Vacation Rentals in Monroe County

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Top Cities in Monroe County

South Beach featuring tropical scenes, general coastal views and a beach
Vacation RentalsVacation Rentals

Key West

Key West

Top Vacation Rentals in Monroe County

Skipjack Resort & Marina
Outdoor pool, sun loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, 1,100 reviews
"Good hotel ! Rooms are in great condition "
The price is ￥36,045
per night
Jun 17 - Jun 18
Skipjack Resort & Marina
Breezy Palms Resort
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, 331 reviews
"For those who enjoy boating jet skiing is amazing!!!"
The price is ￥19,536
per night
Jun 19 - Jun 20
Breezy Palms Resort
Aqua Lodge Rentals At Coconut Cay
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, 106 reviews
" Very cool and very clean place. We saw a dolphin one morning off the back, a jelly fish and a huge manatee another day. A/C was great and place was furnished with all the essentials. Our only complaint was the shower, very poor water pressure and drained slowly as well. Other than that we enjoyed our stay for something different than a standard hotel. Would stay here again "
The price is ￥34,471
per night
Jun 17 - Jun 18
Aqua Lodge Rentals At Coconut Cay
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Tropical Cottages
Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, 693 reviews
"Property was great. Place was very nice and well kept. Great overall value for the area. I only have two complaints. First, the parking was extremely tight for my truck to get in and out of and there was a large lizard that had expired under the couch. Others than that I’d happily stay at this property again. "
The price is ￥20,305
per night
Jun 20 - Jun 21
Tropical Cottages
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, 131 reviews
"So,keep in mind that we were just stopping over for the night and thought it be fun to stay the night on a houseboat with the kids on our way to the next part of our trip. We did not realize that this was a fishing area and found it very smelly! Now, if you are an avid fisherman or fisherwoman, then you probably wouldn’t have a problem with it. The place was fine, I would say it’s more like camping in an RV. We enjoy seeing the key deer and iguana…it was the highlight of our stay."
The price is ￥21,879
per night
Jun 17 - Jun 18
Old Wooden Bridge Resort and Marina
Yacht Haven Marina
Standard Bungalow | Living area | 42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, 52 reviews
"House boat on the water"
The price is ￥25,016
per night
Jun 23 - Jun 24
Yacht Haven Marina
Knight's Key Suites
Outdoor pool, sun loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, 1,033 reviews
"Friendly staff and easy to use. Loved it there, would recommend to others. "
The price is ￥18,101
per night
Jun 17 - Jun 18
Knight's Key Suites
Steps from Duval, Pool & Bikes $129-$299 Night!
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, 334 reviews
"Listing was accurate. Scuba masks were available and beach chairs which was a great surprise. Room was very clean. Great location and great communication. We will definitely stay again. Thank you!"
The price is ￥15,583
per night
Jun 20 - Jun 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
Restaurant
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, 91 reviews
"Everyone was extremely nice and helpful."
The price is ￥22,009
per night
Jun 20 - Jun 21
Aqua Lodges at Hurricane Hole Marina
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Beach nearby
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
9.4 out of 10, Exceptional, 100 reviews
"Nice spot away from the crowd but close enough to walk/scoot/bike to. If you plan on parking its first come first serve and not a lot of room for vehicles in the gravel driveway. Maybe 5 cars max if guests know how to park efficiently. If not then youll have to scout the street for a spare spot. I rented a scooter so no issue for finding parking in the driveway. Easy check in and the room( I stayed in the Havana) was small but big enough for one person; two if your spouse packs light and is easy...
The price is ￥18,258
per night
Jun 17 - Jun 18
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, 17 reviews
"Clean. Everything we needed in a key west stay."
The price is ￥33,998
per night
Jun 17 - Jun 18
Poolside Cottage #411
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Beach nearby
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, 105 reviews
"Recommended"
The price is ￥26,601
per night
Jun 27 - Jun 28
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Salvador's Studio by Brightwild | Heated Pool!
Pool
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very Good, 20 reviews
"So enjoyed it ! Had never stayed in this part of Old Town , and this introduced me to so much. Would absolutely return."
The price is ￥20,305
per night
Jun 19 - Jun 20
Salvador's Studio by Brightwild | Heated Pool!
Cabins at Bonefish Bay
Exclusive Cabin | Living area | Flat-screen TV
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, 10 reviews
"Cabin was very clean and nice. "
Cabins at Bonefish Bay
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, 25 reviews
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
Beach nearby
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
9.8 out of 10, Exceptional, 108 reviews
"very nice.I suggest renting a bikes or scooter too save time walking to the tourist attractions and desired dining."
The price is ￥27,388
per night
Jul 8 - Jul 9
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
Beach nearby
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8 out of 10, Exceptional, 56 reviews
"Perfect, loved the pool area, very peaceful, beautiful property"
The price is ￥40,294
per night
Jul 8 - Jul 9
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Fridge, microwave, coffee/tea maker, dining tables
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, 95 reviews
"Wonderful stay. Was not in the room much, except to sleep and used the pool and common areas a few times and, overall, Azul was just beautiful and should I return, I would stay here again."
The price is ￥18,416
per night
Jun 18 - Jun 19
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Anchorage Resort & Yacht Club
Dock
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, 262 reviews
"Very nice and quaint property with a very relaxing charm! We definitely recommend ❤️"
The price is ￥35,415
per night
Jun 17 - Jun 18
Anchorage Resort & Yacht Club
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
Beach nearby
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
9.6 out of 10, Exceptional, 103 reviews
"The overall experience was very convenient and pleasant.The house and pool were very clean and nicely appointed. Our room’s bathroom could use some shelving or space to set items down. The AC was quite loud right above the bed and that is my only complaint but overall it was very pleasant and more reasonably priced than many places. Having parking at our residence was a huge benefit."
The price is ￥21,406
per night
Jun 23 - Jun 24
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
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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.

Vacation Apartments in Monroe County

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Recent reviews in Monroe County
Expedia verified reviews

Havana Cabana at Key West

Havana Cabana at Key West

5/5 Excellent
"staff was very helpful place was very reasonable and the free shuffle was a plus "
A verified traveler stayed at Havana Cabana at Key West
Posted 13 hours ago
Havana Cabana at Key West