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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 637 Vacation Homes in Dredgers Key with updated reviews, rates, and availability.

Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio
Exterior detail

Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio

9.6 out of 10, Exceptional, (212)
"Great location. The room met our needs. It was clean and comfortable. The owner did a great job of communicating everything we needed to know. Everything was walkable, which we appreciated. "
Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio
Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach
Terrace/patio

Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach

9.0 out of 10, Wonderful, (158)
"Our stay was great. Marilyn provided us with all necessary information. The house itself is very clean but tiny. It is good for a couple or two people. It was perfect for our needs ! :)"
Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
Exterior detail

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

9.2 out of 10, Wonderful, (189)
"This was a great property. Nice and quiet. Gated for privacy. Would use again and will recommend. "
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!
A heated pool

A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!

9.8 out of 10, Exceptional, (76)
"We’ve been to KW many times and wanted to bring our 22 and 21 yo kids to show them the island. We enjoyed the house, it was a great size for 5 people. We enjoyed coffee by the pool every day. The location was ok. "
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!
Captain's Daughter: Oversized home for the whole family w/private pool & dock
A heated pool

Captain's Daughter: Oversized home for the whole family w/private pool & dock

9.8 out of 10, Exceptional, (122)
"Our stay was absolutely incredible. The condo was bigger than we were expecting so we had plenty of room to spread out and relax. The property management website was super helpful and the customer service was amazing as well! Nothing but good reviews from everyone who stayed there!"
Captain's Daughter: Oversized home for the whole family w/private pool & dock
LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!
A heated pool

LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!

9.6 out of 10, Exceptional, (210)
"Great location. Can walk to everything. Great that there is a parking space for one medium sized car. Loved Hemingway’s Home tour. "
LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!
NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool
Fridge, microwave, oven, stovetop

NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

10.0 out of 10, Exceptional, (10)
"This was the perfect spot to walk to most places in old town! The beds were very comfortable and the rooms were spacious. We loved being able to enjoy the quiet back yard and pool. There is a resident rooster who does a great job of patrolling the parking lot and may be an alarm clock for some. We did have a hiccup with checking in- we were provided the wrong code and it took a few times to get ahold of the host. But the host was always very friendly and helpful. We also found small bugs...
The price is AED 2,777
AED 5,054 total
includes taxes & fees
6 Apr - 7 Apr
NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
A heated pool

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

9.8 out of 10, Exceptional, (90)
"Clean, roomy, comfortable. Adequate seating and dishes for 6 adults. Great mattresses and pillows. "
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Outdoor dining

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8.8 out of 10, Excellent, (134)
"My sister and friend from north Alabama and my youngest daughter and I decided on a last minute mini vacation. We found this little gem of a place while looking for places to stay in the Keys. Although it could use some TLC, we found the property to be clean, well-stocked and perfect for a short stay, some family time, rest and relaxation. We truly enjoyed our stay and would definitely consider staying here again,"
The price is AED 1,083
AED 2,306 total
includes taxes & fees
17 Mar - 18 Mar
Cudjoe Cottages, swimming pool, just 20 miles from Key West
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
A heated pool

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

9.6 out of 10, Exceptional, (70)
"I could not suggest anything that could have made this place any better (someone to peel grapes and feed them to me?) really ideal on every front location accommodations cleanliness communication all 10!"
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
Conch Cove - 3br/3ba with private heated pool and private parking
A heated pool

Conch Cove - 3br/3ba with private heated pool and private parking

10.0 out of 10, Exceptional, (5)
"Great location, clean and loved the heated pool! Rick was so accommodating and he and his staff were so kind! Would stay there again! "
The price is AED 2,935
AED 5,908 total
includes taxes & fees
18 Mar - 19 Mar
Conch Cove - 3br/3ba with private heated pool and private parking
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location
A heated pool

Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

10.0 out of 10, Exceptional, (8)
"Richard was great, place was clean and great location! Would come again for sure!"
The price is AED 1,745
AED 3,793 total
includes taxes & fees
18 Mar - 19 Mar
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location
Tropical Key West out of the way
Pool

