
Monroe County Holiday Rentals
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Our top choices for Monroe County holiday rentals




Cottage in Marathon
Tropical Cottages3.0 star property
8.6 out of 10, Excellent, (917 reviews)
8.6/10
Excellent
(917 reviews)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "Swastik
The price is HK$779
HK$779
HK$877 total
includes taxes & fees
11 Jan - 12 Jan




Cottage in Punta Brisa
Old Wooden Bridge Resort and Marina2.5 star property
8.6 out of 10, Excellent, (286 reviews)
8.6/10
Excellent
(286 reviews)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "Alejandra




Houseboat in Islamorada
Treasure Harbor3.0 star property
9.0 out of 10, Wonderful, (123 reviews)
9.0/10
Wonderful
(123 reviews)
"Great spot! Will be back someday hopefully. "
"Great spot! Will be back someday hopefully. "Diane




Houseboat in Marathon
Yacht Haven Marina3.5 star property
9.8 out of 10, Exceptional, (248 reviews)
9.8/10
Exceptional
(248 reviews)
"Friendly staff and extremely clean."
"Friendly staff and extremely clean."Travis




Aparthotel in Marathon
Knight's Key Suites3.0 star property
9.0 out of 10, Wonderful, (1,164 reviews)
9.0/10
Wonderful
(1,164 reviews)
"Nice shower and great location room was clean and comfortable"
"Nice shower and great location room was clean and comfortable"Bruce
The price is HK$992
HK$992
HK$1,284 total
includes taxes & fees
11 Jan - 12 Jan




Houseboat in Stock Island
Aqua Lodges at Hurricane Hole Marina2.0 star property
8.8 out of 10, Excellent, (172 reviews)
8.8/10
Excellent
(172 reviews)
"Location , staff , and aqua lodge were perfect."
"Location , staff , and aqua lodge were perfect."William
The price is HK$1,045
HK$1,045
HK$2,482 total
includes taxes & fees
11 Jan - 12 Jan




Houseboat in Marathon
Aqua Lodge Rentals At Coconut Cay3.5 star property
9.6 out of 10, Exceptional, (202 reviews)
9.6/10
Exceptional
(202 reviews)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."Keith




Aparthotel in Matecumbe
Breezy Palms Resort2.5 star property
8.8 out of 10, Excellent, (606 reviews)
8.8/10
Excellent
(606 reviews)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
"Property was nice and easy to navigate, ocean view room was extra nice to have!"Lisa
The price is HK$1,007
HK$1,007
HK$1,537 total
includes taxes & fees
14 Jan - 15 Jan




Aparthotel in Marathon
Skipjack Resort & Marina3.0 star property
8.6 out of 10, Excellent, (1,218 reviews)
8.6/10
Excellent
(1,218 reviews)
"Beautiful location clean rooms friendly staff "
"Beautiful location clean rooms friendly staff "Tiffany




Aparthotel in Key Largo
Anchorage Resort & Yacht Club3.0 star property
8.6 out of 10, Excellent, (299 reviews)
8.6/10
Excellent
(299 reviews)
"Really good place to stay "
"Really good place to stay "Elier
The price is HK$1,948
HK$1,948
HK$2,192 total
includes taxes & fees
11 Jan - 12 Jan




Mobile Home in Key Largo
Paradise in Key Largo, FL9.6 out of 10, Exceptional, (63 reviews)
9.6/10
Exceptional
(63 reviews)
"Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again"
"Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again"George D.
The price is HK$877
HK$877
HK$2,272 total
includes taxes & fees
12 Jan - 13 Jan




Condo in Tavernier
Florida Keys Getaway - Slps 4 - Ocean View9.6 out of 10, Exceptional, (19 reviews)
9.6/10
Exceptional
(19 reviews)
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "Michele G.
The price is HK$1,348
HK$1,348
HK$3,239 total
includes taxes & fees
2 Feb - 3 Feb




Condo in Tavernier
Amazing Ocean view condo9.6 out of 10, Exceptional, (43 reviews)
9.6/10
Exceptional
(43 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"Natalie M.
The price is HK$1,241
HK$1,241
HK$2,881 total
includes taxes & fees
19 Jan - 20 Jan




