsite plus diving, canyoning, and cycling in the area.

The comfortable hotel is also 2.5 km from Windley Key Fossil Reef Geological State Park. Guests can find Islamorada, which is a 20-minute walk away.

9.2
112 reviews
~ US$360 / night

Ragged Edge Resort & Marina

6.6 km (4.1 mi) from city center
  • BBQ facilities
  • Car park
    Charges may apply
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Pool with view

Ragged Edge Resort & Marina

Featuring a sunbathing terrace and a picnic area, Ragged Edge Resort & Marina Islamorada enjoys a convenient location 15 minutes by car from History of Diving Museum. Located within reach of Rain Barrel Sculpture Gallery, this resort has to offer an outdoor swimming pool onsite plus diving, canyoning, and cycling in the area.

The comfortable hotel is also 2.5 km from Windley Key Fossil Reef Geological State Park. Guests can find Islamorada, which is a 20-minute walk away.

9.2
112 reviews
From US$ 360 / night
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84457 Overseas Highway
2.9 km (1.8 mi) from city center
  • Restaurant
  • Free parking
  • 24-hour reception
  • Flat-screen TV
  • Fitness centre
  • Outdoor swimming pool

Offering 9 restaurants and a swimming pool, the 4-star family-friendly Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort is located in a cultural area.

Lobster Trap Art Gift Shop and Gallery is 3.1 km from this Islamorada inn, while nearly a 10-minute ride from Rain Barrel Sculpture Gallery this place. You can get to the centre of Islamorada in 30 minutes' walk. The world-class museum "Florida Keys History and Discovery Center" is also 3.2 km away.

8.6
125 reviews
~ US$180 / night

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

2.9 km (1.8 mi) from city center
  • Restaurant
  • Free parking
  • 24-hour reception
  • Flat-screen TV
  • Fitness centre
  • Outdoor swimming pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Offering 9 restaurants and a swimming pool, the 4-star family-friendly Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort is located in a cultural area.

Lobster Trap Art Gift Shop and Gallery is 3.1 km from this Islamorada inn, while nearly a 10-minute ride from Rain Barrel Sculpture Gallery this place. You can get to the centre of Islamorada in 30 minutes' walk. The world-class museum "Florida Keys History and Discovery Center" is also 3.2 km away.

8.6
125 reviews
From US$ 180 / night
  • Private beach
Chesapeake Beach Resort Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Highway
2.0 km (1.2 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Situated nearly 25 minutes' walk from Windley Key Fossil Reef Geological State Park, the 3-star oceanfront Chesapeake Beach Resort Islamorada includes a lobby area and a gift shop.

Within reach of this Islamorada hotel guests will find History of Diving Museum. Whale Harbor Marina is just 250 metres from the resort.

8.5
724 reviews
~ US$149 / night

Chesapeake Beach Resort

2.0 km (1.2 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Chesapeake Beach Resort

Situated nearly 25 minutes' walk from Windley Key Fossil Reef Geological State Park, the 3-star oceanfront Chesapeake Beach Resort Islamorada includes a lobby area and a gift shop.

Within reach of this Islamorada hotel guests will find History of Diving Museum. Whale Harbor Marina is just 250 metres from the resort.

8.5
724 reviews
From US$ 149 / night
  • Private beach
Matecumbe Resort Matecumbe Resort

Matecumbe Resort

76261 Overseas Highway
9.8 km (6.1 mi) from city center
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Table tennis
  • Heated swimming pool

Offering a sunbathing terrace and a picnic area, the 2-star Matecumbe Resort Islamorada is located 3.3 km from the 280 - acre island "Lignumvitae Key Botanical State Park". Offering 32 rooms, the aparthotel provides a year-round outdoor swimming pool as well.

Guests can easily reach San Pedro Underwater Archaeological Preserve State Park 10 minutes' drive from the comfortable hotel. Within easy reach of the Matecumbe Resort you'll find Lower Matecumbe Key Island.

8.5
318 reviews
~ US$125 / night

Matecumbe Resort

9.8 km (6.1 mi) from city center
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Table tennis
  • Heated swimming pool

Matecumbe Resort

Offering a sunbathing terrace and a picnic area, the 2-star Matecumbe Resort Islamorada is located 3.3 km from the 280 - acre island "Lignumvitae Key Botanical State Park". Offering 32 rooms, the aparthotel provides a year-round outdoor swimming pool as well.

Guests can easily reach San Pedro Underwater Archaeological Preserve State Park 10 minutes' drive from the comfortable hotel. Within easy reach of the Matecumbe Resort you'll find Lower Matecumbe Key Island.

8.5
318 reviews
From US$ 125 / night
  • Eco-friendly stay
  • Private beach
Cheeca Lodge & Spa Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82
1.1 km (0.7 mi) from city center
  • In-room breakfast
  • Valet parking
  • 24-hour reception
  • Air conditioning
  • Steam room
  • Pool with view

The 5-star luxury Cheeca Lodge & Spa Islamorada hotel, located approximately a 5-minute walk from Anne s Beach, is proud to offer 10 outdoor tennis courts. Not far from the world-class museum "Florida Keys History and Discovery Center", the stylish resort with 252 rooms features a sun deck and various recreational opportunities, plus an American restaurant, serving seafood specials.

This hotel boasts a private location in the very heart of Islamorada. Merely 1.3 km from the Cheeca Islamorada, guests will find Hurricane Monument. The nearby landmarks of Islamorada include Upper Matecumbe Key Island, located nearly 10 minutes' walk away.

8.3
485 reviews
~ US$185 / night

Cheeca Lodge & Spa

1.1 km (0.7 mi) from city center
  • In-room breakfast
  • Valet parking
  • 24-hour reception
  • Air conditioning
  • Steam room
  • Pool with view

Cheeca Lodge & Spa

The 5-star luxury Cheeca Lodge & Spa Islamorada hotel, located approximately a 5-minute walk from Anne s Beach, is proud to offer 10 outdoor tennis courts. Not far from the world-class museum "Florida Keys History and Discovery Center", the stylish resort with 252 rooms features a sun deck and various recreational opportunities, plus an American restaurant, serving seafood specials.

This hotel boasts a private location in the very heart of Islamorada. Merely 1.3 km from the Cheeca Islamorada, guests will find Hurricane Monument. The nearby landmarks of Islamorada include Upper Matecumbe Key Island, located nearly 10 minutes' walk away.

8.3
485 reviews
From US$ 185 / night
  • Private beach
Bayside Villas By Islander Resort Bayside Villas By Islander Resort

Bayside Villas By Islander Resort

81450 Overseas Highway
1.9 km (1.2 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Fitness centre
  • Pool with view

Offering a sun deck and a picnic area, Bayside Villas By Islander Resort Islamorada is located a 10-minute drive from the shallow coral reef "Cheeca Rocks". Air-conditioned rooms, Wi-Fi and parking on site are provided for guests onsite.

This resort offers a location in the very heart of Islamorada, not far from Indian Key State Historic Site. You can find the shopping mall "Pasta Pantaleo Signature Gallery" within 900 metres of the Bayside Villas. The world-class museum "Florida Keys History and Discovery Center" is reachable within a 15-minute drive.

8.6
173 reviews
~ US$191 / night

Bayside Villas By Islander Resort

1.9 km (1.2 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Fitness centre
  • Pool with view

Bayside Villas By Islander Resort

Offering a sun deck and a picnic area, Bayside Villas By Islander Resort Islamorada is located a 10-minute drive from the shallow coral reef "Cheeca Rocks". Air-conditioned rooms, Wi-Fi and parking on site are provided for guests onsite.

This resort offers a location in the very heart of Islamorada, not far from Indian Key State Historic Site. You can find the shopping mall "Pasta Pantaleo Signature Gallery" within 900 metres of the Bayside Villas. The world-class museum "Florida Keys History and Discovery Center" is reachable within a 15-minute drive.

8.6
173 reviews
From US$ 191 / night
  • Popular choice
  • Private beach
Breezy Palms Resort Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway
3.8 km (2.3 mi) from city center
  • BBQ facilities
  • Car park
    Charges may apply
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Outdoor swimming pool

The 3-star Breezy Palms Resort Islamorada offers spacious rooms 4.8 km from the History of Diving Museum. Featuring Wi-Fi in the rooms, this comfortable resort also has amenities such as a private beach area.

Located in the beach area, the hotel is about 10 minutes by car from Anne s Beach. Enjoy the proximity to the Lignumvitae Key Botanical State Park, which is merely 1.4 km away.

8.2
1664 reviews
~ US$142 / night

Breezy Palms Resort

3.8 km (2.3 mi) from city center
  • BBQ facilities
  • Car park
    Charges may apply
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Outdoor swimming pool

Breezy Palms Resort

The 3-star Breezy Palms Resort Islamorada offers spacious rooms 4.8 km from the History of Diving Museum. Featuring Wi-Fi in the rooms, this comfortable resort also has amenities such as a private beach area.

Located in the beach area, the hotel is about 10 minutes by car from Anne s Beach. Enjoy the proximity to the Lignumvitae Key Botanical State Park, which is merely 1.4 km away.

