Search and Rent Monroe County Condos

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Top Cities in Monroe County

Condo Rentals in Monroe County

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

Duck Key
9.6 out of 10, Exceptional, (63)
"We had a great time during our stay. The kitchen is very well supplied."
United States
Bonnie W.
Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Old Town Key West
9.2 out of 10, Wonderful, (187)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location in the middle of everything"
United States
Loyd K.
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Indigo Reef Resort Villas & Marina by KeysCaribbean

3.5 star property
Marathon Shores
9.2 out of 10, Wonderful, (49)
"The unit we stayed in was very clean, beds comfy. The unit itself is showing some wear and tear but that did NOT affect the cleanliness. The view of the ocean was why i chose to stay here and was not disappointed. The patios of each unit are fairly close and do not lend alot of privacy--not genetally a problem, unless the neighbors decide to get affectionate (if you know what I mean 😀) The pool was clean and offered plenty of seating. I would definitely stay here again."
United States
Julie
Indigo Reef Resort Villas & Marina by KeysCaribbean

NEWLY RENOVATED Oceanside Oasis at Kawama Tower

Key Largo
10.0 out of 10, Exceptional, (82)
"Clean, well decorated, well stocked and well maintained. Very enjoyable stay. "
United States
Shauna H.
NEWLY RENOVATED Oceanside Oasis at Kawama Tower

**NEPTUNE'S PENTHOUSE @ THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.

Beachside
9.8 out of 10, Exceptional, (116)
"Stunning views, great location"
United States
Dona B.
**NEPTUNE'S PENTHOUSE @ THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.

Comfortable Condo with Pool, Private Balcony, & Beach Access

Beachside
8.6 out of 10, Excellent, (137)
"I would like to give overall at least 4.5, but nothing available between 4 and 5. The condo could use a little TLC here and there, but was clean and had what we need for our trip, including beach chairs, towels. Smathers Beach not too far a walk if you want the sand, and very nice pool / spa (when working) downstairs. Location was sort of in 1 corner of Key West. We rented bikes for week from Sunshine Scooters (nice folks) and also walked, taxied and ubered places. I read a review that mentioned...
United States
Todd M.
$539 nightly
The price is $598
Nov 19 - Nov 20
Total with taxes and fees
Comfortable Condo with Pool, Private Balcony, & Beach Access

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

Tavernier
9.8 out of 10, Exceptional, (226)
"Great place to stay and relax. "
United States
Marianne P.
$395 nightly
The price is $439
Nov 30 - Dec 1
Total with taxes and fees
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

Old Town Key West
9.8 out of 10, Exceptional, (142)
"Very good spot to stay. Easy to walk to everything in Old Key West. Thanks "
United States
Scott V.
$235 nightly
The price is $261
Dec 1 - Dec 2
Total with taxes and fees
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Key West
8.8 out of 10, Excellent, (202)
"We enjoyed our stay. Location was perfect and just a short ride from the downtown activity. Rooms were adequate and parking was perfect. Our stay was sweet and short"
United States
kateryna s.
$252 nightly
The price is $281
Nov 16 - Nov 17
Total with taxes and fees
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!

Old Town Key West
9.6 out of 10, Exceptional, (136)
"Great place to stay. Clean, great location. "
United States
doug c.
$237 nightly
The price is $263
Nov 20 - Nov 21
Total with taxes and fees
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!

Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts

Beachside
9.4 out of 10, Exceptional, (105)
"clean, plenty of room and perfectly located!"
United States
Ron S.
Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts

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

Old Town Key West
9.8 out of 10, Exceptional, (21)
"Wonderful stay felt like a home away from home! Will defonitely highly reccommend and plan pn returning!"
United States
Carolina
$238 nightly
The price is $264
Nov 13 - Nov 14
Total with taxes and fees
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool

Old Town Key West
9.8 out of 10, Exceptional, (20)
"The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location. "
United States
Donna H.
$236 nightly
The price is $262
Nov 19 - Nov 20
Total with taxes and fees
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

Old Town Key West
9.8 out of 10, Exceptional, (25)
"We enjoyed our stay. We love the area and were able to walk to all areas of old town."
United States
NATALIE
$238 nightly
The price is $264
Nov 18 - Nov 19
Total with taxes and fees
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking

Key West
9.2 out of 10, Wonderful, (157)
"Nice place to stay with washer/dryer and parking."
United States
Bobbi M.
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
Key West
8.2 out of 10, Very Good, (820)
"Overall a good place to stay and value for money "
United States
Vijay Bhasker
Coconut Mallory Resort And Marina By Kees Vacations

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Key West
8.6 out of 10, Excellent, (139)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
$335 nightly
The price is $371
Nov 17 - Nov 18
Total with taxes and fees
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

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

Tavernier
9.6 out of 10, Exceptional, (60)
"Lovely Stay - clean, comfortable, cool AC, just the right amenities I needed."
United States
Kathleen P.
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

Old Town Key West
9.6 out of 10, Exceptional, (14)
"We had a fantastic stay at The Inn on Fleming! The location is ideal—quiet enough to relax, yet just a short bike ride to Duval Street and all the Key West action. The inn itself is charming, well-maintained, and has a lovely historic feel with modern amenities.Our room was clean, cozy, and tastefully decorated, with a comfortable bed and great air conditioning (a must in Key West!). Highly recommend The Inn on Fleming for couples or families looking for a relaxing and authentic Key West...
United States
Jessica C.
$238 nightly
The price is $264
Nov 13 - Nov 14
Total with taxes and fees
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

Waterfront Luxury Living Inside & Out, Gulf View, On the Water!!

Marathon
10.0 out of 10, Exceptional, (199)
"excellent"
United States
sharon m.
Waterfront Luxury Living Inside & Out, Gulf View, On the Water!!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Monroe County Hotel Reviews

Price trends for hotels in Monroe County

Less expensive
More expensive
This month
Next month
August
February
$347
$431
Month
Price
January
$485
February
$656
March
$461
April
$456
May
$364
June
$345
July
$374
August
$334
September
$418
October
$584
November
$347
December
$431
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Condo Rentals in Monroe County. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Monroe County

Monroe County Condo Rentals information

Number of reviews
2,204
Accommodation
1304 Condo Rentals
Lowest Price
$261
Highest Price
$598

Explore a world of travel with Expedia