Islamorada Hotels With Pool

Check Availability

Islamorada

Dec 08, 2025 - Dec 09, 2025

Find

Navigation

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

2. Pelican Cove Resort & Marina

3. Hadley Resort And Marina

4. La Siesta Resort & Villas

5. Islander Resort

6. Cheeca Lodge & Spa

7. Amara Cay Resort

8. Fisher Inn Resort & Marina

9. Casa Morada Hotel

10. Pines & Palms Resort

Private beach

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

84457 Overseas Highway

2.9 km (1.8 mi) from the city center

Restaurant
Free parking
24-hour reception
Air conditioning
Live entertainment
Heated swimming pool

On-site entertainment facilities include live performances and karaoke. To stay fit, guests may try snorkelling, diving and cycling.

8.8

44 reviews

~ US$180 / night

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

2.9 km (1.8 mi) from the city center

Restaurant
Free parking
24-hour reception
Air conditioning
Live entertainment
Heated swimming pool

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

On-site entertainment facilities include live performances and karaoke. To stay fit, guests may try snorkelling, diving and cycling.

8.8

44 reviews

Average price US$ 180 / night

Pelican Cove Resort & Marina

84457 Overseas Highway

0.0 km (0.0 mi) from the city center

Comfortable rooms are equipped with a microwave oven and fridges.

On-site facilities for children include children's menu and board games. This charming hotel features a variety of activities such as snorkelling, cycling and ping pong.

1041 reviews

~ US$229 / night

Pelican Cove Resort & Marina

0.0 km (0.0 mi) from the city center

Pelican Cove Resort & Marina

Comfortable rooms are equipped with a microwave oven and fridges.

On-site facilities for children include children's menu and board games. This charming hotel features a variety of activities such as snorkelling, cycling and ping pong.

1041 reviews

Average price US$ 229 / night

Popular Hotels with pool destinations

Branson

Portland

Atlanta

Atlantic City

Chicago

Private beach

Hadley Resort And Marina

82749 Overseas Highway,

0.5 km (0.3 mi) from the city center

BBQ facilities
Free parking
Express check-in/ -out
Air conditioning
Table tennis
Pool with view

You can enjoy views of the ocean from the rooms. You'll find nice touches like a separate toilet and a shower to enhance your stay.

Hadley House Islamorada offers snorkelling, canoeing and ping-pong.

7.2

671 reviews

~ US$147 / night

Hadley Resort And Marina

0.5 km (0.3 mi) from the city center

BBQ facilities
Free parking
Express check-in/ -out
Air conditioning
Table tennis
Pool with view

Hadley Resort And Marina

You can enjoy views of the ocean from the rooms. You'll find nice touches like a separate toilet and a shower to enhance your stay.

Hadley House Islamorada offers snorkelling, canoeing and ping-pong.

7.2

671 reviews

Average price US$ 147 / night

Private beach

La Siesta Resort & Villas

80241 Overseas Highway

3.3 km (2.1 mi) from the city center

Free parking
Security
Air conditioning
Flat-screen TV
Fitness centre
Sun loungers

The units also have a microwave oven and refrigerator.

At La Siesta Resort & Villas a swimming pool and a Jacuzzi are available for an extra charge. This property offers cycling and ping pong as well as bicycles hire services.

8.3

335 reviews

~ US$232 / night

La Siesta Resort & Villas

3.3 km (2.1 mi) from the city center

Free parking
Security
Air conditioning
Flat-screen TV
Fitness centre
Sun loungers

La Siesta Resort & Villas

The units also have a microwave oven and refrigerator.

At La Siesta Resort & Villas a swimming pool and a Jacuzzi are available for an extra charge. This property offers cycling and ping pong as well as bicycles hire services.

8.3

335 reviews

Average price US$ 232 / night

Guest favorite
Private beach

Islander Resort

82100 Overseas Highway

0.5 km (0.3 mi) from the city center

Picnic area/ Tables
Free parking
24-hour reception
Air conditioning
Live entertainment
Pool with view

The rooms have private bathrooms with a separate toilet and a shower. They also have a microwave and a refrigerator available for self-catering.

The resort has a heated pool. Islander Resort offers a variety of activities including snorkelling, kayaking and ping pong.

8.8

1421 reviews

~ US$204 / night

Islander Resort

0.5 km (0.3 mi) from the city center

Picnic area/ Tables
Free parking
24-hour reception
Air conditioning
Live entertainment
Pool with view

Islander Resort

The rooms have private bathrooms with a separate toilet and a shower. They also have a microwave and a refrigerator available for self-catering.