Condo in Tavernier
Serenity In The Sun Condo Fabulous Ocean View10.0 out of 10, Exceptional, (108 reviews)
10/10
Exceptional
(108 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
"Fantastic place to stay! Very clean and great hosts. Will stay again. "Les
The price is HK$1,675
HK$1,675
HK$3,622 total
includes taxes & fees
21 Jan - 22 Jan




9.2 out of 10, Wonderful, (35 reviews)
9.2/10
Wonderful
(35 reviews)
"Great place, comfortable, clean and good location. "
"Great place, comfortable, clean and good location. "Joshua P.
The price is HK$1,208
HK$1,208
HK$5,599 total
includes taxes & fees
26 Jan - 27 Jan




Cottage in Cudjoe Key
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West8.2 out of 10, Very good, (54 reviews)
8.2/10
Very good
(54 reviews)
"Great area. Quiet and comfortable "
"Great area. Quiet and comfortable "nancy c.
The price is HK$1,578
HK$1,578
HK$3,142 total
includes taxes & fees
13 Jan - 14 Jan




Condo in Tavernier
Lazy Daze Double King Suite Ocean Pointe 23109.8 out of 10, Exceptional, (26 reviews)
9.8/10
Exceptional
(26 reviews)
"Everything was exceptionally nice. Would definitely book again."
"Everything was exceptionally nice. Would definitely book again."Sharon
The price is HK$1,223
HK$1,223
HK$3,210 total
includes taxes & fees
21 Jan - 22 Jan




Condo in Tavernier
Modern and Coastal 3212 is Across from Pool10.0 out of 10, Exceptional, (151 reviews)
10/10
Exceptional
(151 reviews)
"Great stay lovely home "
"Great stay lovely home "Yezenia
The price is HK$1,301
HK$1,301
HK$3,465 total
includes taxes & fees
12 Jan - 13 Jan




8.8 out of 10, Excellent, (207 reviews)
8.8/10
Excellent
(207 reviews)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "Juan E.
The price is HK$997
HK$997
HK$2,839 total
includes taxes & fees
11 Jan - 12 Jan




Condo in Tavernier
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR9.8 out of 10, Exceptional, (26 reviews)
9.8/10
Exceptional
(26 reviews)
"Accommodation and location are excellent! Listing is accurate and the resort amenities are very enjoyable after a day out exploring the Keys (or just having at least one whole day at the resort, as we did). "
"Accommodation and location are excellent! Listing is accurate and the resort amenities are very enjoyable after a day out exploring the Keys (or just having at least one whole day at the resort, as we did). "Jenny G.
The price is HK$1,543
HK$1,543
HK$3,750 total
includes taxes & fees
29 Jan - 30 Jan
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.
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.
Top Monroe County Hotel Reviews

Pier House Resort & Spa
10/10 Excellent
"Great staff, great location near everything. Would gladly stay here again."

Lime Tree Bay Resort
10/10 Excellent
"We greatly enjoyed our two nights at Lime Tree Bay. This low-key resort is a great place to relax and soak up the sun. Its private beach offers paddleboarding and kayaking by day and spectacular sunsets to top it off. The rooms are nice. Due to our own last-minute reservations, we had to switch rooms on the second day, but the new room, in the newer building, was even better than the first, and the staff was extremely accommodating in letting us stay in the first room until the second was ready. Overall, the staff is fantastic – friendly and helpful. We also took advantage of the free bikes for a ride to the nearby state park. Highly recommend. "

Blue Flamingo Resort Key West
10/10 Excellent
"The Blue Flamingo is amazing and the service is spotless!
Very clean room and very nice resort. We has little problem (on our end not theirs) and we needed to switch room at the last second, in the middle of our stay and they accommodated us in a heartbeat. Sincerely, thank you!"

Hyatt Vacation Club at Beach House, Key West
10/10 Excellent
"Excellent "

Beachside Resort & Residences
10/10 Excellent
"Great property, super clean, large, comfortable room, super friendly staff. Restaurant options were great, as well. Definitely recommend highly"

Chesapeake Beach Resort
10/10 Excellent
"Staff great, room very nice, beach and facilities were great"

Hilton Garden Inn Key West / The Keys Collection
10/10 Excellent
"The 3 rooms were nice and clean. Staff was beyond friendly.
WORKING HOT TUB! Pool was warm and large in size."

Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"It was a great place. Really clean"

Margaritaville Beach House Key West
10/10 Excellent
"did not have beach view room."