Compare Islamorada Resorts

Name: Chesapeake Beach Resort
Price range: $284 total
Rating: 9.2

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Featured Resorts in Islamorada

Free Cancellation

Reserve now, pay when you stay

$283 nightly

$318 total

Jul 19 - Jul 20

Total with taxes and fees

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 tours or tickets, luggage storage, and securing valuables. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.

On private beach

Pool

Baker's Cay Resort Key Largo, Curio Collection by Hilton

$311 nightly

$349 total

Jun 30 - Jul 1

Total with taxes and fees

Guests of Baker's Cay Resort Key Largo, Curio Collection by Hilton have access to a private beach, 2 outdoor pools, and a gym. Parking is available for USD 23 per night (USD 35 per night for valet parking), and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. 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 a hot tub, a conference center, and a 24-hour business center.

On private beach

Pool

$253 nightly

$285 total

Jul 14 - Jul 15

Total with taxes and fees

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 resort include a meeting room, a terrace, and laundry facilities.

$199 nightly

$224 total

Jun 28 - Jun 29

Total with taxes and fees

At Lime Tree Bay Resort, guests have access to a private beach, 3 outdoor pools, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff that can help with tours/tickets and securing valuables. 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 an outdoor tennis court, coffee/tea in a common area, and free use of bicycles.

On private beach

Pool

Playa Largo Resort & Spa, Autograph Collection

$352 nightly

$396 total

Jul 7 - Jul 8

Total with taxes and fees

Guests of Playa Largo Resort & Spa, Autograph Collection have access to a marina, a full-service spa, and an outdoor pool. Valet parking is offered for USD 39.38 per night. Multilingual staff at the 24-hour front desk can assist with tours or tickets, securing valuables, 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 a 24-hour gym, free WiFi in public areas, and a hot tub.

Pool

Hot Tub

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

Free Cancellation

Reserve now, pay when you stay

$336 nightly

$378 total

Jul 15 - Jul 16

Total with taxes and fees

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort features a private beach, a marina, and 3 outdoor pools. Transportation is made easy with a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and tours/tickets. 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 a 24-hour gym, free WiFi in public areas, and meeting rooms.

$240 nightly

$270 total

Jun 29 - Jun 30

Total with taxes and fees

Guests of La Siesta Resort & Villas have access to a private beach, a marina, and an outdoor pool. Transportation is made easy with a free area shuttle. The 24-hour front desk has staff always at the ready. 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 a terrace, a picnic area, and wedding services.

On private beach

Pool

Guests staying at Matecumbe Resort enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. You can put free parking to good use if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this beach resort include free use of bicycles, laundry facilities, and a garden.

2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

Guests of this resort enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free resort also has 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.

Hotel Options in Islamorada

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$283 nightly

$318 total

Jul 19 - Jul 20

Total with taxes and fees

9.2/10 Wonderful! (1,329 reviews)

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

$253 nightly

$285 total

Jul 14 - Jul 15

Total with taxes and fees

8.8/10 Excellent! (1,293 reviews)

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$253 nightly

$284 total

Jul 14 - Jul 15

Total with taxes and fees

9.2/10 Wonderful! (1,743 reviews)

Resort Hotels

Resort hotels in Islamorada
Find your next great getaway when you book at a resort hotel in Islamorada. Resorts are great for families or couples, or even solo travelers looking for a piece of paradise. Sure, you can leave your hotel and explore Islamorada at your leisure…but with everything these sorts of hotels offer, you may never want to. From food and shopping to entertainment and organized tours, a resort hotel in Islamorada is a great way to score an amazing vacation—and Orbitz can help you get there.

Resort hotels for everyone in Islamorada
If you’re traveling with the kids, you know how hard it is to keep them entertained. Let them have some fun on their own: some resorts have clubs for the kiddos, including kid-friendly pools and adventure camps where they can explore, do some crafts and even take part in learning activities. (Don’t worry, no one will tell them this vacation is actually educational.) Of course, there’s plenty for adults to do at Islamorada resorts as well. Take a yoga class, book a few treatments at the spa, or do a little shopping. Go ahead, charge it to the room. You’re on vacation!

Ready to wow your special someone? Plan a romantic getaway complete with luxury accommodations. Surprise your partner with a couples massage, followed by a candlelit dinner at the 5-star on-site hotel. Some of these luxury hotels even have adults-only pools with swim-up bars so you can float about with a couple of cocktails, watching the sunset and enjoying your time together.

Islamorada Resorts essential information

Accommodation	14 Resorts
Lowest Price	$224
Highest Price	$396
Popular accommodation	Cheeca Lodge & Spa, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Amara Cay Resort, Lime Tree Bay Resort, Playa Largo Resort & Spa, Autograph Collection, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Siesta Resort & Villas, Matecumbe Resort, 2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL