Compare Islamorada Villas

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Featured Villas in Islamorada

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Pool

Kitchen

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Pool

Kitchen

This villa features an outdoor pool and laundry facilities.

Pool

Kitchen

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills.

Pool

Kitchen

$2,291 nightly

$2,543 total

Sep 27 - Sep 28

Total with taxes and fees

At this villa, guests have access to barbecue grills. Staff members can help with accommodation requests, and provide concierge services.

Pool

Kitchen

Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio

Guests of this villa enjoy features like an outdoor pool, a gym, and laundry facilities. This family-friendly villa also has a garden.

Pool

Kitchen

Tropical bayfront villa with sandy beach

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Guests staying at this villa enjoy a gym, a hot tub, and barbecue grills.

Pool

Hot Tub

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.

Pool

Kitchen

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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.

Hotel Options in Islamorada

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$186 nightly

$209 total

Sep 29 - Sep 30

Total with taxes and fees

9.2/10 Wonderful! (1,440 reviews)

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$197 nightly

$221 total

Sep 20 - Sep 21

Total with taxes and fees

9.2/10 Wonderful! (1,780 reviews)

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

$212 nightly

$238 total

Sep 23 - Sep 24

Total with taxes and fees

Luxury Villas

Book luxury villas in Islamorada
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Islamorada. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Islamorada, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Islamorada
You won’t have a problem finding your own space in Islamorada. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Islamorada on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Islamorada rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Islamorada Villas essential information

Accommodation	78 Villas
Lowest Price	$209
Highest Price	$2,543
Popular accommodation	Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes, Serenity by the Sea!! Anglers Reef with Boat Slip Available!!, Overlooking Pool Free Golf Cart Free Kayaks Pickleball, Keys Villa, PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Tropical bayfront villa with sandy beach, PRIVATE BEACH / Heated Pool / volleyball court/ Orchid Beach Key, Isla Honeydew: 3 En-Suite Bedrooms, Pool, Dock