Compare Islamorada Resorts

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Featured Resorts in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $263 total per night
$263 total
Aug 11 - Aug 12
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 concierge services, securing valuables, 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

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

4 out of 5
97000 Overseas Hwy Key Largo FL
Free Cancellation
Reserve now, pay when you stay
$302 nightly
The price is $340 total per night
$340 total
Aug 26 - Aug 27
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 dry cleaning/laundry, luggage storage, and tours or 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 hot tub, a conference center, and a 24-hour business center.
On private beach
Pool
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$220 nightly
The price is $248 total per night
$248 total
Aug 24 - Aug 25
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
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $201 total per night
$201 total
Aug 11 - Aug 12
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

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
Free Cancellation
Reserve now, pay when you stay
$288 nightly
The price is $324 total per night
$324 total
Aug 30 - Aug 31
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, access to locker space, 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

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

4 out of 5
84001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$272 nightly
The price is $306 total per night
$306 total
Aug 17 - Aug 18
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
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $266 total per night
$266 total
Aug 12 - Aug 13
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, wedding services, and a picnic area.
On private beach
Pool
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
$159 nightly
The price is $179 total per night
$179 total
Aug 11 - Aug 12
Total with taxes and fees
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
2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

Islamorada FL
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

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $234 nightly
    The price is $263 total per night from Aug 11 to Aug 12
    $263 total
    Aug 11 - Aug 12
    Total with taxes and fees
    9.2/10 Wonderful! (1,381 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $206 nightly
    The price is $232 total per night from Sep 7 to Sep 8
    $232 total
    Sep 7 - Sep 8
    Total with taxes and fees
    9.2/10 Wonderful! (1,770 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $220 nightly
    The price is $248 total per night from Aug 24 to Aug 25
    $248 total
    Aug 24 - Aug 25
    Total with taxes and fees
    8.8/10 Excellent! (1,303 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
$179
Highest Price
$340
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

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