Resort Getaways Islamorada
Islamorada
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Islamorada

Oct 22 - Oct 23 ·
2 guests

Islamorada Resorts

Islamorada
2 guests

Adults:

2

Children:

0

Child’s age:

Over 100 stays assessed to highlight the standout picks

Navigation

1. Pines & Palms Resort

2. Islander Resort

3. Chesapeake Beach Resort

4. Ragged Edge Resort & Marina

Affordable resorts in Islamorada

5. Cheeca Lodge & Spa

6. Bayside Villas By Islander Resort

7. Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

Adult Resorts in Islamorada

8. Fisher Inn Resort & Marina

9. Caloosa Cove Resort By Coolvacay

10. Hadley Resort And Marina

Best Resorts in Islamorada

  • 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 is 2.9 km from the class museum "Florida Keys History and Discovery Center" and boasts a sun deck and a picnic area.

Pines & Palms Resort has a heated pool for your convenience. This accommodation also offers diving, kayaking, and cycling.

9.4
539 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 is 2.9 km from the class museum "Florida Keys History and Discovery Center" and boasts a sun deck and a picnic area.

Pines & Palms Resort has a heated pool for your convenience. This accommodation also offers diving, kayaking, and cycling.

9.4
539 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 2 outdoor swimming pools and an American-style restaurant, the 4-star luxury Islander Resort Islamorada is located in a cultural neighbourhood.

Facilities that will make your stay enjoyable include a sunbathing terrace, spa therapy, and a picnic area. There is a yoga instruction and bicycles on-site for all sport lovers.

9
1232 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 2 outdoor swimming pools and an American-style restaurant, the 4-star luxury Islander Resort Islamorada is located in a cultural neighbourhood.

Facilities that will make your stay enjoyable include a sunbathing terrace, spa therapy, and a picnic area. There is a yoga instruction and bicycles on-site for all sport lovers.

9
1232 reviews
From US$ 204 / 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

Located around 25 minutes' walk from the oceanfront Chesapeake Beach Resort Islamorada, guests can reach the class museum "Florida Keys History and Discovery Center".

You can spend time by a heated pool, which comes with a hot tub. The property also provides sports facilities like yoga instruction and bicycles to help guests stay fit during their stay.

8.5
723 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

Located around 25 minutes' walk from the oceanfront Chesapeake Beach Resort Islamorada, guests can reach the class museum "Florida Keys History and Discovery Center".

You can spend time by a heated pool, which comes with a hot tub. The property also provides sports facilities like yoga instruction and bicycles to help guests stay fit during their stay.

8.5
723 reviews
From US$ 149 / night

Affordable resorts in Islamorada

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

The comfortable Ragged Edge Resort & Marina Islamorada is nestled around 15 minutes on foot from Islamorada, offering 14 rooms and featuring a sundeck and a picnic area. Area attractions, including Rain Barrel Sculpture Gallery, are located within a few blocks of this Islamorada resort.

Plus you'll find a heated pool. Ragged Edge Resort & Marina organises a wide variety of activities such as diving, canyoning, and cycling.

9.2
113 reviews
~ US$159 / 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

The comfortable Ragged Edge Resort & Marina Islamorada is nestled around 15 minutes on foot from Islamorada, offering 14 rooms and featuring a sundeck and a picnic area. Area attractions, including Rain Barrel Sculpture Gallery, are located within a few blocks of this Islamorada resort.

Plus you'll find a heated pool. Ragged Edge Resort & Marina organises a wide variety of activities such as diving, canyoning, and cycling.

9.2
113 reviews
From US$ 159 / 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 oceanfront Cheeca Lodge & Spa Islamorada hotel, nestled in the cultural district of Islamorada and about a 25-minute walk from History of Diving Museum, boasts a personal trainer and yoga instruction for guests to keep fit. Featuring an American restaurant, this 5-star resort is located a short way from the world-class museum "Florida Keys History and Discovery Center" and offers a treatment room, a Jacuzzi, and a foot bath.

Offering 3 outdoor swimming pools with a hot tub, the Cheeca Islamorada is an ideal place to relax. Guests can play tennis at the property, and the area is popular for windsurfing, snorkelling, and billiard.

8.3
445 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 oceanfront Cheeca Lodge & Spa Islamorada hotel, nestled in the cultural district of Islamorada and about a 25-minute walk from History of Diving Museum, boasts a personal trainer and yoga instruction for guests to keep fit. Featuring an American restaurant, this 5-star resort is located a short way from the world-class museum "Florida Keys History and Discovery Center" and offers a treatment room, a Jacuzzi, and a foot bath.

Offering 3 outdoor swimming pools with a hot tub, the Cheeca Islamorada is an ideal place to relax. Guests can play tennis at the property, and the area is popular for windsurfing, snorkelling, and billiard.

8.3
445 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

Nestled only 600 metres from Indian Key State Historic Site, the contemporary 4-star Bayside Villas By Islander Resort Islamorada welcomes guests with a sunbathing terrace and a picnic area. Located approximately a 10-minute drive from Upper Matecumbe Key Island, the luxurious resort boasts an outdoor swimming pool.

