Islamorada hotels and places to stay

Search among 30 available hotels and places to stay in Islamorada from 50+ providers

Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Filter & Sort
View map
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
1Filter & Sort
View map
View map
1-30 out of 30
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.2
Great274 reviews
Map
1091 yd from City Center195 yd from Anne s Beach
Featuring a year-round outdoor swimming pool and 242 rooms, the 4-star Cheeca Lodge & Spa Islamorada is minutes from Raccoon Key.
FromUS$ 185 /nightSelect
8.4
Great339 reviews
Map
572 yd from City Center486 yd from Upper Matecumbe Key
Guests can enjoy a drink in a terrace bar or relax by a swimming pool, while staying at the 4-star luxury Islander Resort Islamorada, situated around a 25-minute stroll from Hurricane Monument.
FromUS$ 204 /nightSelect
8.4
Great186 reviews
Map
2.4 mi from City Center1.7 mi from Anne s Beach
Featuring an à la carte restaurant and a year-round outdoor pool, the 4-star beachfront Amara Cay Resort Islamorada offers a setting near a boat dock.
FromUS$ 247 /nightSelect
8.2
Great157 reviews
Map
1.2 mi from City Center236 yd from Islamorada
Offering a Jacuzzi and an outdoor swimming pool together with an a tropical garden garden, the oceanfront Chesapeake Islamorada occupies a privileged position, 25 minutes' stroll from Florida Keys History and Discovery Center.
FromUS$ 149 /nightSelect
8.4
Great174 reviews
Map
2.0 mi from City Center1.3 mi from Anne s Beach
Within 28 miles of Robbie's, the 3-star Pines & Palms Resort Islamorada overlooks the courtyard and features yoga classes, entertainment activities and barbeque grills.
FromUS$ 134 /nightSelect
8.2
Great190 reviews
The 3-star beachfront Postcard Inn Beach Resort & Marina offers renovated rooms and a swimming pool within 0.7 miles of Windley Key Fossil Reef Geological State Park.
FromUS$ 180 /nightSelect
8.4
Great101 reviews
Boasting location within 600 feet of Lobster Trap Art Gift Shop and Gallery, the 4-star boutique Casa Morada features massage therapy and entertainment activities, as well as offers 16 rooms.
FromUS$ 325 /nightSelect
8.0
Great186 reviews
The 3-star beachfront La Siesta Resort & Villas is a perfect vacation spot around a 25-minute walk from Hurricane Monument and other Islamorada landmarks.
FromUS$ 216 /nightSelect
8.4
Great211 reviews
Map
2.0 mi from City Center377 yd from Windley Key Fossil Reef Geological State Park
The 3-star Pelican Cove Resort & Marina is placed around 25 minutes by foot from History of Diving Museum and has a swimming pool along with a pool bar.
FromUS$ 199 /nightSelect
8.0
Great190 reviews
Windsurfing, snorkeling and diving make the 3-star Fisher Inn Resort & Marina attractive to sports enthusiasts, and set 2.7 miles from Florida Keys History and Discovery Center.
FromUS$ 153 /nightSelect
8.4
Great54 reviews
Map
2.4 mi from City Center1.6 mi from Anne s Beach
Located in a beach area of Islamorada, the 3-star Breezy Palms also has access to a swimming pool.
FromUS$ 116 /nightSelect
8.2
Great85 reviews
Map
8.6 mi from City Center
Offering a swimming pool, the Caloosa Cove Resort - With Full Kitchens Islamorada is approximately 10 minutes' drive from Craig Key Island.
FromUS$ 278 /nightSelect
Sunset InnHotel
8.4
Great161 reviews
Map
248 yd from City Center728 yd from Upper Matecumbe Key
Carysfort Reef and Plantation Key are located 0.8 miles and 0.9 miles from the 3-star Sunset Inn respectively.
FromUS$ 155 /nightSelect
8.4
Great141 reviews
Map
132 yd from City Center894 yd from Upper Matecumbe Key
Everyone will enjoy an outdoor swimming pool onsite and admire sea views offered from 17 rooms.
FromUS$ 181 /nightSelect
Matecumbe ResortAparthotel
8.4
Great43 reviews
Map
6.1 mi from City Center