The resort has a heated pool. Islander Resort offers a variety of activities including snorkelling, kayaking and ping pong.

8.8

1421 reviews

Average price US$ 204 / night

Private beach

Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82

1.1 km (0.7 mi) from the city center

In-room breakfast
Valet parking
24-hour reception
Air conditioning
Steam room
Pool with view

An own balcony with furniture will be perfect for a relaxing evening. Some units offer views of the Atlantic Ocean. 214 rooms are decorated with dark furniture.

You can join cycling, tennis and golf at this hotel, and bicycles are available for rent.

8.7

735 reviews

~ US$185 / night

Cheeca Lodge & Spa

1.1 km (0.7 mi) from the city center

In-room breakfast
Valet parking
24-hour reception
Air conditioning
Steam room
Pool with view

Cheeca Lodge & Spa

An own balcony with furniture will be perfect for a relaxing evening. Some units offer views of the Atlantic Ocean. 214 rooms are decorated with dark furniture.

You can join cycling, tennis and golf at this hotel, and bicycles are available for rent.

8.7

735 reviews

Average price US$ 185 / night

Private beach

Amara Cay Resort

80001 Overseas Highway

3.9 km (2.4 mi) from the city center

Cookware/ Kitchen utensils
Car park
24-hour reception
Air conditioning
Fitness centre
Pool with view

The rooms of the hotel feature elegant furniture.

Bicycles for rent are available at this comfortable venue and snorkelling, diving and cycling can be organised. There is a gym with a wide range of sports.

8.2

603 reviews

~ US$266 / night

Amara Cay Resort

3.9 km (2.4 mi) from the city center

Cookware/ Kitchen utensils
Car park
24-hour reception
Air conditioning
Fitness centre
Pool with view

Amara Cay Resort

The rooms of the hotel feature elegant furniture.

Bicycles for rent are available at this comfortable venue and snorkelling, diving and cycling can be organised. There is a gym with a wide range of sports.

8.2

603 reviews

Average price US$ 266 / night

Private beach

Fisher Inn Resort & Marina

84951 Overseas Highway

4.1 km (2.5 mi) from the city center

Cookware/ Kitchen utensils
Free parking
VIP check-in/ -out
Air conditioning
Table tennis
Pool with view

The rooms have private bathrooms with a separate toilet and a shower. Guests can enjoy views of the ocean. Bedrooms come with double beds.

There is heated swimming pool to relax after a busy day. The hotel offers windsurfing, canoeing and table tennis for guests to practise sports.

7.8

969 reviews

~ US$215 / night

Fisher Inn Resort & Marina

4.1 km (2.5 mi) from the city center

Cookware/ Kitchen utensils
Free parking
VIP check-in/ -out
Air conditioning
Table tennis
Pool with view

Fisher Inn Resort & Marina

The rooms have private bathrooms with a separate toilet and a shower. Guests can enjoy views of the ocean. Bedrooms come with double beds.

There is heated swimming pool to relax after a busy day. The hotel offers windsurfing, canoeing and table tennis for guests to practise sports.

7.8

969 reviews

Average price US$ 215 / night

Top location
Beach access

Casa Morada Hotel

136 Madeira Road

0.3 km (0.2 mi) from the city center

Free parking
Housekeeping
Air conditioning
Flat-screen TV
Bar/ Lounge area
Outdoor swimming pool

Many rooms have views of the lake. They come with a separate toilet and a shower.

Casa Morada Hotel offers sport activities, such as snorkelling, canoeing and kayaking.

9.2

99 reviews

~ US$528 / night

Casa Morada Hotel

0.3 km (0.2 mi) from the city center

Free parking
Housekeeping
Air conditioning
Flat-screen TV
Bar/ Lounge area
Outdoor swimming pool

Casa Morada Hotel

Many rooms have views of the lake. They come with a separate toilet and a shower.

Casa Morada Hotel offers sport activities, such as snorkelling, canoeing and kayaking.

9.2

99 reviews

Average price US$ 528 / night

Best-rated
Private beach

Pines & Palms Resort

80401 Old Highway

3.2 km (2.0 mi) from the city center

BBQ facilities
Free parking
VIP check-in/ -out
Air conditioning
Live entertainment
Pool with view

They also have private bathrooms.

This hotel offers windsurfing, snorkelling and canoeing as well as bicycles hire services.

9.1

679 reviews

~ US$134 / night

Pines & Palms Resort

3.2 km (2.0 mi) from the city center

BBQ facilities
Free parking
VIP check-in/ -out
Air conditioning
Live entertainment
Pool with view

Pines & Palms Resort

They also have private bathrooms.

This hotel offers windsurfing, snorkelling and canoeing as well as bicycles hire services.

9.1

679 reviews

Average price US$ 134 / night

Private beach

Chesapeake Beach Resort

83409 Overseas Hwy

2.0 km (1.2 mi) from the city center

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Live entertainment
Pool with view

The rooms have a view over the ocean. They have marble floor and elegant furniture.

This resort has a fitness club.

8.5

886 reviews

~ US$149 / night

Chesapeake Beach Resort

2.0 km (1.2 mi) from the city center

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Live entertainment
Pool with view

Chesapeake Beach Resort

The rooms have a view over the ocean. They have marble floor and elegant furniture.

This resort has a fitness club.

8.5

886 reviews

Average price US$ 149 / 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, $
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort	8.8 / 10 (44 Reviews)	From 180$
Pelican Cove Resort & Marina	8.0 / 10 (1041 Reviews)	From 229$
Hadley Resort And Marina	7.2 / 10 (671 Reviews)	From 147$
La Siesta Resort & Villas	8.3 / 10 (335 Reviews)	From 232$
Islander Resort	8.8 / 10 (1421 Reviews)	From 204$

When planning a getaway to the picturesque destination of Islamorada, finding a hotel with a pool can enhance your stay significantly. With options ranging from boutique hotels to luxurious resorts, travelers can enjoy refreshing dips after a day of exploration. These properties not only offer a place to relax but often come with beautiful views and excellent amenities. Whether traveling solo, as a couple, or with family, selecting a hotel with a pool can provide a perfect retreat amid the tropical charm of the Florida Keys.

Islamorada Accommodation lists:

Islamorada Villas with private pool

Islamorada Hotels With Pool FAQ

What are the best centrally located Islamorada hotels?

Select your perfect hotel among 5 deals in Islamorada city centre. Located 0.5 km from the city centre, Hadley House Resort offers an outdoor swimming pool, concierge service and water skiing on site. Cheeca Lodge & Spa, Casa Morada and La Jolla Resort are also suitable for your pleasant stay. Go here to see more central hotels.

What are the best budget hotels in Islamorada?

There are more than 8 top budget properties in Islamorada. Drop Anchor with a rating 8.0/10 is a good option set 6 km from Anne s Beach. At this 3-star hotel you can take advantage of a tennis court, an outdoor swimming pool and a golf course. Visitors mentioned an impeccable service. Also Caloosa Cove Resort & Marina is a good choice with rating 8.0/10 at the cost of 319US$ per night. Check other cheap properties like Matecumbe Resort and Fisher Inn Resort & Marina. To see more cheap hotels go here.

What are the finest 5-star hotels in Islamorada?

To see more favoured 5-star hotels click here.

What are the most popular boutique hotels in Islamorada?

One of the finest boutique hotels is Amara Cay Resort rated 7.6/10 at the cost of 429US$ per night. Go here to check more modern accommodations.

What are the top properties for couples in Islamorada?

According to hotelswithpool.net travel data, there are 11 deals for couples. Check Cheeca Lodge & Spa rated 8.2/10 with free shuttle service, concierge service and lawn tennis. It’s set 3.5 km from Whale Harbor Marina and costs for about 643US$ per night. Check other suitable accommodations — Islander Resort, La Jolla Resort and Amara Cay Resort. Click here to check more romantic properties.

What are the top family-friendly hotels in Islamorada?

According to hotelswithpool.net travel data, there are 5 child-friendly deals to select from. La Siesta Resort & Marina (rating: 7.6/10): a family-hotel with cots, shopping service and cycling for 407US$ per night. Chesapeake Beach Resort, Cheeca Lodge & Spa and Amara Cay Resort all received 603 reviews from families travelling in Islamorada. To see more family accommodations click here.

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

You can stay at Chesapeake Beach Resort rated 7.6/10, a 3-star hotel, set a 15-minute walk from History of Diving Museum. It offers an outdoor swimming pool, a business centre and a Jacuzzi on site. Also check Hadley House Resort rated 6.6/10 with an outdoor swimming pool, concierge service and water skiing. It's set a 10-minute walk from History of Diving Museum and offers air conditioned and air-conditioned rooms for about 389US$ per night. For more suitable options go here.

Islamorada Hotels With Pool

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

Pelican Cove Resort & Marina

Hadley Resort And Marina

La Siesta Resort & Villas

Islander Resort

Cheeca Lodge & Spa

Amara Cay Resort

Fisher Inn Resort & Marina

Casa Morada Hotel

Pines & Palms Resort

Chesapeake Beach Resort

Are you in a hurry?

Islamorada Accommodation lists:

Location