Compare Islamorada Resorts

Name: Chesapeake Beach Resort
Price range: $301 total
Rating: 9.2

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Featured Resorts in Islamorada

Free Cancellation

Reserve now, pay when you stay

$436 nightly

$491 total

Apr 22 - Apr 23

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 securing valuables, luggage storage, and dry cleaning/laundry. 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

$385 nightly

$433 total

Apr 13 - Apr 14

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 tours or tickets, dry cleaning/laundry, 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 hot tub, a conference center, and a 24-hour business center.

On private beach

Pool

$283 nightly

$319 total

Apr 20 - Apr 21

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.

On private beach

Pool

$259 nightly

$291 total

Apr 12 - Apr 13

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 securing valuables 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 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

$448 nightly

$504 total

Apr 12 - Apr 13

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 access to locker space, 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 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

$407 nightly

$457 total

Apr 22 - Apr 23

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 tours/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 a 24-hour gym, free WiFi in public areas, and meeting rooms.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

$268 nightly

$302 total

Apr 14 - Apr 15

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 water dispenser, and a picnic area.

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 barbecue grills.

On private beach

Pool

At this resort, guests have access to features like laundry facilities.

Air conditioning

Laundry

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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

$436 nightly

$491 total

Apr 22 - Apr 23

Total with taxes and fees

9.2/10 Wonderful! (1,300 reviews)

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$267 nightly

$301 total

Apr 21 - Apr 22

Total with taxes and fees

9.2/10 Wonderful! (1,673 reviews)

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

$283 nightly

$319 total

Apr 20 - Apr 21

Total with taxes and fees

8.8/10 Excellent! (1,262 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	15 Resorts
Lowest Price	$291
Highest Price	$504
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 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay