Hotels in Islamorada

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  • May 21 - May 22
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    Check prices in Islamorada for tonight, May 21 - May 22
  • May 22 - May 23
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  • May 27 - May 29
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Top Rated Islamorada Hotels

Amara Cay Resort

Amara Cay Resort

3.5 out of 5
80001 Overseas Hwy, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
3.33 mi from city center
The price is $209 per night
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include WiFi in public areas, a meeting room, and a terrace.
Islander Resort

Islander Resort

3 out of 5
82100 Overseas Highway, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
1.25 mi from city center
The price is $305 per night
Guests of Islander Resort have access to a private beach, 3 outdoor pools, and a children's pool. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this beach resort include free WiFi in public areas, a spa tub, and conference space.
Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina

3 out of 5
84001 Overseas Hwy, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
0.91 mi from city center
The price is $227 per night
Postcard Inn Beach Resort & Marina features a private beach, a marina, and 2 outdoor pools. Transportation is made easy with an area shuttle. The front desk has multilingual staff on hand 24/7 to help with securing valuables, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include WiFi in public areas, conference space, and coffee/tea in a common area.
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
1.62 mi from city center
The price is $224 per night
Guests staying at Fisher Inn Resort & Marina enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can answer questions 24/7, and assist with luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this beach motel include coffee/tea in a common area, free use of bicycles, and express check-out.
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
0.31 mi from city center
The price is $229 per night
Built in 2020, the brand new Chesapeake Beach Resort offers a private beach, 2 outdoor pools, and free WiFi in public areas. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Other amenities at this beach resort include a spa tub, a computer station, and a terrace.
Hadley House Islamorada

Hadley House Islamorada

3.5 out of 5
82749 Overseas Hwy, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
0.65 mi from city center
The price is $233 per night
Guests of Hadley House Islamorada have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to assist with luggage storage and tours/tickets. Other amenities at this beach hotel include free use of bicycles, a terrace, and wedding services.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL, 33036
1.53 mi from city center
The price is $244 per night
Cheeca Lodge & Spa features a private beach, a golf course, and a full-service spa. Free valet and self parking are available, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
Pelican Cove Resort & Marina

Pelican Cove Resort & Marina

3 out of 5
84457 Overseas Highway, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
1.07 mi from city center
The price is $246 per night
Guests of Pelican Cove Resort & Marina have access to a private beach, a marina, and an outdoor pool. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this beach hotel include WiFi in public areas, coffee/tea in a common area, and free use of bicycles.
La Siesta Resort & Villas

La Siesta Resort & Villas

3 out of 5
80241 Overseas Highway, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
2.97 mi from city center
The price is $186 per night
Guests of La Siesta Resort & Villas have access to a private beach, a marina, and an outdoor pool. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include free WiFi in public areas, a terrace, and a picnic area.
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

2.5 out of 5
84801 Overseas Highway, Islamorada, FL, 33036
1.47 mi from city center
The price is $149 per night
Guests of Coconut Cove Resort and Marina enjoy a marina, an outdoor pool, and a children's pool. If you plan to drive, free parking is available. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this beach hotel include a gym, free WiFi in public areas, and coffee/tea in a common area.
Sunset Inn

Sunset Inn

3 out of 5
82200 Overseas Hwy, Islamorada, FL, 33036-3637
Free Cancellation
Reserve now, pay when you stay
1.06 mi from city center
The price is $169 per night
Guests of Sunset Inn enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. A stay here includes free parking. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a garden, a picnic area, and barbecue grills.
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway, Islamorada, FL, 33036
Free Cancellation
Reserve now, pay when you stay
3.26 mi from city center
The price is $199 per night
Guests staying at Breezy Palms Resort enjoy access to a marina, an outdoor pool, and free WiFi in public areas. Free parking is included with your stay. Helpful staff can provide tour or ticket assistance and luggage storage. Other amenities at this beach aparthotel include a terrace, laundry facilities, and barbecue grills.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL, 33036
    The price is $244 per night from May 26 to May 27
    4.6/5 Exceptional! (38 reviews)
    Cheeca Lodge & Spa
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL, 33036
    The price is $209 per night from Jun 13 to Jun 14
    4.6/5 Wonderful! (49 reviews)
    Amara Cay Resort
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL, 33036
    The price is $257 per night from May 24 to May 25
    4.5/5 Wonderful! (46 reviews)
    Drop Anchor

Pet Friendly Islamorada Hotels

    Conch On Inn Motel

    Conch On Inn Motel

    103 Caloosa Street, Tavernier, FL, 33070
    4.3/5 Excellent! (10 reviews)
    Conch On Inn Motel
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL, 33036
    The price is $305 per night from Jun 5 to Jun 6
    4.6/5 Exceptional! (79 reviews)
    Islander Resort
    Fisher Inn Resort & Marina

    Fisher Inn Resort & Marina

    84951 Overseas Hwy, Islamorada, FL, 33036
    The price is $224 per night from Jun 20 to Jun 21
    3.9/5 Very Good! (27 reviews)
    Fisher Inn Resort & Marina

Where should you stay in Islamorada?

What are some of the best cheap hotels in Islamorada?

For a good deal, consider these inexpensive hotels in Islamorada. Sands of Islamorada is a 2.5-star hotel with free WiFi, free parking, and air conditioning. Another option is Fisher Inn Resort & Marina, a 3.5-star property with free breakfast, free WiFi, and free parking. You'll also find Coconut Cove Resort and Marina, which is a 2.5-star hotel with free breakfast, free WiFi, and free parking.

What are some favorite hotels in downtown Islamorada?

These are some of the most popular hotels in downtown Islamorada:

You'll love Islamorada for its great entertainment, scenic seaside and popular seafood restaurants. Close to central Islamorada, you'll find interesting places to visit like Florida Keys Brewing Co..

What are some favorite hotels close to Theater of the Sea?

Take in a show at this beloved theater, 1.4 mi from central Islamorada. There are 32 hotels within a mile of Theater of the Sea, giving you plenty to choose from, and here are some of the top ones:

Recent Reviews

  • Amara Cay Resort

    Amara Cay Resort

    5/5 Excellent
    "We booked Amara Cay as repeat customer and they gave us a great stay. We made a special request for an early check-in and a late check out and they were able to do both. We appreciated their easy dining on premises for breakfast this morning. Will definitely return the next time we're in Islamorada!"
    A verified traveler stayed at Amara Cay Resort
    Posted 1 month ago
    Amara Cay Resort
  • Postcard Inn Beach Resort & Marina

    Postcard Inn Beach Resort & Marina

    5/5 Excellent
    "Great ocean front pool and beach to swim. Plenty of games and entertainment. "
    A verified traveler stayed at Postcard Inn Beach Resort & Marina
    Posted 1 month ago
    Postcard Inn Beach Resort & Marina
  • Islander Resort

    Islander Resort

    5/5 Excellent
    "Everything on property was very nice. All the employees were friendly and respectful. The food was delicious although rather pricey. The room was much larger than a typical resort and it was very clean."
    A verified traveler stayed at Islander Resort
    Posted 2 months ago
    Islander Resort