Lower Florida Keys Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Lower Florida Keys

Living area
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (271)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina
Restaurant
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (168)
"The stay was beautiful "
United States
Jennifer
The price is HK$864
HK$2,274 total
includes taxes & fees
15 Nov - 16 Nov
Aqua Lodges at Hurricane Hole Marina
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very good, (315)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is HK$1,791
HK$2,278 total
includes taxes & fees
17 Nov - 18 Nov
Hyatt Vacation Club at Sunset Harbor, Key West
Terrace/patio
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
United States
Dianna F.
The price is HK$894
HK$2,794 total
includes taxes & fees
18 Nov - 19 Nov
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Beach nearby
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
8.2 out of 10, Very good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is HK$1,049
HK$2,465 total
includes taxes & fees
30 Nov - 1 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Pool
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Meadows
10.0 out of 10, Exceptional, (24)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Outdoor dining
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
The price is HK$1,158
HK$3,365 total
includes taxes & fees
17 Nov - 18 Nov
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Pool
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (158)
"Great location and very happy with our accommodations."
United States
Carrie B.
The price is HK$1,166
HK$2,465 total
includes taxes & fees
16 Nov - 17 Nov
Cottage with Pool and Dockage, just minutes to Key West
Marina
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Meadows
10.0 out of 10, Exceptional, (15)
"We stayed for 3 nights. The place was super clean and has a great balcony with water view! Kim was very helpful and answered all our questions!"
United States
Renea S.
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Beach nearby
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Old Town Key West
9.0 out of 10, Wonderful, (100)
"Walk to everything. Had a great stay in this cute key west cottage. Beds were very comfortable and needed after a long day of fun. Would stay here again."
United States
Trista P.
The price is HK$1,391
HK$3,447 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Beach nearby
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

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

Old Town Key West
9.6 out of 10, Exceptional, (150)
"Very clean, great location and wonderful amenities!"
United States
Andrea B.
The price is HK$831
HK$2,026 total
includes taxes & fees
24 Nov - 25 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Beach
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

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.
The price is HK$855
HK$2,587 total
includes taxes & fees
1 Dec - 2 Dec
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Exterior
Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West
9.6 out of 10, Exceptional, (408)
"Great place to stay and walk to all the attractions."
United States
Byron Debi L.
The price is HK$692
HK$1,721 total
includes taxes & fees
16 Nov - 17 Nov
Steps from Duval, Pool on Site & Bikes Included!
Beach nearby
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
9.6 out of 10, Exceptional, (97)
"Very secluded feel to this place. When in the pool, you feel like you are in an oasis on a tropical Caribbean island! Loved this place. Will definitely stay here for our next visit."
United States
David F.
The price is HK$1,772
HK$3,304 total
includes taxes & fees
26 Nov - 27 Nov
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Outdoor dining
Poolside Cottage #411

Poolside Cottage #411

Key West
9.8 out of 10, Exceptional, (53)
"Clean and as advertised "
United States
John H.
The price is HK$1,438
HK$2,537 total
includes taxes & fees
11 Dec - 12 Dec
Poolside Cottage #411
Outdoor pool, a heated pool
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
The price is HK$1,360
HK$3,044 total
includes taxes & fees
16 Nov - 17 Nov
Canal front, dockage, 2 bedroom, 2 bath
Pool
Comfortable Condo with Pool, Private Balcony, & Beach Access

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.
The price is HK$1,243
HK$4,607 total
includes taxes & fees
19 Nov - 20 Nov
Comfortable Condo with Pool, Private Balcony, & Beach Access
1 bedroom
Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony

2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is HK$2,014
HK$2,927 total
includes taxes & fees
1 Dec - 2 Dec
Island View 1BR Residence With Balcony
Outdoor pool
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Stock Island
8.0 out of 10, Very good, (25)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is HK$1,943
HK$3,893 total
includes taxes & fees
14 Nov - 15 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Fridge, microwave, oven, stovetop
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Old Town Key West
8.8 out of 10, Excellent, (235)
"Property was cute and in a great location! "
United States
Brandie P.
The price is HK$458
HK$1,620 total
includes taxes & fees
16 Nov - 17 Nov
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
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 Lower Florida Keys Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"This was a great place to stay! Lots to do on the grounds, friendly staff, clean and spacious suite. It is a great middle location as well if you’re interested in exploring up or down the keys. The only problem was our stove kept turning off by itself. It took us 30 minutes to boil some water for pasta because we would look over and it had turned itself off. But great stay overall, we will definitely be back! "
Alex 4-night trip
Posted 4 days ago
Sugarloaf Key Hotel at KOA Resort

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