Book 2 Star Hotels in Islamorada
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Islamorada 2 Stars Hotels

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.62 mi from city center
$299 nightly
The price is $336 total per night
$336 total
Jun 3 - Jun 4
Total includes 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, tours or tickets, and securing valuables. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
2.41 mi from city center
$276 nightly
The price is $310 total per night
$310 total
Jun 4 - Jun 5
Total includes taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. Transportation is made easy with a free area shuttle. 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 WiFi in public areas, a meeting room, and a terrace.
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
1.82 mi from city center
$313 nightly
The price is $352 total per night
$352 total
Jun 4 - Jun 5
Total includes 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

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
1.23 mi from city center
$220 nightly
The price is $248 total per night
$248 total
Jun 5 - Jun 6
Total includes 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

La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
2.05 mi from city center
$261 nightly
The price is $293 total per night
$293 total
Jun 4 - Jun 5
Total includes 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 WiFi in public areas, a terrace, and wedding services.
On private beach
Pool

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.3 mi from city center
$286 nightly
The price is $321 total per night
$321 total
Jun 16 - Jun 17
Total includes taxes and fees
Islander Resort features a private beach, a golf course, and 2 outdoor pools. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and tours/tickets. Other amenities at this beach hotel include a gym, free WiFi in public areas, and meeting rooms.
On private beach
Pool

Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
0.29 mi from city center
$138 nightly
The price is $155 total per night
$155 total
Jun 4 - Jun 5
Total includes 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 concierge services and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, free use of bicycles, and express check-out.
On private beach
Pool

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
2.53 mi from city center
$145 nightly
The price is $163 total per night
$163 total
Jun 3 - Jun 4
Total includes taxes and fees
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 assist with luggage storage and concierge services. Other amenities at this beach motel include coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area.
On private beach
Pool

Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
2.38 mi from city center
$169 nightly
The price is $190 total per night
$190 total
Jun 3 - Jun 4
Total includes 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. 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 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 | 2,214 hotels |
---|---|
Lowest Price | $155 |
Highest Price | $352 |
Popular hotels | Cheeca Lodge & Spa, Amara Cay Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Chesapeake Beach Resort, La Siesta Resort & Villas, Islander Resort, Hadley Resort and Marina, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina |
Recent Reviews

Islander Resort
5/5 Excellent
"We loved the property before the renovation and now love it more! Beautiful renovation. We love how family friendly the place is. Everyone we interacted with was very nice. I would say on the holiday weekend they were understaffed but overall a very enjoyable experience. Great location on Islamorada."
A verified traveler stayed at Islander Resort
Posted 1 day ago