Holiday Rentals in Monroe County

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Top Cities in Monroe County

Holiday RentalsHoliday Rentals

Key West

Key West

Featured Holiday Rentals in Monroe County

Outdoor pool, pool loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1085)
"The rooms are very nice! The pool area and bar were great! And the continental breakfast was wonderful! Thank you for a nice stay, we'll differently recommend others to stay at Skipjacks. Loved the view of the boats."
The price is €253
includes taxes & fees
5 May - 6 May
Skipjack Resort & Marina
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very good, (311)
"Great location, Updated room."
The price is €193
includes taxes & fees
6 May - 7 May
Breezy Palms Resort
Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very good, (675)
"I do recommend "
The price is €157
includes taxes & fees
27 May - 28 May
Tropical Cottages
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Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (101)
"Very clean, comfortable and relaxing. "
The price is €381
includes taxes & fees
27 May - 28 May
Aqua Lodge Rentals At Coconut Cay
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (117)
"The cottage was in great condition and had everything for a great stay! Had fun connecting with Tiffany and exploring Marathon, FL!"
The price is €250
includes taxes & fees
9 May - 10 May
Old Wooden Bridge Resort and Marina
Standard Bungalow | Living area
Yacht Haven Marina
3.5 star property
10.0 out of 10, Exceptional, (42)
"Enjoyed coffee in the mornings on the porch facing the water. Had a great time. "
The price is €257
includes taxes & fees
27 May - 28 May
Yacht Haven Marina
Outdoor pool, pool loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1024)
"The room was very clean and you are across a restaurant so don’t need to drive anywhere unless you want to."
The price is €166
includes taxes & fees
5 May - 6 May
Knight's Key Suites
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (327)
"Ken's place was exactly what we were looking for: Clean, quiet, and walkable to everything we wanted to do in Old Town Key West. Although the unit is compact, Ken has included many amenities that made our stay enjoyable: beach chairs, a beach umbrella, beach towels, coffee maker, toaster, refrigerator, etc. The full-size FREE washer and dryer in the building made it possible for us to pack with only carry-on luggage- a huge bonus! Unless you're planning to spend hours in your room instead of...
The price is €229
includes taxes & fees
20 May - 21 May
Steps from Duval, Pool & Bikes $129-$299 Night!
Exclusive Cabin | Living area
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (8)
"Had a great time! Loved having so much room. The rest of the property was great and the entire staff was so friendly!! Close to restaurants, but also quietly nestled off the main highway. Just a real gem! Wish we could've stayed longer!! Will absolutely stay here again!"
Cabins at Bonefish Bay
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (14)
"This place was so quiet and comfortable and was the perfect stay for us in Key West. The hosts are top notch."
The price is €354
includes taxes & fees
14 May - 15 May
Poolside Cottage #411
Restaurant
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (85)
"Aqualodges was a unique, great experience. Really enjoyed the marine life right at our dock. The accommodations were clean and comfortable. Cant wait to come back! "
The price is €384
includes taxes & fees
5 May - 6 May
Aqua Lodges at Hurricane Hole Marina
Property grounds
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, (9)
"Sunset cruise was amazing around key west with captain lombardi"
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Outdoor dining
52' Power Catamaran Yacht at Luxury Resort Marina
10.0 out of 10, Exceptional, (11)
"We had a great time about Blue Jeans! Louie is an amazing host, as responsive as possible, also took us out for a cruise around Key West, AC works great! Easy Golf kart ride from the marina to down town key west. Pool at the marina was nice as well."
52' Power Catamaran Yacht at Luxury Resort Marina
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (22)
"So glad we stayed here! It is exactly what I was looking for. A unique way to visit Key West. It was nice to open the hatches and have a nice breeze and great view of the stars. He has a nice bathroom with shower in the car port. The host was great with communication and was really cool. Definitely recommend"
34’ Catamaran Sailboat
Fishing
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (260)
"Reception staff, very friendly and helpful love the Hotel and the surroundings. Absolutely stunning clean very clean staff very friendly Hotel getting a tad tired but didn’t affect our holiday, like anywhere in the Keys, you have to drive to the shops restaurants et cetera but overall it was stunning great for a break"
The price is €205
includes taxes & fees
5 May - 6 May
Anchorage Resort & Yacht Club
Fridge, microwave, oven, stovetop
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
9.0 out of 10, Wonderful, (182)
"The area was close to Duval"
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Luxury 62' Yacht! In a Beautiful Resort
10.0 out of 10, Exceptional, (6)
"Great property, staff was excellent and the captain was fantastic. We will be back !!!"
Luxury 62' Yacht! In a Beautiful Resort
Property grounds
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
9.6 out of 10, Exceptional, (114)
"Beautiful. Clean. Safe. Wonderful. Condo was so well stocked with everything. Highly recommend."
Oceanfront Property with Elevator, Lagoon and 2 Heated Pools
Outdoor pool, a heated pool
Canal front, dockage, 2 bedroom, 2 bath
9.2 out of 10, Wonderful, (63)
"My second time staying at this house. Love the location and my favorite back porch. I like getting up in the mornings and drinking some tea out back. Sea wall is great for our 25 ft Contender. Kitchen needs some work as there were cabinet doors missing and the kitchen has the bare minimum to cook. There wasn’t a garlic press and bare minimum utensils and cookware. I would have appreciated some food storage containers since we were there a week. If you are flying in; this kitchen will be a...
Canal front, dockage, 2 bedroom, 2 bath
Fridge, microwave, oven, stovetop
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (196)
"The inside was as advertised. Great location and the front porch was nice. The inside of the unit was clean."
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
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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.

Holiday Homes in Monroe County

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Recent reviews in Monroe County
Expedia verified reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

5/5 Excellent
"Nice"
A verified traveller stayed at Margaritaville Beach House Key West
Posted 2 days ago
Margaritaville Beach House Key West