Adventure Hotels in Islamorada
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Featured Islamorada Adventure Hotels

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$264 nightly
The price is $297 total per night
$297 total
May 26 - May 27
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 dry cleaning/laundry, securing valuables, and tours or tickets. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$319 nightly
The price is $359 total per night
$359 total
Jun 1 - Jun 2
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

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$253 nightly
The price is $284 total per night
$284 total
May 26 - May 27
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

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $266 total per night
$266 total
May 27 - May 28
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 wedding services.
On private beach
Pool

Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$271 nightly
The price is $304 total per night
$304 total
May 31 - Jun 1
Total with taxes and fees
Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with concierge services, luggage storage, 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 hotel include free WiFi in public areas, meeting rooms, and a conference center.
On private beach
Pool

Casa Morada
136 Madeira Road Islamorada FL
$273 nightly
The price is $307 total per night
$307 total
Jun 1 - Jun 2
Total with taxes and fees
Guests of Casa Morada enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. There's free parking if you drive. Front-desk staff can assist with luggage storage, concierge services, 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 adults-only hotel include a terrace and a garden.
Pool
Breakfast included

Conch On Inn Motel
103 Caloosa Street Tavernier FL
Conch On Inn Motel features free WiFi in public areas and a garden. Free parking is included with your stay. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. This smoke-free motel also has barbecue grills.
Pet friendly
Parking included

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$308 nightly
The price is $347 total per night
$347 total
Jun 1 - Jun 2
Total with taxes and fees
Guests of Pines & Palms Resort have access to a private beach, a marina, and an outdoor pool. You can take advantage of free parking, along with limo/town car service. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and a terrace.
On private beach
Pool

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $263 total per night
$263 total
Jun 8 - Jun 9
Total with taxes and fees
Chesapeake Beach Resort features a private beach, a marina, and 2 outdoor pools. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and free use of bicycles.
On private beach
Pool

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$181 nightly
The price is $204 total per night
$204 total
Jun 21 - Jun 22
Total with taxes and fees
Guests of Hadley Resort and Marina have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Other amenities at this beach hotel include free WiFi in public areas, free use of bicycles, and express check-out.
On private beach
Pool

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$210 nightly
The price is $232 total per night
$232 total
May 25 - May 26
Total with taxes and fees
Guests of Drop Anchor enjoy an outdoor pool, free WiFi in public areas, and a business center. If you drive, put free parking to good use. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, free use of bicycles, and barbecue grills.
Pool
Pet friendly

Creekside Inn
90611 Old Highway Tavernier FL
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $152 total per night
$152 total
Jun 1 - Jun 2
Total with taxes and fees
At Creekside Inn, guests have access to a marina, 2 outdoor pools, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff that can help with tours or tickets, and offer advice about sights and eateries nearby. Additional amenities include a picnic area and barbecue grills.
Pool
Pet friendly

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$245 nightly
The price is $275 total per night
$275 total
Jun 1 - Jun 2
Total with taxes and fees
Guests of Bayside Villas by Islander Resort enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. There's free parking and a free area shuttle. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach hotel include a picnic area and barbecue grills.
Pool
Pet friendly

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
$122 nightly
The price is $138 total per night
$138 total
May 26 - May 27
Total with taxes and fees
Guests staying at Breezy Palms Resort enjoy access to a marina, an outdoor pool, and free WiFi in public areas. Self parking is available for USD 30.00 per day. Helpful staff can provide tour or ticket assistance, luggage storage, and a safe deposit box at the front desk. Other amenities at this beach aparthotel include a terrace, laundry facilities, and barbecue grills.
Pool
Kitchen

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$199 nightly
The price is $224 total per night
$224 total
Jun 16 - Jun 17
Total with taxes and fees
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. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach hotel include a gym, free WiFi in public areas, and a business center.
Pool
Breakfast included
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.
Islamorada hotels essential information
Accommodation | 2,217 hotels |
|---|---|
Lowest Price | $138 |
Highest Price | $359 |
Popular hotels | Cheeca Lodge & Spa, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Amara Cay Resort, La Siesta Resort & Villas, Islander Resort, Casa Morada, Conch On Inn Motel, Pines & Palms Resort, Chesapeake Beach Resort, Hadley Resort and Marina, Drop Anchor, Creekside Inn, Bayside Villas by Islander Resort, Breezy Palms Resort, Coconut Cove Resort and Marina |
Recent Adventure Hotels Reviews

Amara Cay Resort
1/5 Terrible
"Didn't like the seclusion cleanliness set up"
A verified traveler stayed at Amara Cay Resort
Posted 10 hours ago
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