Islamorada Resorts

Start date: Check-in selected.
To Date
End date: Check-out

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Resorts in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
Jan 21 - Jan 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be a 4-minute walk from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
$199 nightly
The price is $224 total per night
$224 total
Jan 22 - Jan 23
Total with taxes and fees
Located in Long Key, Lime Tree Bay Resort is on the waterfront, a 3-minute walk from Long Key State Park and within a 5-minute drive of Fiesta Key.
On private beach
Pool
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$304 nightly
The price is $342 total per night
$342 total
Jan 26 - Jan 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing Co..
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
$398 nightly
The price is $448 total per night
$448 total
Jan 21 - Jan 22
Total with taxes and fees
With a stay at Baker's Cay Resort Key Largo, Curio Collection by Hilton in Key Largo, you'll be on the waterfront, within a 15-minute drive of John Pennekamp Coral Reef State Park and Florida Keys National Marine Sanctuary Visitor's Center.
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
$544 nightly
The price is $612 total per night
$612 total
Feb 3 - Feb 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Playa Largo Resort & Spa, Autograph Collection in Key Largo (Rock Harbor), you'll be a 4-minute drive from Jimmy Johnson's Big Chill and 11 minutes from John Pennekamp Coral Reef State Park.
Pool
Hot Tub
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

3.5 out of 5
84001 Overseas Hwy Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
Jan 28 - Jan 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is by the ocean, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and History of Diving Museum.
On private beach
Pool
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
$424 nightly
The price is $477 total per night
$477 total
Jan 28 - Jan 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center.
On private beach
Pool
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
$212 nightly
The price is $238 total per night
$238 total
Jan 22 - Jan 23
Total with taxes and fees
Located in Islamorada (Matecumbe), Matecumbe Resort is within a 5-minute drive of Robbie’s of Islamorada and Indian Key Historic State Park.
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
Located in Islamorada (Matecumbe), this resort is within a 5-minute drive of Sunset Drive Beach and Robbie’s of Islamorada.
Air conditioning
Laundry
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

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

Islamorada FL
Located in Islamorada (Matecumbe), this resort is within a 5-minute drive of Robbie’s of Islamorada and Indian Key Historic State Park.
Pool
Hot Tub
Keys Villa

Keys Villa

Islamorada FL
With a stay at this resort in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and a 2-minute drive from San Pedro Underwater Archaeological Preserve State Park.
Pool
Free WiFi
Beautiful oceanfront resort located at mile marker 73.8

Beautiful oceanfront resort located at mile marker 73.8

Islamorada FL
With a stay at this resort in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 5 minutes by foot from Anne's Beach.
Pool
Air conditioning
Don't see what you're looking for?
See all available properties in Islamorada
View all properties
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 Resorts essential information

Accommodation
15 Resorts
Lowest Price
$224
Highest Price
$612
Popular accommodation
Cheeca Lodge & Spa, Lime Tree Bay Resort, Amara Cay Resort, Baker's Cay Resort Key Largo, Curio Collection by Hilton, 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, 2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL, Keys Villa, Beautiful oceanfront resort located at mile marker 73.8

Explore more Resorts

Types of Hotels

Top 20 Islamorada Hotels

Hotels Near Islamorada

Top Hotel Brands

Hotels By Star Rating

Cities near Islamorada