Villas in Monroe County

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Our top choices for Monroe County villas

TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
Marathon
9.2 out of 10, Wonderful, (157 reviews)
"The host, location, and amenities were great!"
United States
Wendy C.
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (75 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is AED 2,122
AED 2,590 total
includes taxes & fees
11 May - 12 May
The Islands of Islamorada

KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,

KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
Marathon
9.2 out of 10, Wonderful, (318 reviews)
"Easy and well stocked for a few days getaway. "
United States
roseann F.
KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,

Canal Front with Dock, Private Pool, Huge Tiki Hut w/ TV, Bikes, Paddleboards!

Canal Front with Dock, Private Pool, Huge Tiki Hut w/ TV, Bikes, Paddleboards!
Marathon
9.8 out of 10, Exceptional, (60 reviews)
"Great property and location for our family. We enjoyed our time here."
United States
Ashley G.
Canal Front with Dock, Private Pool, Huge Tiki Hut w/ TV, Bikes, Paddleboards!

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
Marathon
9.8 out of 10, Exceptional, (183 reviews)
"We loved our stay at Duck Key!!! The pool feels great (even in January). The beds were comfortable, the kitchen was well stocked for cooking, the living room was cozy and the view from the gazebo beautiful!!! Thanks for a great stay!!! "
United States
Carrie O.
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

Secret Villa II @ Old Town: with Private Pool, close to Duval!

Secret Villa II @ Old Town: with Private Pool, close to Duval!
Old Town Key West
10.0 out of 10, Exceptional, (161 reviews)
"Lovely house, very good accommodation, superbly stocked kitchen. I can’t imagine a better location on Key West. We had a couple of minor issues during our stay and the host and owner were very responsive. An excellent rental."
United Kingdom
Robin D.
Secret Villa II @ Old Town: with Private Pool, close to Duval!

PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL

PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL
Marathon
9.6 out of 10, Exceptional, (79 reviews)
"Great time"
United States
Daniel S.
PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL

Book any day of the week! ELEVATOR~TIKI BAR~BOAT SLIP! MOON DECK/POOL~GULF FRONT

Book any day of the week! ELEVATOR~TIKI BAR~BOAT SLIP! MOON DECK/POOL~GULF FRONT
Marathon
10.0 out of 10, Exceptional, (150 reviews)
"Matt was very welcoming and easy to reach. We are not used to owners reaching out. The home was as described. It was a quiet spot with water views. Close to everything you need. The elevator was a hit with the 5 year old and the adults with all the luggage. We fell in love with the area and will be back again. "
United States
Scott H.
Book any day of the week! ELEVATOR~TIKI BAR~BOAT SLIP! MOON DECK/POOL~GULF FRONT

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Old Town Key West
9.8 out of 10, Exceptional, (178 reviews)
"Great place to stay!"
United States
Andrew M.
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

UPDATED Villa- Coral Lagoon 3bed 2.5 bath Luxury Home

UPDATED Villa- Coral Lagoon 3bed 2.5 bath Luxury Home
Coral Lagoon
10.0 out of 10, Exceptional, (10 reviews)
"It was spectacular. Loved the place and the location."
United States
Donna H.
UPDATED Villa- Coral Lagoon 3bed 2.5 bath Luxury Home

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Marathon
9.8 out of 10, Exceptional, (214 reviews)
"The duplex lived up to the photos, a really nice size, 3 good bedrooms abd plenty if living space, kids loved the pool and we could fish for minnows off the dock. Kichen was functional, missed a few items but no big deal. "
United Kingdom
Tony
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
Duck Key
9.8 out of 10, Exceptional, (170 reviews)
"Pool was clean and heated ! Unit was updated and comfortable. Would love to come again!"
United States
Marianne
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

Secret Villa I @ Old Town with Private Pool, close to Duval!

Secret Villa I @ Old Town with Private Pool, close to Duval!
Old Town Key West
10.0 out of 10, Exceptional, (178 reviews)
"Great house convenient to everything! "
United States
Taylor F.
Secret Villa I @ Old Town with Private Pool, close to Duval!

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - WITH Boat Slip!

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - WITH Boat Slip!
Coral Lagoon
10.0 out of 10, Exceptional, (220 reviews)
"Clean pool. Right off the main road so easy access to everything. "
United States
Kira
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - WITH Boat Slip!

Stunning Waterfront Two-Story Villa in Duck Key!

Stunning Waterfront Two-Story Villa in Duck Key!
Duck Key
9.6 out of 10, Exceptional, (11 reviews)
"Optimal for a week stay, close proximity to fishing charts, marinas and restaurants."
United States
Michael S.
Stunning Waterfront Two-Story Villa in Duck Key!

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (21 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is AED 1,025
AED 2,329 total
includes taxes & fees
12 May - 13 May
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

4 BR 4 BA, Private Pool, Paddleboards, Bikes, Lots of Great Amenities!

4 BR 4 BA, Private Pool, Paddleboards, Bikes, Lots of Great Amenities!
Key Colony Beach
10.0 out of 10, Exceptional, (27 reviews)
"We enjoyed the outdoor lounging areas, definitely enough areas to choose from. The garage was full of absolutely anything you would need or want for enjoying the pool or the water. We will for sure return again! "
United States
Barb M.
4 BR 4 BA, Private Pool, Paddleboards, Bikes, Lots of Great Amenities!

Newly upgraded Key Largo Villa W/Boat Slip

Newly upgraded Key Largo Villa W/Boat Slip
Key Largo
10.0 out of 10, Exceptional, (84 reviews)
" Beautiful place with great views. Thanks for a great stay!"
United States
Jenn W.
Newly upgraded Key Largo Villa W/Boat Slip

Charming 3-Bedroom Villa Centrally Located in the Florida Keys

Charming 3-Bedroom Villa Centrally Located in the Florida Keys
Duck Key
9.8 out of 10, Exceptional, (10 reviews)
"We had a wonderful time here and the property was very clean and well kept. My son enjoyed the pool very much and we would definitely come back here again"
United States
Charles M.
Charming 3-Bedroom Villa Centrally Located in the Florida Keys

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (98 reviews)
"The amenities were more than adequate. Home is well appointed, clean and in great condition. "
United States
Kevin P.
The price is AED 1,832
AED 3,299 total
includes taxes & fees
17 May - 18 May
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
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