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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Featured Condo Rentals in Lower Florida Keys

THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
Terrace/patio

THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!

9.0 out of 10, Wonderful, (16)
"Great accommodations. Perfect location."
The price is NZ$508
includes taxes & fees
26 June - 27 June
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
Coconut Mallory Resort And Marina By Kees Vacations
Meeting facility

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (814)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Fridge, microwave, coffee/tea maker

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (114)
"Excellent location, walkable to Duval Street. We were able to park on-site and walk to everything. We would definitely stay here again."
The price is NZ$396
includes taxes & fees
23 June - 24 June
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Fridge, microwave, coffee/tea maker, dining tables

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (136)
"We had a great 2 night stay while in Key West. The property was as advertised.The FREE off-street parking was an excellent perk.The location was very good as it was within walking distance of the heart of Key West."
The price is NZ$391
includes taxes & fees
23 June - 24 June
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
A heated pool

IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

9.4 out of 10, Exceptional, (173)
"Really enjoyed the place, very clean and comfortable, great balcony overlooking the ocean. The amenities like the pool and hot tub were very nice and it's a short bike / drive / Lyft from everything in Key West. "
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!
Terrace/patio

THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!

9.0 out of 10, Wonderful, (10)
"Great time staying there "
The price is NZ$411
includes taxes & fees
23 June - 24 June
THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!
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, (177)
"We would definitely stay here again! Great location, exactly as described, overall great place."
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
A heated pool

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

8.8 out of 10, Excellent, (18)
"Property as described in listing, enjoyed our stay! Would def stay again! "
The price is NZ$425
includes taxes & fees
23 June - 24 June
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Duval Delight | Recently Remodeled Condo on Duval!
Terrace/patio

Duval Delight | Recently Remodeled Condo on Duval!

9.8 out of 10, Exceptional, (21)
"The unit is awesome - perfect location on Duval St, very comfortable beds, plenty of space. Will definitely be back!"
The price is NZ$837
includes taxes & fees
1 July - 2 July
Duval Delight | Recently Remodeled Condo on Duval!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Outdoor dining

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

9.6 out of 10, Exceptional, (86)
"Nice Property. Would stay again."
The price is NZ$444
includes taxes & fees
26 June - 27 June
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
THE TRUMAN ROOM @ The Inn on Fleming ~ 2nd Floor Queen Room w/ Shared Pool!
Terrace/patio

THE TRUMAN ROOM @ The Inn on Fleming ~ 2nd Floor Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (15)
"Great place"
The price is NZ$415
includes taxes & fees
30 June - 1 July
THE TRUMAN ROOM @ The Inn on Fleming ~ 2nd Floor Queen Room w/ Shared Pool!
BOOKING SMOKING HOT 2025 DEALS NOW!
Exterior

BOOKING SMOKING HOT 2025 DEALS NOW!

9.4 out of 10, Exceptional, (200)
"wonderful place to stay"
BOOKING SMOKING HOT 2025 DEALS NOW!
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
Fridge, microwave, coffee/tea maker

CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!

9.6 out of 10, Exceptional, (130)
"The property was near all the points of interest. We walked everywhere and got our steps in."
The price is NZ$391
includes taxes & fees
25 June - 26 June
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
A heated pool

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

9.8 out of 10, Exceptional, (40)
"Property was well maintained and nice folks in the community. Recommend highly!"
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
Property grounds

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

9.6 out of 10, Exceptional, (82)
"Great stay, clean property in a perfect location that is quiet and still walkable. Would gladly stay here again!"
The price is NZ$478
includes taxes & fees
29 June - 30 June
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
THE FLAGLER ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!
Terrace/patio

THE FLAGLER ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!

8.8 out of 10, Excellent, (16)
"Great location and a lovely restored home. The common area was fabulous, with a full kitchen, eating/gathering area, and a small plunge pool. Room was nice but needed a few repairs. Bathroom vanity was worn and needs replacing. The appearance of some small bugs was disturbing but quickly addressed. Overall a nice place to stay. "
The price is NZ$415
includes taxes & fees
29 June - 30 June
THE FLAGLER ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
A heated pool

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

10.0 out of 10, Exceptional, (70)
"Very lush and beautiful. We loved the location of area and of our room, the Julie. Very private and pool right outside our door. Everything we needed was there. Parlor was lovely and nice place to hang other than your room. Front porch with rocking chairs were the cherry on top. Lovely vacation stay. "
The price is NZ$532
includes taxes & fees
26 June - 27 June
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Fridge, coffee/tea maker

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

9.6 out of 10, Exceptional, (135)
"The property was exactly as listed. Great location, well kept, clean, and easy to check into. I don’t even know how I’d improve upon the experience, it was great. Parking on site was great as well! "
The price is NZ$398
includes taxes & fees
24 June - 25 June
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Leo’s Lodge | Newly Updated!
A heated pool

Leo’s Lodge | Newly Updated!

8.6 out of 10, Excellent, (13)
"Bery mice pkace clean and quiet close to Duvall street"
The price is NZ$425
includes taxes & fees
25 June - 26 June
Leo’s Lodge | Newly Updated!
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
TV

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

9.6 out of 10, Exceptional, (127)
"Great place to stay. Clean, great location. "
The price is NZ$453
includes taxes & fees
6 July - 7 July
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
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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