Vacation Rentals in Monroe County

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Top Cities in Monroe County

Top Vacation Rentals in Monroe County

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 ¥36,116
per night
Jun 23 - Jun 24
Skipjack Resort & Marina
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, 332 reviews
"For those who enjoy boating jet skiing is amazing!!!"
The price is ¥24,089
per night
Jun 26 - Jun 27
Breezy Palms Resort
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 ¥34,571
per night
Jun 20 - Jun 21
Aqua Lodge Rentals At Coconut Cay
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Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, 695 reviews
"This is exactly what we were looking for. Perfect little spot. Clean, comfortable, property well kept and the staff was very friendly and helpful. We will be back soon."
The price is ¥20,345
per night
Jun 23 - Jun 24
Tropical Cottages
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, 132 reviews
"We enjoyed our stay at Old Wooden Bridge. "
The price is ¥21,943
per night
Jun 20 - Jun 21
Old Wooden Bridge Resort and Marina
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, 52 reviews
"House boat on the water"
The price is ¥25,856
per night
Jun 20 - Jun 21
Yacht Haven Marina
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 ¥18,627
per night
Jun 20 - Jun 21
Knight's Key Suites
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 ¥15,613
per night
Jun 20 - Jun 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, 92 reviews
"We received info on how to check in via self-service. Very easy to check in and get our key to the lodge. Lodge itself was clean and adorable. We loved sitting on the deck watching the water and the floating tikis. Would go back for sure"
The price is ¥16,648
per night
Jun 24 - Jun 25
Aqua Lodges at Hurricane Hole Marina
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 ¥22,710
per night
Jun 21 - Jun 22
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Poolside Cottage #411
10.0 out of 10, Exceptional, 18 reviews
"Great place with beautiful decor and lots of extra details and amenities provided. Nice, quiet setting but close to all Key West activities. Host responded quickly to an issue with the toilet and it was repaired immediately. We'd like to come back for future Key West visits!"
The price is ¥34,065
per night
Jul 2 - Jul 3
Poolside Cottage #411
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, 105 reviews
"Recommended"
The price is ¥22,574
per night
Jun 26 - Jun 27
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
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 ¥20,345
per night
Jun 23 - Jun 24
Salvador's Studio by Brightwild | Heated Pool!
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
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!
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 ¥23,048
per night
Jun 26 - Jun 27
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!
9.8 out of 10, Exceptional, 57 reviews
"Sugar Palm Suite was the perfect place for our week in Key West. The location was ideal and we loved the pool."
The price is ¥34,413
per night
Jun 26 - Jun 27
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
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 ¥20,660
per night
Jun 24 - Jun 25
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
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 ¥31,414
per night
Jun 20 - Jun 21
Anchorage Resort & Yacht Club
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 ¥21,449
per night
Jun 23 - Jun 24
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
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Vacation Apartments in Monroe County

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