Guests can make use of snorkelling, canyoning, and kayaking as well as kayaks for rent.

8.6
170 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

Nestled only 600 metres from Indian Key State Historic Site, the contemporary 4-star Bayside Villas By Islander Resort Islamorada welcomes guests with a sunbathing terrace and a picnic area. Located approximately a 10-minute drive from Upper Matecumbe Key Island, the luxurious resort boasts an outdoor swimming pool.

Guests can make use of snorkelling, canyoning, and kayaking as well as kayaks for rent.

8.6
170 reviews
From US$ 191 / night

Adult Resorts in Islamorada

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 3 outdoor swimming pools and an American restaurant, the 4-star family Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort is located in a cultural area. Boasting air-conditioned rooms, this Islamorada inn is situated a mere 200 metres from Wilson Key.

The Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort provides guests with access to fitness classes in a fitness centre.

8.5
149 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 3 outdoor swimming pools and an American restaurant, the 4-star family Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort is located in a cultural area. Boasting air-conditioned rooms, this Islamorada inn is situated a mere 200 metres from Wilson Key.

The Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort provides guests with access to fitness classes in a fitness centre.

8.5
149 reviews
From US$ 180 / night
  • Private beach
Fisher Inn Resort & Marina Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

84951 Overseas Highway
4.1 km (2.5 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Table tennis
  • Pool with view

Offering a sunbathing terrace and a picnic area, Fisher Inn Resort & Marina Islamorada is 5 km from Upper Matecumbe Key Island. Guests will enjoy Wi-Fi throughout the property and a heated pool on site.

If you like an active lifestyle, canyoning, kayaking, and ping-pong are available on site. Fisher Inn Resort & Marina is also convenient for going fishing and snorkelling.

7.9
687 reviews
~ US$215 / night

Fisher Inn Resort & Marina

4.1 km (2.5 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Table tennis
  • Pool with view

Fisher Inn Resort & Marina

Offering a sunbathing terrace and a picnic area, Fisher Inn Resort & Marina Islamorada is 5 km from Upper Matecumbe Key Island. Guests will enjoy Wi-Fi throughout the property and a heated pool on site.

If you like an active lifestyle, canyoning, kayaking, and ping-pong are available on site. Fisher Inn Resort & Marina is also convenient for going fishing and snorkelling.

7.9
687 reviews
From US$ 215 / 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

Located within 5 minutes' walk of Anne's Beach, the 3-star Caloosa Cove Resort By Coolvacay Islamorada features a vending machine and a lift, as well as shopping service.

The hotel has an outdoor swimming pool for your convenience. Staff can arrange diving, boating, and lawn tennis.

9.1
172 reviews
~ US$299 / 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

Located within 5 minutes' walk of Anne's Beach, the 3-star Caloosa Cove Resort By Coolvacay Islamorada features a vending machine and a lift, as well as shopping service.

The hotel has an outdoor swimming pool for your convenience. Staff can arrange diving, boating, and lawn tennis.

9.1
172 reviews
From US$ 299 / night

Party Resorts in Islamorada

  • Top location
  • Private beach
Hadley Resort And Marina Hadley Resort And Marina

Hadley Resort And Marina

82749 Overseas Highway
0.5 km (0.3 mi) from city center
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Table tennis
  • Pool with view

Located only a 13-minute walk from Michelle Nicole Lowe Art Gallery, the 3-star Hadley Resort And Marina Islamorada offers modern comforts such as a vending machine and a lift. This charming hotel features Wi-Fi throughout the property.

The Hadley offers a variety of activities including snorkelling, canyoning, and kayaking.

7
405 reviews
~ US$147 / night

Hadley Resort And Marina

0.5 km (0.3 mi) from city center
  • BBQ facilities
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Table tennis
  • Pool with view

Hadley Resort And Marina

Located only a 13-minute walk from Michelle Nicole Lowe Art Gallery, the 3-star Hadley Resort And Marina Islamorada offers modern comforts such as a vending machine and a lift. This charming hotel features Wi-Fi throughout the property.

The Hadley offers a variety of activities including snorkelling, canyoning, and kayaking.

7
405 reviews
From US$ 147 / night
  • Private beach
Amara Cay Resort Amara Cay Resort

Amara Cay Resort

80001 Overseas Highway
3.9 km (2.4 mi) from city center
  • Restaurant
  • Car park
    Charges may apply
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Pool with view

The beachfront Amara Cay Resort Islamorada provides a first aid kit to ensure guests' safety.

A sunbathing terrace, playground, and a golf course are also featured at the Amara Islamorada. Guests can spend time by an outdoor swimming pool; have access to a fitness centre; and enjoy fitness classes.

7.8
538 reviews
~ US$266 / night

Amara Cay Resort

3.9 km (2.4 mi) from city center
  • Restaurant
  • Car park
    Charges may apply
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Pool with view

Amara Cay Resort

The beachfront Amara Cay Resort Islamorada provides a first aid kit to ensure guests' safety.

A sunbathing terrace, playground, and a golf course are also featured at the Amara Islamorada. Guests can spend time by an outdoor swimming pool; have access to a fitness centre; and enjoy fitness classes.