8.2
1664 reviews
From US$ 142 / night
  • Private beach
Caloosa Cove Resort By Coolvacay Caloosa Cove Resort By Coolvacay

Caloosa Cove Resort By Coolvacay

73801 Overseas Highway
13.8 km (8.6 mi) from city center
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Tennis court
  • Pool with view

The 3-star Caloosa Cove Resort By Coolvacay Islamorada is provided with a vending machine and a lift and located around a 10-minute ride from the Craig Key. Comprising 30 rooms with views of the pool, this Islamorada hotel offers a private beach area and a convenience store.

The hotel features location 3.1 km from the Lower Matecumbe Key.

9
178 reviews
~ US$414 / night

Caloosa Cove Resort By Coolvacay

13.8 km (8.6 mi) from city center
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Tennis court
  • Pool with view

Caloosa Cove Resort By Coolvacay

The 3-star Caloosa Cove Resort By Coolvacay Islamorada is provided with a vending machine and a lift and located around a 10-minute ride from the Craig Key. Comprising 30 rooms with views of the pool, this Islamorada hotel offers a private beach area and a convenience store.

The hotel features location 3.1 km from the Lower Matecumbe Key.

9
178 reviews
From US$ 414 / night
  • Private beach
The Islands Of Islamorada The Islands Of Islamorada

The Islands Of Islamorada

82779 Old Highway
0.7 km (0.4 mi) from city center
  • In-room breakfast
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Fitness centre
  • Pool with view

Featuring a prime location, the comfortable The Islands Of Islamorada hotel offers views of the pool.

This 5-star hotel is situated merely 1.4 km from Lobster Trap Art Gift Shop and Gallery, while Upper Matecumbe Key Island is nearly 20 minutes' walk away.

8.8
37 reviews
~ US$2000 / night

The Islands Of Islamorada

0.7 km (0.4 mi) from city center
  • In-room breakfast
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Fitness centre
  • Pool with view

The Islands Of Islamorada

Featuring a prime location, the comfortable The Islands Of Islamorada hotel offers views of the pool.

This 5-star hotel is situated merely 1.4 km from Lobster Trap Art Gift Shop and Gallery, while Upper Matecumbe Key Island is nearly 20 minutes' walk away.

8.8
37 reviews
From US$ 2000 / night
  • Beach access
Casa Morada Casa Morada

Casa Morada

136 Madeira Road
0.3 km (0.2 mi) from city center
  • Free parking
  • Housekeeping
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Outdoor swimming pool

Also, you can use private parking on site.

Lignumvitae Key Botanical State Park is 2.3 km from the 5-star Casa Morada Hotel, while Upper Matecumbe Key Island is 11 minutes' walk away.

8.1
152 reviews
~ US$441 / night

Casa Morada

0.3 km (0.2 mi) from city center
  • Free parking
  • Housekeeping
  • Air conditioning
  • Flat-screen TV
  • Jacuzzi
  • Outdoor swimming pool

Casa Morada

Also, you can use private parking on site.

Lignumvitae Key Botanical State Park is 2.3 km from the 5-star Casa Morada Hotel, while Upper Matecumbe Key Island is 11 minutes' walk away.

8.1
152 reviews
From US$ 441 / night
Sands Of Islamorada Sands Of Islamorada

Sands Of Islamorada

80051 Overseas Highway
3.7 km (2.3 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Jacuzzi
  • Outdoor swimming pool

The 2-star Sands Of Islamorada hotel includes air-conditioned rooms and is nearly a 25-minute walk from Gallery Morada. The inn boasts views of the ocean and offers Wi-Fi in public areas.

Hurricane Monument is 2.6 km from here. This Islamorada hotel also takes you to Michelle Nicole Lowe Art Gallery, which is about 10 minutes' drive away.

8.6
281 reviews
~ US$200 / night

Sands Of Islamorada

3.7 km (2.3 mi) from city center
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Jacuzzi
  • Outdoor swimming pool

Sands Of Islamorada

The 2-star Sands Of Islamorada hotel includes air-conditioned rooms and is nearly a 25-minute walk from Gallery Morada. The inn boasts views of the ocean and offers Wi-Fi in public areas.

Hurricane Monument is 2.6 km from here. This Islamorada hotel also takes you to Michelle Nicole Lowe Art Gallery, which is about 10 minutes' drive away.

8.6
281 reviews
From US$ 200 / 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, $
Pines & Palms Resort

9.3 / 10

(558 Reviews)

From 134$
Islander Resort

9.0 / 10

(1261 Reviews)

From 204$
La Jolla Resort

8.8 / 10

(746 Reviews)

From 181$
Sunset Inn

8.5 / 10

(1507 Reviews)

From 107$
Ragged Edge Resort & Marina

9.2 / 10

(112 Reviews)

From 360$

Islamorada and related destinations

Location