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Villas in Islamorada

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The best villas in Islamorada

Check out our selection of great villas in Islamorada

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Margaritaville

Islamorada

Featuring a garden, Margaritaville features accommodations in Islamorada. This property offers access to a balcony, free private parking, and free Wifi.

C
Cimadevilla
From
United States
The house was gorgeous! everything was great.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 26 reviews
Price from
$411.60
1 night, 2 adults
Check availability

Key Lime Cottage in the heart of Islamorada

Islamorada

Offering a garden, Key Lime Cottage in the heart of Islamorada offers accommodations in Islamorada.

B
Bruce
From
United States
Beautiful cottage set up for living, all amenities for a comfortable stay. Lovely pool which we used. Two private bedrooms, living room, fully equipped kitchen.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
$403.78
1 night, 2 adults
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Ocean View Treehouse Double King Suite 3403

Tavernier (Near Islamorada)

Ocean View Treehouse Double King Suite 3403 offers accommodations in Tavernier, a 13-minute walk from Harry Harris Park Beach and 3.1 miles from Pigeon Key.

A
Alexis
From
United States
Amazing experience! Will be back!! Thank you!!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 10 reviews
Price from
$411.80
1 night, 2 adults
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Marina to Ocean View Key Largo Ocean Pointe 5308

Key Largo (Near Islamorada)

Marina to Ocean View Key Largo Ocean Pointe 5308 is located in Key Largo, just a 15-minute walk from Harry Harris Park Beach and 2.8 miles from Pigeon Key.

A
Amy
From
United States
Condo was in the perfect, quiet location in the Keys. Layout of the condo was excellent for a family and the condo provided easy access to the beach area and pool. The view was spectacular.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 7 reviews
Price from
$378.16
1 night, 2 adults
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Flamingo Flats Ocean Pointe 5306

Key Largo (Near Islamorada)

Flamingo Flats Ocean Pointe 5306 offers accommodations in Key Largo, a 15-minute walk from Harry Harris Park Beach and 2.8 miles from Pigeon Key.

W
Wendell
From
United States
Beautifully decorated and centrally located to everything we needed. Very nice having the Island Grill onsite and we really enjoyed the pier/hut and private beach with lounge chairs. We didn’t visit the pool but it was close by and seemed fun. Sean and Denise were very prompt and responsive. Would definitely stay here again.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 6 reviews
Price from
$360.76
1 night, 2 adults
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Aqua Vista Ocean Pointe 3307

Key Largo (Near Islamorada)

Aqua Vista Ocean Pointe 3307 is located in Key Largo, just a 15-minute walk from Harry Harris Park Beach and 2.8 miles from Pigeon Key.

L
Laurel
From
United States
Great resort, excellent value. Lots of onsite amenities.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 10 reviews
Price from
$360.76
1 night, 2 adults
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Key Largo Baha Penthouse Ocean Pointe 1416

Key Largo (Near Islamorada)

Key Largo Baha Penthouse Ocean Pointe 1416 offers accommodations in Key Largo, a 15-minute walk from Harry Harris Park Beach and 2.8 miles from Pigeon Key.

M
Michael
From
United States
Great location to be able to dive with Islamorda or Key Largo dive shops. We were at most 15 minutes away from the furthest dive shop we had reservations with. Nice pool area with hot tub was nice and the small poolside bar / restaurant was nice addition for quick snacks or drinks if you didn't bring your own. Kitchen was fully stocked all items needed to cook dinners in the condo. We just needed to get groceries / spices needed for our meals. Gated location with a security guard on duty at all times. Great communications with the booking agent. Several text messages were sent with important information in a just in time fashion. Called once and received information about the general area (grocery stores, pharmacy, restaurants)
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
$372.36
1 night, 2 adults
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Reel Key Largo Escape Ocean Pointe 5209

Key Largo (Near Islamorada)

Reel Key Largo Escape Ocean Pointe 5209 is located in Key Largo, just a 15-minute walk from Harry Harris Park Beach and 2.8 miles from Pigeon Key.

M
Mandi
From
United States
This rental exceeded our expectations! Perfect location, beautiful setting, super clean apartment and beautiful grounds and pool area! The restaurant next door connected to the property was great! The hosts were amazing! They texted to check in on us to make sure we had everything we needed. Can’t wait to go back!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 11 reviews
Price from
$365.40
1 night, 2 adults
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Sea View and Sunrise Top Floor Ocean Pointe 2412

Key Largo (Near Islamorada)

Sea View and Sunrise Top Floor Ocean Pointe 2412 offers accommodations in Key Largo, a 15-minute walk from Harry Harris Park Beach and 2.8 miles from Pigeon Key.

M
Melanie
From
United States
Perfect vacation for our family. Beautiful, clean and spacious condo. The place looked exactly like the pictures. We had a great time at the pool and the property had a small beach as well. Great for small children. The condo was equipped with everything that we needed plus extras. It was nice to find a bucket with sand toys to use so you don't have to buy any. I will give this place 10 stars. Definitely would stay here again. Thank you for a great vacation.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 14 reviews
Price from
$389.76
1 night, 2 adults
Check availability

Paradise Palms Ocean Pointe 1206

Key Largo (Near Islamorada)

Paradise Palms Ocean Pointe 1206 offers accommodations in Key Largo, a 12-minute walk from Harry Harris Park Beach and 3.2 miles from Pigeon Key.

