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

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Check availability on Islamorada Romantic Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 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 resort pool area with sun loungers, umbrellas, and palm trees.
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.

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 marina with boats docked, a pathway leading to buildings, and a clear view of the water.
A waterfront hotel with a long dock extending into calm water, surrounded by lush greenery and a clear blue sky.
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a window with blinds, and a door.

2. Ocean View 2BR Pool, Private Beach

Ocean View 2BR Pool, Private Beach
Tavernier
United States
Len
AED 500
AED 1,631 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 beach with rows of sun loungers, a wooden deck, and a thatched hut.
A two-story building with a flat roof, large windows, and a flagpole with multiple flags.
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 655
AED 1,476 total
includes taxes & fees
16 Oct - 17 Oct
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 coffee shop interior with a wooden counter, a coffee machine, and a display case with pastries.
An outdoor bar area with wooden chairs, a bar counter, hanging lights, and a water feature.
A balcony with a view of a marina, a wooden chair, a potted plant, and a welcome mat.

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 929
AED 1,624 total
includes taxes & fees
20 Oct - 21 Oct
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
A beach with a wooden structure and a signpost indicating directions to various locations.
A wooden deck with white railings overlooking a calm river, surrounded by trees and buildings.
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.

5. 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
19 Oct - 20 Oct
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
A modern kitchen with a large island, a dining area with a sofa, and a view of the outdoors.
A beach setting with white chairs arranged around a fire pit, a thatched-roof structure, and a view of the ocean.
A kitchen counter with a woven basket containing fruits, a potted plant, and a small wooden box.
A beach setting with a thatched umbrella, a table with chairs, and a view of the sea.

6. Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
United States
Diana
AED 1,061
AED 2,203 total
includes taxes & fees
18 Oct - 19 Oct
Key Largo Kawama villa K1, 3/3
A modern living room with a large TV, a sofa, a coffee table, and a dining area.
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.
A coastal resort with multiple buildings, a marina, and a swimming pool.

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.
Key Largo Ocean Shore Villa 1 with pool & boat slip
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees.
A balcony with a view of the sea and dense greenery.
A waterfront hotel with a long dock extending into calm water, surrounded by lush greenery and a clear blue sky.
A modern living room with a wooden ceiling, a large TV, and a kitchen area with white cabinets and a bar.

8. Key Largo Escape 2BR Condo Ocean View, Pool

Key Largo Escape 2BR Condo Ocean View, Pool
Tavernier
United States
Mu S.
AED 500
AED 1,620 total
includes taxes & fees
26 Oct - 27 Oct
Key Largo Escape 2BR Condo Ocean View, Pool
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 modern kitchen with white cabinets, a central island, bar stools, a ceiling fan, and a window with blinds.

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 1,808 total
includes taxes & fees
18 Oct - 19 Oct
Beachfront Hideaway in the heart of Key Largo! Your own private beach!
A beach with a clear sky, palm trees, a thatched-roof hut, and a calm sea with boats.
A living room with two beige sofas, a glass coffee table, and a large window with a view of palm trees.
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.
A round table with a beige umbrella, surrounded by white chairs, on a balcony with a view of the beach and palm trees.

10. Bayhouse Home with Beach & Open Water Views! Amazing Sunsets!

Bayhouse Home with Beach & Open Water Views! Amazing Sunsets!
Key Largo
United States
Luke H.
Bayhouse Home with Beach & Open Water Views! Amazing Sunsets!
View all properties

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Desayuno muy bueno.Todo muy limpio"
YUDIANYS 2-night trip
Posted 22 hours ago
Chesapeake Beach Resort
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 3 days ago
Fisher Inn Resort & Marina
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 5 days ago
Pines & Palms Resort

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.