Featuring 35 rooms with views of the sea, the 2-star Matecumbe Resort is set within 1.8 miles of Indian Key Historic State Park.
FromUS$ 125 /nightSelect
8.4
Great65 reviews
Map
2.6 mi from City Center116 yd from Windley Key
Featuring beautiful views of the courtyard, the 3-star Drop Anchor Resort & Marina Islamorada is within 2.8 miles of Florida Keys History and Discovery Center.
FromUS$ 153 /nightSelect
7.8
Very good16 reviews
Map
2.4 mi from City Center242 yd from Theater of the Sea on Islamorada
The 2-star Coconut Cove Resort & Marina is placed in a beach area of Islamorada, 1.9 miles from Rain Barrel Village and around 1.8 miles from History of Diving Museum.
FromUS$ 169 /nightSelect
8.2
Great90 reviews
Map
1.2 mi from City Center838 yd from Anne s Beach
25 rooms and a swimming pool are available in the contemporary Islander Bayside Villas & Boatslips Islamorada, located merely 7 minutes by foot from Indian Key State Historic Site.
FromUS$ 191 /nightSelect
8.2
Great74 reviews
Map
2.3 mi from City Center1.6 mi from Anne s Beach
Indian Key Historic State Park is 2.1 miles from the 2-star Sands Of Islamorada and Upper Matecumbe Key Island is approximately 1.8 miles away.
FromUS$ 200 /nightSelect
7.8
Very good19 reviews
Map
4.1 mi from City Center1.6 mi from Windley Key
Windley Key and Islamorada are located 0.7 miles and 0.9 miles from the Ragged Edge Resort & Marina respectively.
FromUS$ 395 /nightSelect
8.0
Great220 reviews
Map
521 yd from City Center613 yd from History of Diving Museum
The comfortable 3-star Hadley House is placed in a beach area of Islamorada, just 0.6 miles from Michelle Nicole Lowe Art Gallery and around 2 miles from Lignumvitae Key Botanical State Park.
FromUS$ 148 /nightSelect
8.4
Great21 reviews
Map
1471 yd from City Center242 yd from Anne s Beach
Raccoon Key and Carysfort Reef are located 0.2 miles and 0.3 miles from the Moorings Village Islamorada respectively.
FromUS$ 459 /nightSelect
7.2
Very good1 review
Map
726 yd from City Center463 yd from History of Diving Museum
Featuring 31 rooms with views of the sea, the 4-star Islands Of Islamorada is set within 3.9 miles of Rain Barrel Village.
FromUS$ 696 /nightSelect
8.2
Great5 reviews
Map
752 yd from City Center352 yd from Upper Matecumbe Key
Boasting an outdoor swimming pool, the 3-star smoke free Caribbean is a 20-minute walk from Lignumvitae Key Botanical State Park.
FromUS$ 450 /nightSelect
8.8
Great22 reviews
Map
10.0 mi from City Center
Approximately 3 miles from Long Key Bight, the Angler'S Reef Islamorada offers entertainment activities and barbeque grills plus a swimming pool.
FromUS$ 484 /nightSelect
8.0
Great23 reviews
Map
2.3 mi from City Center45 yd from Theater of the Sea on Islamorada
Set within 0.3 miles of Windley Key, the 3-star Ocean View Inn Islamorada offers 7 rooms and a swimming pool.
FromUS$ 226 /nightSelect
8.4
Great26 reviews
Map
3.1 mi from City Center866 yd from Windley Key
Rain Barrel Village is within 1.3 miles of the 3-star Smugglers Cove Resort And Marina, while Michelle Nicole Lowe Art Gallery is about 3.5 miles away.
FromUS$ 99 /nightSelect
Map
4.1 mi from City Center1.6 mi from Windley Key
Located within 500 feet of Rain Barrel Village, the 3-star Treasure Harbor Islamorada features 11 rooms with views of the lake.
FromUS$ 231 /nightSelect
The Islander A Guy Harvey Outpost ResortHotel
Map
580 yd from City Center509 yd from Upper Matecumbe Key
Located 0.2 miles from Lobster Trap Art Gift Shop and Gallery, the 3-star oceanfront Islander A Guy Harvey Outpost features a swimming pool and a fitness center.
FromUS$ 347 /nightSelect
Angler'S Reef Resort By KeyscaribbeanHotel
Map
2.7 mi from City Center254 yd from Windley Key
Select

FAQs about hotels in Islamorada

We hope that the answers to these questions will help you plan your trip

What are the top places in Islamorada city center?