7.8
538 reviews
From US$ 266 / night
  • Private beach
Drop Anchor Resort & Marina Drop Anchor Resort & Marina

Drop Anchor Resort & Marina

84959 Overseas Highway
4.2 km (2.6 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Housekeeping
  • Air conditioning
  • Golf centre
  • Pool with view

The 3-star Drop Anchor Resort & Marina Islamorada has 18 rooms and is located 4.5 km from Lobster Trap Art Gift Shop and Gallery. The resort also provides Wi-Fi available in public areas.

The property features a heated pool and offers a picnic area and a golf course.

8.2
328 reviews
~ US$343 / night

Drop Anchor Resort & Marina

4.2 km (2.6 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Housekeeping
  • Air conditioning
  • Golf centre
  • Pool with view

Drop Anchor Resort & Marina

The 3-star Drop Anchor Resort & Marina Islamorada has 18 rooms and is located 4.5 km from Lobster Trap Art Gift Shop and Gallery. The resort also provides Wi-Fi available in public areas.

The property features a heated pool and offers a picnic area and a golf course.

8.2
328 reviews
From US$ 343 / night

Golf Resorts in Islamorada

  • 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

The 5-star The Islands Of Islamorada hotel offers air-conditioned rooms in a beach area of Islamorada.

Enjoy onsite faciliteis, such as 2 outdoor swimming pools with a hot tub. The Islands offers a personal trainer, yoga instruction, and bicycles to ensure active guests' pastime.

8.8
43 reviews
~ US$721 / 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

The 5-star The Islands Of Islamorada hotel offers air-conditioned rooms in a beach area of Islamorada.

Enjoy onsite faciliteis, such as 2 outdoor swimming pools with a hot tub. The Islands offers a personal trainer, yoga instruction, and bicycles to ensure active guests' pastime.

8.8
43 reviews
From US$ 721 / 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

Located approximately a 10-minute drive from the Florida Lignumvitae Key Botanical State Park, the elegant Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel offers Wi-Fi throughout the property and parking. Boasting a swimming pool, this Islamorada resort boasts a convenient location and access to Lower Matecumbe Key Island, which is only 50 metres away.

Guests enjoy having access to a games room.

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

Located approximately a 10-minute drive from the Florida Lignumvitae Key Botanical State Park, the elegant Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel offers Wi-Fi throughout the property and parking. Boasting a swimming pool, this Islamorada resort boasts a convenient location and access to Lower Matecumbe Key Island, which is only 50 metres away.

Guests enjoy having access to a games room.

Resorts near Islamorada

  • Private beach
Playa Largo Resort & Spa, Autograph Collection Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

97450 Overseas Highway
23.4 km (14.5 mi) from Islamorada
  • In-room breakfast
  • Valet parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Playa Largo Resort & Spa, Autograph Collection Key Largo offers 181 rooms and a year-round outdoor swimming pool with a hot tub.

The Playa Largo features facials and a sunbathing terrace. Guests can have fun indulging in parasailing, snorkelling, and water skiing offered on-site.

8.9
390 reviews
~ US$76 / night

Playa Largo Resort & Spa, Autograph Collection

23.4 km (14.5 mi) from Islamorada
  • In-room breakfast
  • Valet parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection Key Largo offers 181 rooms and a year-round outdoor swimming pool with a hot tub.

The Playa Largo features facials and a sunbathing terrace. Guests can have fun indulging in parasailing, snorkelling, and water skiing offered on-site.

8.9
390 reviews
From US$ 76 / night

Honeymoon Resorts in Islamorada

  • Guest favorite
Blackfin Resort And Marina Blackfin Resort And Marina

Blackfin Resort And Marina

4650 Overseas Highway
51.5 km (32.0 mi) from Islamorada
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Live entertainment
  • Pool with view

Providing 40 rooms, Blackfin Resort And Marina Marathon is 18 minutes' walk from Sombrero Reef. The resort features a nightclub, a picnic area, and a golf course along with an American restaurant.

This accommodation features a heated pool. The hotel offers to its guests snorkelling, diving, and billiard.

8.7
1470 reviews
~ US$124 / night

Blackfin Resort And Marina

51.5 km (32.0 mi) from Islamorada
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Live entertainment
  • Pool with view

Blackfin Resort And Marina

Providing 40 rooms, Blackfin Resort And Marina Marathon is 18 minutes' walk from Sombrero Reef. The resort features a nightclub, a picnic area, and a golf course along with an American restaurant.

This accommodation features a heated pool. The hotel offers to its guests snorkelling, diving, and billiard.

8.7
1470 reviews
From US$ 124 / night

Are you in a hurry?

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

Name of hotel Accommodation Rating Price, $
Pines & Palms Resort

9.4 / 10

(539 Reviews)

From 134$
Islander Resort

9.0 / 10

(1232 Reviews)

From 204$
Chesapeake Beach Resort

8.5 / 10

(723 Reviews)

From 149$
Ragged Edge Resort & Marina

9.2 / 10

(113 Reviews)

From 159$
Cheeca Lodge & Spa

8.3 / 10

(445 Reviews)

From 185$

Location