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
Big Pine Key featuring a river or creek, a bay or harbor and general coastal views
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Big Pine Key

Big Pine Key

Top Vacation Rentals in Monroe County

Our top choices for Monroe County vacation rentals

Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (102)
"Unique House boat experience, friendly staff. "
The price is ￥13,232
￥35,563 total
includes taxes & fees
Sep 11 - Sep 12
Treasure Harbor
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (521)
"Best kept secret, love staying here,!"
The price is ￥10,442
￥19,369 total
includes taxes & fees
Sep 7 - Sep 8
Breezy Palms Resort
Yacht Haven Marina
42-inch Smart TV with digital channels, Netflix, Hulu

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (200)
"We loved our weekend stay here. "
Yacht Haven Marina
Cabins at Bonefish Bay
Deluxe Bungalow | Terrace/patio

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (62)
"We stayed in one of the aqua lodges, which is basically a houseboat on the water. It was well equipped and worked nicely for us."
Cabins at Bonefish Bay
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (857)
"Wish check in was sooner but made out well, very quiet, personal parking, food truck near by and was all around a good stay"
The price is ￥11,762
￥13,232 total
includes taxes & fees
Sep 11 - Sep 12
Tropical Cottages
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (161)
"The stay was beautiful "
The price is ￥13,993
￥40,392 total
includes taxes & fees
Sep 1 - Sep 2
Aqua Lodges at Hurricane Hole Marina
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, (257)
"River boat houses, pool, kayak rentals. "
Old Wooden Bridge Resort and Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (312)
"EXCELENT LOCATION AND SUNSET VIEW"
The price is ￥35,034
￥43,549 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Vacation Club at Sunset Harbor, Key West
Skipjack Resort & Marina
Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1200)
"Great stay"
Skipjack Resort & Marina
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ￥80,867
￥99,081 total
includes taxes & fees
Sep 5 - Sep 6
The Islands of Islamorada
Knight's Key Suites
1 bedroom, premium bedding, soundproofing, iron/ironing board

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1143)
"Nice roomy accommodations and helpful staff I would stay here again "
The price is ￥9,851
￥14,244 total
includes taxes & fees
Sep 8 - Sep 9
Knight's Key Suites
Key Largo Cottages
Boating

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages
Aqua Lodge Rentals At Coconut Cay
BBQ/picnic area

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (179)
"Very very nice place"
Aqua Lodge Rentals At Coconut Cay
Aqua Lodges at 47th Street Gulfside
Deluxe Cabin, Lagoon View | Private kitchen | Toaster, dining tables

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (50)
"10/10 property and boat was clean. It was perfect for my family with 2 littles. "
Aqua Lodges at 47th Street Gulfside
Anchorage Resort & Yacht Club
Exterior

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (295)
"Really good place to stay "
The price is ￥27,792
￥31,267 total
includes taxes & fees
Sep 2 - Sep 3
Anchorage Resort & Yacht Club
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Beach nearby

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (140)
"This property was great, it had everything needed, extremely clean and walking distance to Davual st.The pool area is wonderful and it was the perfect temperature!Would highly recommend."
The price is ￥12,645
￥33,983 total
includes taxes & fees
Sep 2 - Sep 3
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Steps from Duval, Pool on Site & Bikes Included!
Exterior

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (399)
"Great location. The bike was an awesome way to get around. Pool was very clean and refreshing. "
The price is ￥13,100
￥33,449 total
includes taxes & fees
Sep 21 - Sep 22
Steps from Duval, Pool on Site & Bikes Included!
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (78)
"Took the team down to the keys for a little R&R"
Old Florida Style, wrap around porch, boat basin for dockage, open water
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (181)
"Place is centrally located which is ideal for walking from place to place. House was very clean and had everything needed for my time spent there"
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Beach nearby

THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.8 out of 10, Exceptional, (18)
"Great place will rent again "
The price is ￥12,939
￥34,314 total
includes taxes & fees
Sep 4 - Sep 5
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
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

Find out more about Monroe County

Find out more about Monroe County

Vacation Apartments in Monroe County

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