Monroe County Vacation Rentals

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Our top choices for Monroe County holiday rentals

Premium bedding, soundproofing, iron/ironing board, free WiFi
Knight's Key Suites

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1157)
"Very good location.. Clean room."
United States
Leonor
The price is RM509
RM660 total
includes taxes & fees
15 Jan - 16 Jan 2026
Knight's Key Suites
Exterior
Tropical Cottages

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (910)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is RM550
RM619 total
includes taxes & fees
8 Jan - 9 Jan 2026
Tropical Cottages
Marina
Skipjack Resort & Marina

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1218)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina
Exterior
Anchorage Resort & Yacht Club

Aparthotel in Key Largo

Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (297)
"Really good place to stay "
United States
Elier
The price is RM1,018
RM1,145 total
includes taxes & fees
5 Jan - 6 Jan 2026
Anchorage Resort & Yacht Club
Exterior
Breezy Palms Resort

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (590)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
The price is RM651
RM944 total
includes taxes & fees
11 Jan - 12 Jan 2026
Breezy Palms Resort
BBQ/picnic Area
Aqua Lodge Rentals At Coconut Cay

Houseboat in Marathon

Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (199)
"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."
United States
Keith
Aqua Lodge Rentals At Coconut Cay
Private beach, sun-loungers, beach umbrellas, beach towels
Island Bay Resort

Aparthotel in Tavernier

Island Bay Resort
2.5 star property
10.0 out of 10, Exceptional, (141)
"Very quiet and the outdoor spaces are very nice. Staff was very friendly also."
United States
Jacob
The price is RM1,724
RM1,940 total
includes taxes & fees
1 Jan - 2 Jan 2026
Island Bay Resort
42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (241)
"Friendly staff and extremely clean."
United States
Travis
Yacht Haven Marina
Living area
Old Wooden Bridge Resort and Marina

Cottage in Punta Brisa

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (281)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina
25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
Treasure Harbor
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers
The Islands of Islamorada

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (70)
"Great for family vacation with kids. love it"
United States
Dixania
The price is RM2,479
RM3,013 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Islands of Islamorada
Fishing
Kings Kamp

Aparthotel in Key Largo

Kings Kamp
2.5 star property
8.8 out of 10, Excellent, (23)
"Kings Kamp was a charming stay. The owners were friendly and made the stay easy"
United States
Erica
Kings Kamp
Kayaking
Sunshine Key RV Resort & Marina

Mobile Home in Big Pine Key

Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is RM1,242
RM1,397 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sunshine Key RV Resort & Marina
Meeting facility
Coconut Mallory Resort And Marina By Kees Vacations

Condo in Key West

Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very good, (821)
"The staff goes above and beyond very, very warm and nice people"
United States
erik
Coconut Mallory Resort And Marina By Kees Vacations
1 bedroom, Internet
The Bartlum Luxury Studio In Prime Location

Apartment in Key West Historic District

The Bartlum Luxury Studio In Prime Location
2.0 star property
The price is RM2,415
RM3,460 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Bartlum Luxury Studio In Prime Location
Restaurant
Aqua Lodges at Hurricane Hole Marina

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is RM949
RM1,750 total
includes taxes & fees
6 Jan - 7 Jan 2026
Aqua Lodges at Hurricane Hole Marina
Swim-up bar
Atlantic View Luxury Villa with Pool

Villa in Summerland Key

Atlantic View Luxury Villa with Pool
3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is RM2,293
RM4,185 total
includes taxes & fees
16 Jan - 17 Jan 2026
Atlantic View Luxury Villa with Pool
55-inch Smart TV with digital channels, books
Premium Floating Bungalow by Stay Ombi

Houseboat in Key Largo

Premium Floating Bungalow by Stay Ombi
3.5 star property
The price is RM5,126
RM5,767 total
includes taxes & fees
1 Jan - 2 Jan 2026
Premium Floating Bungalow by Stay Ombi
Exterior
Coconut Mallory Marina and Resort Condo

Condo in Key West

Coconut Mallory Marina and Resort Condo
3.0 star property
The price is RM4,026
RM5,344 total
includes taxes & fees
24 Dec - 25 Dec
Coconut Mallory Marina and Resort Condo
Exterior
Contra House Key West

Holiday Home in Old Town Key West

Contra House Key West
3.0 star property
The price is RM4,677
RM6,890 total
includes taxes & fees
12 Jan - 13 Jan 2026
Contra House Key West
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.
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Top Monroe County Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"This is the first time I’ve stayed at the Havana cabana and definitely will be back! Staff was very friendly and knowledgeable of the area. The room that we stayed in was perfectly clean, easy access to the pool area, which was made up for Christmas, which was overly exciting for all of us. Bartenders were very helpful and drinks were good. On site food from the food truck was amazing. I cannot say enough about this place. We will definitely be back. "
David 3-night trip
Posted 20 hours ago
Havana Cabana at Key West

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Holiday Apartments in Monroe County

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