Compare Monroe County Villas

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Featured Villas in Monroe County

Free Cancellation

Reserve now, pay when you stay

$599 nightly

$674 total

Oct 21 - Oct 22

Total with taxes and fees

Guests staying at The Islands of Islamorada enjoy access to 2 outdoor pools, a 24-hour gym, and free WiFi in public areas. 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 a hot tub, barbecue grills, and a garden.

Pool

Hot Tub

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

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

Kitchen

Washer

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Hot Tub

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

At this villa, guests have access to features like laundry facilities.

Pool

Kitchen

This villa features a rooftop terrace, free WiFi in public areas, and a hot tub. You'll find free RV, bus, and truck parking. Staff members can answer questions about accommodations, and also provide concierge services. Additional amenities include laundry facilities and barbecue grills.

$408 nightly

$455 total

Oct 27 - Oct 28

Total with taxes and fees

This villa features a gym and laundry facilities.

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

Pool

Kitchen

Charming 3-bedroom villa with WiFi, AC in welcoming Marathon

Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.

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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.

Luxury Villas

Book luxury villas in Monroe County
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Monroe County. 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 Monroe County, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Monroe County
You won’t have a problem finding your own space in Monroe County. 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 Monroe County on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Monroe County 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!

Monroe County Villas essential information

Accommodation	205 Villas
Lowest Price	$455
Highest Price	$674
Popular accommodation	The Islands of Islamorada, Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking, Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer, Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere, DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included, iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!, Seas the Keys Getaway, Discount Available! Private Pool, Canal Front, Dock, Bikes, Paddleboards & More!, Charming 3-bedroom villa with WiFi, AC in welcoming Marathon