Our Booked.net travel data based on 1238 visitors' reviews show the top places in Islamorada city center. The best hotel in Islamorada city center is Sunset Inn rated 8.4/10, offering an outdoor swimming pool, a picnic area, and board games on site. La Jolla Resort with rating 8.4/10 and Hadley Resort And Marina rated 8.0/10 are other favorite hotels in the area. To see more central hotels click here.

What are the most popular cheap hotels in Islamorada?

There are more than 4 top budget properties in Islamorada. Postcard Inn Beach Resort & Marina rated 8.2/10 is great for your budget stay in Islamorada. This property has an outdoor swimming pool, free shuttle service, and shopping service. Also Pelican Cove Resort & Marina is a good choice with rating 8.4/10 at the cost of 199US$ per night. These budget hotels are also good options: Fisher Inn Resort & Marina and Sands Of. Go here to see more cheap hotels.

What are the best boutique hotels in Islamorada?

For visitors searching for a modern hotel in Islamorada, Booked.net has more than 3 boutique options. We recommend Breezy Palms Resort rated 8.4/10 as the top boutique property for 143US$ per night with an outdoor swimming pool, a picnic area, and an outdoor pool on site. Another recommended property is Amara Cay Resort rated 8.4/10, which provides an outdoor swimming pool, snorkeling, and diving on site. Casa Morada with rating 8.6/10: a 4-star property for 320US$ per night. To see more modern hotels go here.

What are the top Islamorada hotels for couples?

According to Booked.net travel data, there are 14 deals for couples. Islander Resort rated 8.4/10 is a favorite 4-star hotel for couples, featuring an outdoor swimming pool, meals, and snorkeling. Visitors can book a room at this property for about 204US$ per night. Chesapeake Beach Resort with rating 8.2/10 is also a perfect 3-star property for couples with an outdoor swimming pool, concierge service, and shopping service. It also has a swimming pool and an outdoor swimming pool and offers rooms for about 149US$ per night. Other top options are Pelican Cove Resort & Marina, Fisher Inn Resort & Marina, and La Jolla Resort. Go here to check more romantic accommodations.

What are the top family-friendly Islamorada properties?

According to 1368 visitors' reviews, there are 3 family deals to consider. Chesapeake Beach Resort (rating: 8.2/10): a family-hotel with concierge service, shopping service, and a Jacuzzi for 149US$ per night. Pelican Cove Resort & Marina, Postcard Inn Beach Resort & Marina, and Hadley Resort And Marina all received 1368 reviews from families traveling in Islamorada. Go here to see more family-friendly hotels.

What are the most popular Islamorada properties near History of Diving Museum?

There are 3 deals to choose from. Select a hotel near History of Diving Museum, such as Sunset Inn, situated a 15-minute walk away. Featuring an outdoor swimming pool, a picnic area, and board games, this property offers rooms from 148US$ per night. For more suitable options go here.

What are the top places to stay in Islamorada with outdoor pools?

According to 2801 reviews, there are 10 hotels featuring outdoor pools in Islamorada. You may also like Coconut Cove Resort & Marina rated 7.8/10. This property will cost you 245US$ per night. Other top properties are Islander Resort, Sunset Inn, and Drop Anchor Resort & Marina.

What are the best pet-friendly hotels in Islamorada?

According to Booked.net travel data, there are 6 options that allow pets. Another most recommended Islamorada place to stay with pets is Chesapeake Beach Resort with an outdoor swimming pool, concierge service, and shopping service. It offers rooms for 149US$ per night. See more pet-friendly accommodations here.

What are the best hotels in Islamorada?

For instance, book Breezy Palms Resort rated 8.4/10 for 143US$ per night. It's set 2.6 miles from Robbie's and provides an outdoor swimming pool, a picnic area, and laundry. As an alternative, check Caloosa Cove Resort - With Full Kitchens rated 8.4/10 with a picnic area, a seasonal outdoor pool, and shopping service on site.

What are the best luxury properties in Islamorada?

Check Cheeca Lodge & Spa rated 8.2/10 at the cost of 185US$ per night. It's located 0.3 miles from Portside Studio & Gallery and provides shopping service, windsurfing, and snorkeling.

