Compare Islamorada Villas

Featured Villas in Islamorada

$649 nightly

$730 total

May 28 - May 29

Total with taxes and fees

Guests of The Islands of Islamorada have access to a marina, 2 outdoor pools, and a 24-hour gym. There's free parking if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach villa include free WiFi in public areas, a hot tub, and free use of bicycles.

Pool

Hot Tub

Tropical bayfront villa with sandy beach

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

Kitchen

Washer

Newly upgraded Key Largo Villa W/Boat Slip

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Kitchen

At this villa, guests have access to features like laundry facilities. This beach villa also has barbecue grills.

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

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

Pool

Hot Tub

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

$812 nightly

$899 total

Jun 15 - Jun 16

Total with taxes and fees

Guests of this villa enjoy features like a gym, a hot tub, and an arcade/game room. Additional amenities include laundry facilities and barbecue grills.

Pool

Hot Tub

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Staff members can answer questions about accommodations, and also provide concierge services.

Pool

Kitchen

At this villa, guests have access to an outdoor pool, laundry facilities, 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

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$232 nightly

$261 total

Jun 8 - Jun 9

Total with taxes and fees

9.2/10 Wonderful! (1,738 reviews)

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$264 nightly

$297 total

Jun 2 - Jun 3

Total with taxes and fees

9.2/10 Wonderful! (1,315 reviews)

Islander Resort

82100 Overseas Highway Islamorada FL

$285 nightly

$321 total

Jun 18 - Jun 19

Total with taxes and fees

9.4/10 Exceptional! (1,022 reviews)

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	74 Villas
Lowest Price	$261
Highest Price	$899
Popular accommodation	The Islands of Islamorada, Tropical bayfront villa with sandy beach, Newly upgraded Key Largo Villa W/Boat Slip, Lagoon View Free Kayaks Pool Playground Pickle Ball, Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio, Oceanview • Pool View • Indoor/Outdoor Pickleball, Beautiful Oceanside Mariner`s 3 Bedroom Townhome, Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!, Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl