Holiday Rentals in Monroe County

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Top Cities in Monroe County

Our top choices for Monroe County holiday rentals

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,222 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.6 out of 10, Excellent, (303 reviews)
"Quaint and very convenient. Beautiful views of the marina and water. Staff was very helpful and recommended a great restaurant. "
United States
Michelle
The price is €235
includes taxes & fees
10 Feb - 11 Feb
Anchorage Resort & Yacht Club

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (128 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
Treasure Harbor

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,165 reviews)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
The price is €154
includes taxes & fees
2 Feb - 3 Feb
Knight's Key Suites

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (265 reviews)
"Great place. "
Canada
Elizabeth
Yacht Haven Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (925 reviews)
"Room was great and clean. Had a sweet cat that roamed the premises. Parking is limited to 1 vehicle but that was fine. Definitely would stay there again!"
United States
James
The price is €197
includes taxes & fees
1 Feb - 2 Feb
Tropical Cottages

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (615 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
The price is €207
includes taxes & fees
2 Feb - 3 Feb
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (208 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
Aqua Lodge Rentals At Coconut Cay

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (294 reviews)
"Loved our stay here!!! Clean room, friendly people and very comfortable. "
United States
Sylvia
Old Wooden Bridge Resort and Marina

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
10.0 out of 10, Exceptional, (1 review)
The price is €865
includes taxes & fees
1 Feb - 2 Feb
Premium Floating Bungalow by Stay Ombi

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (174 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is €325
includes taxes & fees
9 Feb - 10 Feb
Aqua Lodges at Hurricane Hole Marina

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
Atlantic View Luxury Villa with Pool

NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES

NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES
Rock Harbor
10.0 out of 10, Exceptional, (104 reviews)
"Loved the location, the decor and the pool area!"
United States
Laureen h.
The price is €1,392
includes taxes & fees
28 Feb - 1 Mar
NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES

VIP LUXURY PENTHOUSE - OFFERS KEY LARGO'S BEST PANORAMIC OCEAN VIEWS- SPEAKEASY!

VIP LUXURY PENTHOUSE - OFFERS KEY LARGO'S BEST PANORAMIC OCEAN VIEWS- SPEAKEASY!
Rock Harbor
10.0 out of 10, Exceptional, (25 reviews)
"We loved staying here. The unit was spacious and very comfortable and the view was spectacular. We enjoyed sitting out on the balcony. Would love to go back and stay again someday."
United States
Mary B.
The price is €1,036
includes taxes & fees
14 Feb - 15 Feb
VIP LUXURY PENTHOUSE - OFFERS KEY LARGO'S BEST PANORAMIC OCEAN VIEWS- SPEAKEASY!

Beautiful Kawama Townhouse

Beautiful Kawama Townhouse
Key Largo
9.8 out of 10, Exceptional, (141 reviews)
"Great location, well stocked kitchen, bathrooms, etc. Excellent host, had a great time in a beautiful community. The lagoon is a great feature."
United States
jannet p.
Beautiful Kawama Townhouse

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (116 reviews)
"we had a wonderful room with a great location. It was too cold to use the pool, but it looked very inviting. Would definitely stay again."
United States
Richard
The price is €523
includes taxes & fees
17 Feb - 18 Feb
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The Fairhaven House at Solaire Lunara Bay

Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway
Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
The price is €1,272
includes taxes & fees
20 Feb - 21 Feb
Private and Exclusive Florida Keys Getaway

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Tavernier
9.8 out of 10, Exceptional, (232 reviews)
"Great place to stay and relax. "
United States
Marianne P.
The price is €526
includes taxes & fees
14 Feb - 15 Feb
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Ohana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!

Ohana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!
Rock Harbor
9.6 out of 10, Exceptional, (59 reviews)
"Great location, great pool, comfortable beds"
United States
Michael W.
The price is €1,173
includes taxes & fees
28 Feb - 1 Mar
Ohana Cay 4 bed & 4 bath Unit 906 @Mariners Club - Sleeps 10!!
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

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Holiday Homes in Monroe County

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