Tropical Key West out of the way

9.4 out of 10, Exceptional, (160)
"We've stayed many places in Key West, including other Coral Hammock properties, hotels, Shipyard and Duval square condos - this was the most 'turn key' property that we have stayed in. It was ready to go with paper towel, toilet paper, soap...even bottled water and a bottle of wine in the refrigerator. The closet had beach towels, a cooler, some pool toys, family games, and some fishing poles. The kitchen had all the necessities, and there were several condiments in the cupboard - salt &...
Tropical Key West out of the way
Island Chic: Luxury 3-Bedroom Waterfront Home with Private Pool AND Dock!
Marina

Island Chic: Luxury 3-Bedroom Waterfront Home with Private Pool AND Dock!

9.8 out of 10, Exceptional, (120)
"My husband and I stayed at this lovely three-story home with two other couples. The home is well furnished and well stocked and immaculate. We thoroughly enjoyed the outdoor deck and pool area for cocktails, playing cards or just relaxing. We would definitely stay again!"
Island Chic: Luxury 3-Bedroom Waterfront Home with Private Pool AND Dock!
The Flower Power House - Boho Beautiful
A heated pool

The Flower Power House - Boho Beautiful

2.5 star property
8.8 out of 10, Excellent, (26)
"Great place but the full price was not listed correctly. Vrbo and management company both took separate payments making the price almost a thousand dollars more then was advertised. "
The Flower Power House - Boho Beautiful
3-bedroom townhome in Key West with fitness room, WiFi
Smart TV

3-bedroom townhome in Key West with fitness room, WiFi

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nicely furnished with everything you could need. Great location with an easy drive into downtown. Facilities kept up well and we felt very safe with the gated entrance."
3-bedroom townhome in Key West with fitness room, WiFi
Private Secluded Ocean View & Pool Near Key West
Outdoor pool, a heated pool

Private Secluded Ocean View & Pool Near Key West

8.4 out of 10, Very Good, (86)
"Nice property. We enjoyed our stay."
Private Secluded Ocean View & Pool Near Key West
Luxury two floor apartment in prime location of famous Duval Street
Beach towels

Luxury two floor apartment in prime location of famous Duval Street

9.6 out of 10, Exceptional, (75)
"We loved the location and style of this apartment. Perfect for small families or couples. "
The price is AED 1,451
AED 3,121 total
includes taxes & fees
1 Apr - 2 Apr
Luxury two floor apartment in prime location of famous Duval Street
Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!
Outdoor pool, a heated pool

Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!

9.8 out of 10, Exceptional, (221)
"2nd year staying at this property will boook again. 5 start accomodations and location"
The price is AED 3,669
AED 6,976 total
includes taxes & fees
27 Mar - 28 Mar
Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
1 bedroom, WiFi, bed sheets

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

8.6 out of 10, Excellent, (4)
"All we wanted in a small apartment, right on the main drag of Duval St. Could walk everywhere: the beach on either end of Duval, all the shops and restaurants we could fit in a week, Ernest Hemingway's home, the Butterfly Conservancy, the Lighthouse museum, etc. Felt absolutely safe. The balcony was a great people watching area while having coffee in the morning and drinks in the evening. Communication with management was excellent. "
The price is AED 770
AED 1,651 total
includes taxes & fees
27 Mar - 28 Mar
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
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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Other property types in Dredgers Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"The houseboat was exactly as pictured, the inside was clean, roomy for 4 adults, and the location/marina was fantastic! We will be back! "
The price is AED 658
AED 1,356 total
includes taxes & fees
24 Mar - 25 Mar
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (375)
"Thank you"
Steps from Duval, Pool on Site & Bikes Included!
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (290)
"I had a great experience with my family!"
The price is AED 1,414
AED 1,694 total
includes taxes & fees
1 Apr - 2 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
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.