Condo Rentals in Monroe County

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Top Cities in Monroe County

Condo RentalsCondo Rentals

Key Largo

Key Largo

Our top choices for Monroe County condo rentals

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 AED 600
AED 799 total
includes taxes & fees
22 Jun - 23 Jun
Caloosa Cove Resort by CoolVacay
Smart TV, books

Oceanfront Oasis Smathers Beach Condo Sunrise views Island Charm Book today

Oceanfront Oasis Smathers Beach Condo Sunrise views Island Charm Book today
Key West
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view."
United States
Laura
Oceanfront Oasis Smathers Beach Condo Sunrise views Island Charm Book today
Marina

Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.
Duck Key
9.6 out of 10, Exceptional, (93 reviews)
"Wonderful location. Beautiful view! "
United States
Bonnie T.
Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.
Terrace/patio

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.8 out of 10, Exceptional, (22 reviews)
"Loved this place, fun atmosphere! Can’t wait to come back.. "
United States
jeff l.
The price is AED 668
AED 1,525 total
includes taxes & fees
12 Jul - 13 Jul
Sombrero Beach Tropical Getaway in the Heart of Marathon
On the beach, sun loungers, beach towels

Summer Special! 5 Star Resort w/ Lagoon Pool Tennis GolfCart Kayaks Amenities

Summer Special! 5 Star Resort w/ Lagoon Pool Tennis GolfCart Kayaks Amenities
Key Largo
10.0 out of 10, Exceptional, (40 reviews)
"Great time had by all! Great communication by the host, very welcoming! Just a great all around experience. "
United States
Brent C.
Summer Special! 5 Star Resort w/ Lagoon Pool Tennis GolfCart Kayaks Amenities
Beach nearby

Our Nautical Home Key West prime location & amenities. Last minute specials.

Our Nautical Home Key West prime location & amenities. Last minute specials.
Beachside
9.2 out of 10, Wonderful, (119 reviews)
"nice, comfortable, clean, on the ocean, private pool & beach area, walking distance to Smathers beach, we'd stay there again!"
United States
Karen
Our Nautical Home Key West prime location & amenities. Last minute specials.
Property grounds

Duval Street Suite

Duval Street Suite
Old Town Key West
10.0 out of 10, Exceptional, (66 reviews)
"Great location. "
United States
J H.
Duval Street Suite
Exterior detail

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (108 reviews)
"Super charming and great location"
United States
Sami M.
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!
Premium Townhome | Balcony view

Indigo Reef Resort Villas & Marina by KeysCaribbean

Indigo Reef Resort Villas & Marina by KeysCaribbean
3.5 star property
Marathon Shores
9.2 out of 10, Wonderful, (49 reviews)
"A real gem. This property is clean and beautiful. Brand new dock, landscaping is perfect, location is within minutes of everything you would want while maintaining a “getting away from it all” vibe. We will be back. "
United States
Bradley
Indigo Reef Resort Villas & Marina by KeysCaribbean
Lake

Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
Key West
8.2 out of 10, Very Good, (834 reviews)
"Great place to stay in key west!"
United States
Waseem
Coconut Mallory Resort And Marina By Kees Vacations
A heated pool

Poolside Breeze Retreat, Tropical flare, Key West spectacular getaway.

Poolside Breeze Retreat, Tropical flare, Key West spectacular getaway.
Beachside
9.6 out of 10, Exceptional, (149 reviews)
"Wonderful and spacious condo. Very clean.Awesome pool with gorgeous view of ocean."
United States
Dean S.
Poolside Breeze Retreat, Tropical flare, Key West spectacular getaway.
Property grounds

The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.8 out of 10, Exceptional, (6 reviews)
"Great trip"
United States
Doug P.
The price is AED 544
AED 1,708 total
includes taxes & fees
22 Jun - 23 Jun
The Barbados | Private Balcony, Pool View!
Smart TV

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony
Key West
9.6 out of 10, Exceptional, (28 reviews)
"We loved the condo. It was very clean and in a great location. The pool and hot tub were also great after a long day of walking around. I definitely recommend this place and will be back next time I’m in Key West!"
United States
Crystal V.
Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony
Exterior

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Tavernier
9.6 out of 10, Exceptional, (79 reviews)
"We enjoyed the balcony, pool & ocean side beach."
United States
Bonnie C.
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Marina

Condo with Pool and Beach Access

Condo with Pool and Beach Access
Tavernier
10.0 out of 10, Exceptional, (38 reviews)
"Loved the walkable beach , pool and bar/restaurant at both"
United States
kimberly
Condo with Pool and Beach Access
Property grounds

The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (51 reviews)
"Very clean place. Host was very nice and accommodating. Had a wonderful stay. "
United States
Amy B.
The price is AED 663
AED 1,877 total
includes taxes & fees
2 Jul - 3 Jul
The Salt Cay | Updated! Stunning Sunset View, Pool
A heated pool

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Old Town Key West
9.4 out of 10, Exceptional, (112 reviews)
"Excellent stay, great location! "
United States
Dr. Christopher S.
The price is AED 425
AED 1,091 total
includes taxes & fees
23 Jun - 24 Jun
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Exterior detail

COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!

COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (105 reviews)
"Amazing place!"
United States
MIRELA
COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
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 AED 425
AED 1,091 total
includes taxes & fees
23 Jun - 24 Jun
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Spa

Mariners Club 312, VRNR Luxury Collection, Epic Amenities, Indoor Pickleball

Mariners Club 312, VRNR Luxury Collection, Epic Amenities, Indoor Pickleball
Rock Harbor
10.0 out of 10, Exceptional, (144 reviews)
"Great accommodations, very nice, nearpools and oceanfront view. "
United States
Dennis C.
Mariners Club 312, VRNR Luxury Collection, Epic Amenities, Indoor Pickleball
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monroe County Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Great"
Raidel 2-night trip
Posted 8 hours ago
Blue Flamingo Resort Key West