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Monroe County Accommodation: Most Popular Cities to Stay

Holiday RentalsHoliday Rentals

Key West

Key West

Our top choices for Monroe County holiday rentals

1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (348 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is £187
includes taxes & fees
28 Jun - 29 Jun
Old Wooden Bridge Resort and Marina
Exterior

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (327 reviews)
The price is £232
includes taxes & fees
28 Jun - 29 Jun
Yacht Haven Marina
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (158 reviews)
"Amazing stay!"
United States
Amanda
The price is £221
includes taxes & fees
29 Jun - 30 Jun
Treasure Harbor
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,204 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
The price is £93
includes taxes & fees
29 Jun - 30 Jun
Knight's Key Suites
Exterior

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.6 out of 10, Exceptional, (5 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
The price is £164
includes taxes & fees
28 Jun - 29 Jun
Caloosa Cove Resort by CoolVacay
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (700 reviews)
"Enjoyed this place."
United States
Christopher
The price is £141
includes taxes & fees
1 Jul - 2 Jul
Breezy Palms Resort
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (981 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
The price is £94
includes taxes & fees
22 Jun - 23 Jun
Tropical Cottages
BBQ/picnic Area

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (225 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
The price is £244
includes taxes & fees
21 Jul - 22 Jul
Aqua Lodge Rentals At Coconut Cay
Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (188 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is £195
includes taxes & fees
22 Jun - 23 Jun
Aqua Lodges at Hurricane Hole Marina
Exterior

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (32 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
The price is £249
includes taxes & fees
7 Jul - 8 Jul
Florida Keys Getaway - Slps 4 - Ocean View
Outdoor pool, pool loungers

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,272 reviews)
"I love the staff, really helping me when we need The place is excellent location, the bungalow was in pristine condition, and the area outside was wonderful"
United States
Ysabel
The price is £174
includes taxes & fees
24 Jun - 25 Jun
Skipjack Resort & Marina
Beach nearby

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
The price is £330
includes taxes & fees
24 Jun - 25 Jun
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Outdoor pool, pool umbrellas, pool loungers

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (140 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
The price is £187
includes taxes & fees
12 Jul - 13 Jul
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Beach nearby

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (72 reviews)
Paradise in Key Largo, FL
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (166 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior detail

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, (132 reviews)
"Great place to stay"
United States
walter l.
The price is £224
includes taxes & fees
23 Jun - 24 Jun
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Terrace/patio

Ocean Front with Dock, Key Largo, FL., Pirate's Cove

Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Key Largo
9.6 out of 10, Exceptional, (113 reviews)
"This was our 3rd yr in a row staying at Pirates Cove. And we will be back for our 4th time in March 2027! The place is very clean & beautiful. The kayaks & 2 person Hammock were great amenities to have/use. The fishing was amazing right from our dock! "
United States
Katherine M H.
The price is £324
includes taxes & fees
22 Jun - 23 Jun
Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Lobby

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (337 reviews)
"It was nice! Difficulty getting in but they weee fast to answer and solve problem. Very nice place will be back !"
United States
Maggie
The price is £196
includes taxes & fees
22 Jun - 23 Jun
Anchorage Resort & Yacht Club
Pool

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (50 reviews)
"Unit was really nice. The only complaint was the pillows were the worst we have ever used anywhere. We did find a pillow in the closet that was a little less lumpy but very stained. The pool does get very crowded. The beach area is really cute but smelled pretty bad. Overall a great place!"
United States
joleen s.
The price is £282
includes taxes & fees
29 Jun - 30 Jun
Amazing Ocean view condo
Terrace/patio

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
The price is £369
includes taxes & fees
29 Jun - 30 Jun
Waterfront Home
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"This was a great stay. The staff were very kind, the property well kept, and the events / amenities were perfect. The location relative to Duval St. was perfect. The cafe, pools, pool bars and beach chairs were mostly available while we were there (mid june)."
Raymond 4-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses

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Holiday Apartments in Monroe County

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