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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Lower Keys Vacation Homes

JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Pool

JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!

10.0 out of 10, Exceptional, (3)
"The place was just as pictured, very comfortable and private. Very clean and spacious. The only issue we had was trying to get the back door to lock. "
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Fridge, microwave, oven, stovetop

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

9.0 out of 10, Wonderful, (151)
"The place was spacious, very clean and beautiful!"
The price is CA $381
CA $836 total
includes taxes & fees
Aug 3 - Aug 4
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (77)
"Very nice place to stay. Quick and efficient communication with host! Seemless check in and check out process. "
Old Florida Style, wrap around porch, boat basin for dockage, open water
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Exterior

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

9.8 out of 10, Exceptional, (250)
"Home was clean and great location! Would definitely stay here again! "
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Beach nearby

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

8.8 out of 10, Excellent, (85)
"Property was adequate but could use a few updates. The location was great. Easy to get to Key West near good local restaurants and beaches. Would stay again. "
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Fridge, microwave, oven, stovetop

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

9.6 out of 10, Exceptional, (56)
"It was a beautiful home and Francine, our host, was most accommodating."
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
20 MINUTES TO KEY WEST , BOATERS PARADISE
Exterior

20 MINUTES TO KEY WEST , BOATERS PARADISE

9.4 out of 10, Exceptional, (57)
"Comfortable and very well appointed! High end amenities, and very responsive host ensured our stay was a memorable one. Our third time booking this property and can’t think of anything they could improve!"
20 MINUTES TO KEY WEST , BOATERS PARADISE
Big Pine Key Unique Direct Ocean Access with 10K lbs private dock boat lift
Marina

Big Pine Key Unique Direct Ocean Access with 10K lbs private dock boat lift

9.4 out of 10, Exceptional, (8)
"We had a wonderful holiday vacation. Thank you Kelly and Walter for sharing your vacation rental with our family."
Big Pine Key Unique Direct Ocean Access with 10K lbs private dock boat lift
Private Secluded Ocean View & Pool Near Key West
Outdoor pool, a heated pool

Private Secluded Ocean View & Pool Near Key West

8.2 out of 10, Very good, (92)
"We stayed for my husband’s surprise 40th birthday weekend. Kazi was an amazing host and made the booking/arrival/departure process so easy. His hospitality was amazing and we can’t wait to come back."
Private Secluded Ocean View & Pool Near Key West
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Balcony

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very good, (114)
"Deer in the front yard, perfect location, clean and friendly "
The price is CA $312
CA $748 total
includes taxes & fees
Aug 2 - Aug 3
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Island Time #110 Ocean Views - Cudjoe Key
A heated pool

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
9.8 out of 10, Exceptional, (6)
"We loved the property so much that we barely left it. The view from the porch was the most peaceful serene view. "
The price is CA $367
CA $856 total
includes taxes & fees
Aug 19 - Aug 20
Island Time #110 Ocean Views - Cudjoe Key
A Tropical Luxury Getaway, Your own private resort!!
Outdoor pool, a heated pool

A Tropical Luxury Getaway, Your own private resort!!

10.0 out of 10, Exceptional, (38)
"The house and pool were very nice."
A Tropical Luxury Getaway, Your own private resort!!
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
A heated pool

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
The price is CA $367
CA $856 total
includes taxes & fees
Aug 18 - Aug 19
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Private and Exclusive Florida Keys Getaway
Pool

Private and Exclusive Florida Keys Getaway

10.0 out of 10, Exceptional, (12)
"We had a great time at this out-of-the-way spot. It was quiet, beautiful, and comfortable. Lots to do around the property. The pool area is especially beautiful. Highly recommend!"
The price is CA $595
CA $1,379 total
includes taxes & fees
Aug 8 - Aug 9
Private and Exclusive Florida Keys Getaway
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Outdoor dining

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

9.6 out of 10, Exceptional, (40)
"Property exceeded expectations, and the view was spectacular! Absolutely would recommend staying here. It has everything you need for a comfy stay. "
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
VO 173 2 Bed 2 Bath Silt Canal-Front, Ocean View
Property grounds

VO 173 2 Bed 2 Bath Silt Canal-Front, Ocean View

9.8 out of 10, Exceptional, (71)
"Very pleased with this adorable home thank you "
VO 173 2 Bed 2 Bath Silt Canal-Front, Ocean View
Lower Keys paradise
Outdoor pool, a heated pool

Lower Keys paradise

10.0 out of 10, Exceptional, (34)
"The property was very clean and comfortable. We had a great stay "
Lower Keys paradise
Newly renovated cozy and spacious beach house with breathtaking ocean front
Marina

Newly renovated cozy and spacious beach house with breathtaking ocean front

10.0 out of 10, Exceptional, (11)
"I stayed at this property with my brother and mom. We all loved this house. Several key deer and an iguana frequented the property. Great location and close to everything we wanted to do. We were all sad to see that it’s not available to stay at again next year. "
Newly renovated cozy and spacious beach house with breathtaking ocean front
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Outdoor dining

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (96)
"Really great, friendly community with lots of activities and a great view of the beach. Would definitely be on my list for another visit soon."
The price is CA $206
CA $602 total
includes taxes & fees
Aug 10 - Aug 11
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Keys House - Venture Out Lot 220
Property grounds

Keys House - Venture Out Lot 220

2.5 star property
9.6 out of 10, Exceptional, (5)
"We loved the condo and spent a lot of time on the upper patio enjoying the view. Very clean. Spacious for 4 of us. Felt extremely safe. Thank you very much!!!"
Keys House - Venture Out Lot 220
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 Keys Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Loved the property and all of the free activities! We definitely took advantage of the kayaks, paddle boards, pool and hammocks. "
Jessica 2-night trip
Posted 2 days ago
Parmer's Resort