I
Ilde
From
United States
Location was amazing. The apartment was clean and well decorated. The pool is wonderful with a cafe and bar. Our hosts were very responsive and helpful.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 17 reviews
Price from
$389.76
1 night, 2 adults
Check availability
All villas in Islamorada

Looking for a villa?

Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.

Most booked villas in Islamorada and surrounding area in the past month

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Popular with guests booking villas in Islamorada

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 26 reviews

Popular with guests booking villas in Islamorada

Popular with guests booking villas in Islamorada

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking villas in Islamorada

Popular with guests booking villas in Islamorada

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews

Popular with guests booking villas in Islamorada

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking villas in Islamorada

Popular with guests booking villas in Islamorada

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking villas in Islamorada

Popular with guests booking villas in Islamorada

Great access to the city center. Check these villas in Islamorada and nearby

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Offering a spa and wellness center and a garden, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views! in Islamorada is close to Upper Matecumbe Key and History of Diving Museum.

Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in...

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in...

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1 review

Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on...

Just a 13-minute walk from Upper Matecumbe Key and 0.6 miles from History of Diving Museum, Hidden Gem Duplex in Heart of Islamorada Sleeps 8 features accommodations in Islamorada with a garden.

Traveling by car? These villas in Islamorada and nearby offer free parking

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Little Bay Cottage offers accommodations in Islamorada, 2.1 miles from Theater of the Sea on Islamorada and 2.6 miles from Windley Key.

Little Bay Compound is located in Islamorada, just a 14-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This beachfront property offers access to a terrace.

Martin Family Fish Camp offers accommodations in Islamorada, a 7-minute walk from Upper Matecumbe Key and 2.5 miles from Theater of the Sea on Islamorada.

Just a 18-minute walk from Upper Matecumbe Key and half a mile from History of Diving Museum, The Oasis features accommodations in Islamorada with barbecue facilities.

1.3 miles from Theater of the Sea on Islamorada in Islamorada, Beacon Reef 503 provides accommodations with access to a spa center and fitness room.

1.3 miles from Theater of the Sea on Islamorada in Islamorada, Beacon Reef 501 provides accommodations with access to a spa center and fitness room.

1.3 miles from Theater of the Sea on Islamorada in Islamorada, Beacon Reef 406 provides accommodations with access to a spa center and fitness room.

1.3 miles from Theater of the Sea on Islamorada in Islamorada, Beacon Reef 310 provides accommodations with access to a spa center and fitness room.

Enjoy breakfast in Islamorada and nearby

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Beacon Reef 307

Islamorada
Breakfast options

1.3 miles from Theater of the Sea on Islamorada in Islamorada, Beacon Reef 307 provides accommodations with access to a spa center and fitness room.

Beacon Reef 306

Islamorada
Breakfast options

1.3 miles from Theater of the Sea on Islamorada in Islamorada, Beacon Reef 306 features accommodations with access to a spa center and fitness room.

Beacon Reef 222

Islamorada
Breakfast options

Beacon Reef 222 offers accommodations in Islamorada, 1.3 miles from Theater of the Sea on Islamorada and 1.5 miles from Upper Matecumbe Key.

Sunshine Place

Islamorada
Breakfast options

Sunshine Place is located in Islamorada, just 2.6 miles from Upper Matecumbe Key and 11 miles from Pigeon Key.

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1 review

At The Sandbar - Oceanfront, Htd Pool, Dock, GameRoom offers accommodations in Islamorada, 3.1 miles from Upper Matecumbe Key and 10 miles from Pigeon Key.

Palms 417

Islamorada
Breakfast options

Palms 417 offers accommodations in Islamorada, 2.1 miles from Upper Matecumbe Key and 4.6 miles from Theater of the Sea on Islamorada. This beachfront property offers access to a terrace.

Palms 407

Islamorada
Breakfast options

2.1 miles from Upper Matecumbe Key in Islamorada, Palms 407 offers accommodations with access to a spa center and fitness room.

Palms 404

Islamorada
Breakfast options

2.1 miles from Upper Matecumbe Key in Islamorada, Palms 404 provides accommodations with access to a spa center and fitness room.

Villas with swimming pools in Islamorada and nearby

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Palms 301

Islamorada
Swimming pool

2.1 miles from Upper Matecumbe Key in Islamorada, Palms 301 features accommodations with access to a spa center and fitness room.

Palms 309

Islamorada
Swimming pool

2.1 miles from Upper Matecumbe Key in Islamorada, Palms 309 provides accommodations with access to a spa center and fitness room.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Just a 6-minute walk from Windley Key and 0.8 miles from Theater of the Sea on Islamorada, Anglers Reef Islamorada 2BR 3BA Oceanview Home in Gated Community With Resort Style Pool, Private Beach and...

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 4 reviews

Just a 5-minute walk from Windley Key and 0.7 miles from Theater of the Sea on Islamorada, Anglers Reef Vacation Rental features accommodations in Islamorada with barbecue facilities.

1.6 miles from Windley Key in Islamorada, Lyons Landing provides accommodations with access to a spa center.

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 3 reviews

EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS in Islamorada provides accommodations with a private beach area, a garden, and a tennis court.

Featuring a garden, Peninsula Villa Boat Dock Heated Pool Sunset Point provides accommodations in Islamorada. Both free Wifi and parking on-site are available at the vacation home free of charge.

Located in Islamorada and with Sea Oats Beach reachable within 1.3 miles, PRIVATE BEACH Pickleball Court and Tiki Bar Heated Pool Designated Paradise Key has an outdoor swimming pool, non-smoking...

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