A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check availability on Islamorada Romantic Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Islamorada romantic hotels

A laundry room with two stacked front-loading washing machines.
A bedroom with a bed, a ceiling fan, a window with blinds, a dresser, and wall art.
A swimming pool with blue water, surrounded by lounge chairs and umbrellas, and palm trees in the background.
A resort pool area with sun loungers, umbrellas, and palm trees.

1. 4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Tavernier
United States
Donna B.
AED 511
AED 1,942 total
includes taxes & fees
18 Oct - 19 Oct
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
A beach with rows of blue lounge chairs, a thatched hut, and a wooden walkway leading to the water.
A waterfront hotel with a long dock extending into calm water, surrounded by lush greenery and a clear blue sky.
A marina with boats docked, a pathway leading to buildings, and a clear view of the water.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees.

2. Ocean View 2BR Pool, Private Beach

Ocean View 2BR Pool, Private Beach
Tavernier
United States
Len
AED 473
AED 1,598 total
includes taxes & fees
18 Oct - 19 Oct
Ocean View 2BR Pool, Private Beach
A modern showerhead with multiple water streams, a tiled wall, and a pool area with blue chairs and a palm tree.
A wooden deck with chairs and a table, overlooking the ocean.
A beach with rows of sun loungers, a wooden deck, and a thatched hut.
A marina with boats docked, a waterway, and a building with blue roofs.

3. Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
United States
Katy T.
AED 738
AED 1,571 total
includes taxes & fees
11 Nov - 12 Nov
Ocean view condo with balcony/marina view
A compact kitchen with a dishwasher, a microwave, and a sink. There is a window with a view of the outdoors, and a ceiling fan.
A balcony with a view of a marina, a wooden chair, a potted plant, and a welcome mat.
A yacht docked at a marina with a wooden deck, a pool, and string lights.
An outdoor bar area with wooden chairs, a bar counter, hanging lights, and a water feature.

4. Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
United States
Michelle P.
AED 909
AED 1,612 total
includes taxes & fees
13 Oct - 14 Oct
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
A modern kitchen with a large island, a dining area with a sofa, and a view of the outdoors.
A beach setting with a thatched umbrella, a table with chairs, and a view of the sea.
A kitchen counter with a woven basket containing fruits, a potted plant, and a small wooden box.
A modern kitchen with white cabinets, a stainless steel dishwasher, a central island with a woven basket, and a coffee maker.

5. Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
United States
Diana
AED 1,014
AED 2,164 total
includes taxes & fees
13 Oct - 14 Oct
Key Largo Kawama villa K1, 3/3
A beach with a wooden structure and a signpost indicating directions to various locations.
A spacious kitchen with a dining area, a ceiling fan, and a coffee maker.
A marina with numerous boats docked along a narrow waterway, surrounded by palm trees and a clear sky.
A two-story building with a balcony, surrounded by palm trees and a red flowering bush.

6. FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
United States
Aaron G.
AED 872
AED 2,257 total
includes taxes & fees
14 Oct - 15 Oct
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
A modern living room with a large TV, a sofa, a coffee table, and a dining area.
A marina with boats docked, palm trees, and a paved walkway.
A modern living room with a TV, wooden coffee table, white furniture, and a kitchen area with a refrigerator.
A modern kitchen with stainless steel appliances, a central island with bar stools, and a view of the outdoors.

7. Key Largo Ocean Shore Villa 1 with pool & boat slip

Key Largo Ocean Shore Villa 1 with pool & boat slip
Key Largo
United States
Bonni K.
AED 918
AED 1,944 total
includes taxes & fees
20 Oct - 21 Oct
Key Largo Ocean Shore Villa 1 with pool & boat slip
A beach setting with white chairs arranged around a fire pit, a thatched-roof structure, and a view of the ocean.
A modern kitchen with a stainless steel refrigerator, a microwave, and a large island with bar stools.
A modern kitchen with white cabinets, a central island with stools, stainless steel appliances, and a sliding glass door leading to a balcony.
A beach with a thatched umbrella, a wooden bench, and a rocky shoreline.

8. Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
United States
Kara L.
AED 1,134
AED 2,234 total
includes taxes & fees
22 Oct - 23 Oct
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Two beach chairs facing a calm sea with boats in the distance and a dock with poles.
A bedroom with a bed, bedside tables, a ceiling fan, a window with blinds, a TV, and curtains.
Exterior
A spacious balcony with a teal sofa, a glass coffee table, and a ceiling fan.

9. Beachfront Hideaway in the heart of Key Largo! Your own private beach!

Beachfront Hideaway in the heart of Key Largo! Your own private beach!
Key Largo
United States
Caroline C.
AED 826
AED 1,823 total
includes taxes & fees
15 Oct - 16 Oct
Beachfront Hideaway in the heart of Key Largo! Your own private beach!
A beach setting with a thatched umbrella, a small round table, and two chairs.
Fully stocked kitchen
Tikis by the ocean
An aerial view of a resort with a central swimming pool, surrounded by palm trees and a large building with multiple windows.

10. Kawama L4 - Upscale Oceanside Villa with Marina

Kawama L4 - Upscale Oceanside Villa with Marina
Key Largo
United States
Teresa K.
AED 964
AED 2,098 total
includes taxes & fees
13 Oct - 14 Oct
Kawama L4 - Upscale Oceanside Villa with Marina
View all properties

Top Islamorada Hotel Reviews

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."
Lynille 1-night trip
Posted 4 hours ago
Fisher Inn Resort & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Great place"
Phelicia 2-night trip
Posted 17 hours ago
Chesapeake Beach Resort
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."
Steven Allen 3-night trip
Posted 2 days ago
Pines & Palms Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 6 days ago
Amara Cay Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."
Heidi 2-night trip
Posted 8 days ago
Coconut Cove Resort and Marina

Frequently asked questions

Searching for romantic hotels in Islamorada?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Islamorada for its top seafood restaurants, fishing, and beautiful ocean views. You might consider checking out some of the nearby sights and attractions such as Bud n' Mary's Dive Center, Robbie's of Islamorada, or Anne's Beach. If you'd like to stay close to a particular destination, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Islamorada?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Islamorada: The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
What is there to do in Islamorada?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Islamorada. Couples looking for a little of everything will enjoy Islamorada for its opera houses, theater scene, and fishing. If you want to spend a day exploring, you might consider a stop at Bud n' Mary's Dive Center, Robbie's of Islamorada, or Anne's Beach.
What's the best way to get to Islamorada and around town during my romantic getaway?
This information about transportation options in Islamorada might help your romantic trip get off to a smooth start: Make your way to Islamorada with a flight to Marathon, FL (MTH-Florida Keys Marathon), which is the closest major airport located 30 mi (48.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.