Which spa hotels in Islamorada would you recommend?

We recommend Cheeca Lodge & Spa (rating: 8.2/10) for 185US$ per night. It's located a 10-minute walk from Keys History & Discovery Center and provides shopping service, windsurfing, and snorkeling. As an alternative, book The Caribbean Resort (rating: 8.2/10), which costs 450US$ per night and offers a swimming pool, free parking, and complimentary private parking.

How much do hotels in Islamorada cost?

According to Booked.net travel data, the average prices for Islamorada properties are:
A 3-star hotel room costs 180US$ per night. For instance, check Postcard Inn Beach Resort & Marina (rating: 8.2/10).
A 4-star hotel room costs 185US$ per night. You may check Cheeca Lodge & Spa with shopping service, windsurfing, and snorkeling.

How much is a hotel in Islamorada for tonight?

According to Booked.net travel data, the average prices for tonight in Islamorada are: A nice hotel like La Siesta Resort & Villas (rating: 8.0/10) costs about 143US$ per night.

What are the best beach hotels in Islamorada?

To make your stay pleasant, there are 8 options to consider. We recommend Postcard Inn Beach Resort & Marina (rating: 8.2/10), which features a swimming pool and an outdoor pool, as well as an outdoor swimming pool, free shuttle service, and shopping service. Visitors can book this nice option for 180US$ per night. Alternatively, book Cheeca Lodge & Spa (rating: 8.2/10) for 185US$ per night. It provides shopping service, windsurfing, and snorkeling.

What's the most popular resort in Islamorada?

To stay at the top Islamorada resort, check 14 properties on Booked.net. We recommend Drop Anchor Resort & Marina (rating: 8.6/10) for 414US$ per night. It's located 10 minutes' walk from Hog Heaven and provides an outdoor swimming pool, a picnic area, and a golf course on site. Alternatively, Chesapeake Beach Resort is rated as one of the best resorts in Islamorada, offering an outdoor swimming pool, concierge service, and shopping service. It costs 149US$ per night. Check other great resorts such as Hadley Resort And Marina, Sunset Inn, and Matecumbe Resort. Go here to see more great options.

What are the most popular hotels near Upper Matecumbe Key?

On Booked.net you will find 3 great accommodations near Upper Matecumbe Key in Islamorada. Also, you may check Islander Bayside Villas & Boatslips with snorkeling, diving, and canoeing for 191US$ per night.

Where to stay in Islamorada?

Best cheap hotels in Islamorada

A more budget-friendly alternative would be Fisher Inn Resort & Marina, which is 3-star accommodation with room rates from 248US$. Chesapeake Beach Resort is situated within walking distance of Hog Heaven and offers affordable rooms at 318US$ per night.

Convenience of staying in hotels downtown

For travelers who would like to stay a little closer to the city center, the 4-star Casa Morada with an outdoor swimming pool, a patio and canoeing is the ideal choice. The 3-star Islander Resort is at the heart of Islamorada and offers comfy accommodation at around 377US$ per night.

If you're willing to stay near First Baptist Church, book a room at La Jolla Resort which is a 10-minute walk away. If you want to be closer to Lignumvitae Key Botanical State Park, consider Pines & Palms Resort, a 3-star choice only a 15-minute walk.

Luxury and boutique accommodation in Islamorada

Breezy Palms Resort is a boutique hotel within a walking distance of Morada Bay. Hadley House Resort is a 3-star chain hotel, placed about 1750 feet from Islamorada center and welcoming guests with an outdoor swimming pool, a picnic area and water skiing.

Explore and find your best apartments, B&Bs and others

Manatee Bay, situated near Saint Adrians Church, is a cozy bed-and-breakfast hotel offering an outdoor swimming pool, an aqua park and canoeing. If you're planning to visit Islamorada with your family, take into account popular La Siesta Resort & Marina and Amara Cay Resort. For travelers who would like to observe a scenic view of the mountain, we offer to pick Postcard Inn Beach Resort & Marina near Founders Park Beach, Playground and Picnic Area, which is a popular resort in Islamorada.

Show moreLess

Islamorada hotels essential information

🏨 Hotels in Islamorada 30
👛 Lowest price 99 USD
✍️ Hotels Reviews 3 074