Lower Florida Keys Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Lower Florida Keys vacation rentals

1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (342 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is ￥21,355
￥46,419 total
includes taxes & fees
Jun 10 - Jun 11
Old Wooden Bridge Resort and Marina
Outdoor pool

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (37 reviews)
"The location was fabulous, due to the hotel’s amenities. Ie the hourly transport to downtown.pools and restaurants. The accommodations were a bit dated but adequate. The host responded immediately to our request! "
United States
Leigh P.
The price is ￥31,850
￥69,712 total
includes taxes & fees
May 31 - Jun 1
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (187 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is ￥18,491
￥47,500 total
includes taxes & fees
Jun 1 - Jun 2
Aqua Lodges at Hurricane Hole Marina
Outdoor dining

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, (170 reviews)
"Great place "
United States
David
The price is ￥28,665
￥56,375 total
includes taxes & fees
May 31 - Jun 1
Cottage with Pool and Dockage, just minutes to Key West
Property grounds

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"All was excellent "
United States
Bryan M.
The price is ￥28,665
￥66,288 total
includes taxes & fees
Jun 2 - Jun 3
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Pool

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
The price is ￥47,616
￥97,700 total
includes taxes & fees
Jun 2 - Jun 3
Paradise found
Fridge, microwave, oven, stovetop

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (124 reviews)
"House was very clean and in close proximity to Key West, Marathon, and Big Pine Key."
United States
Sharon L.
The price is ￥34,239
￥84,801 total
includes taxes & fees
Jun 17 - Jun 18
Kelly's Kabin - Adorable Private Summerland Key Cottage
Interior

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
8.4 out of 10, Very Good, (12 reviews)
"This place was perfect for our family. Just the right distance between Marathon and Key West. Would definitely recommend it to anyone looking for a place to stay"
United States
Robert C.
The price is ￥32,821
￥93,360 total
includes taxes & fees
Jun 3 - Jun 4
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Terrace/patio

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (186 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
The price is ￥31,850
￥65,910 total
includes taxes & fees
Jun 23 - Jun 24
Waterfront Home
Exterior detail

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

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (132 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is ￥18,951
￥48,056 total
includes taxes & fees
Jun 3 - Jun 4
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (99 reviews)
"We stayed one night, everything was as described"
United States
Anonymous traveler
The price is ￥32,248
￥68,110 total
includes taxes & fees
Jun 12 - Jun 13
Canal front, dockage, 2 bedroom, 2 bath
Exterior

SAVE BIG $$$ JUNE!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

SAVE BIG $$$ JUNE!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (90 reviews)
"Great location, very clean, and a responsive host. We enjoyed our stay and highly recommended this spot!"
United States
David T.
The price is ￥23,731
￥69,123 total
includes taxes & fees
Jun 1 - Jun 2
SAVE BIG $$$ JUNE!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Marina

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (60 reviews)
"Friendly host and unique location"
United States
Scott
The price is ￥50,960
￥63,859 total
includes taxes & fees
May 31 - Jun 1
Living the Dream Key West Style
House | 2 bedrooms

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is ￥47,380
￥92,722 total
includes taxes & fees
Jun 1 - Jun 2
Grand Marina Suite by Brightwild Waterfront
Exterior

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

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (170 reviews)
"Great location with a great staff. The Bug House is very spacious and clean. I would recommend it as a great place to stay and relax with family. "
United States
Phillip
The price is ￥50,164
￥104,051 total
includes taxes & fees
Jun 3 - Jun 4
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Property grounds

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

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (157 reviews)
"This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in."
United States
John S.
The price is ￥46,581
￥99,384 total
includes taxes & fees
Jun 2 - Jun 3
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Outdoor pool, a heated pool

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (26 reviews)
"Everything about our stay was simply wonderful. It was very Clean and quiet. It is in a very nice neighborhood and pet friendly. We loved the pool and the privacy. I will be back!"
United States
Marie
The price is ￥55,738
￥108,529 total
includes taxes & fees
Jun 1 - Jun 2
Spanish Queen @Venture Out, Cudjoe Key
Beach

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (32 reviews)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
The price is ￥43,794
￥95,929 total
includes taxes & fees
Jun 2 - Jun 3
Grand Marina Suite - Poolside & Waterfront Condo
Beach towels

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, (433 reviews)
"Great location within walking distance to both ends of Duval. The bikes were nice as well and the unit was very clean. Enjoyed our stay."
United States
Jeff T.
The price is ￥21,355
￥45,086 total
includes taxes & fees
Jun 5 - Jun 6
Steps from Duval, Pool on Site & Bikes Included!
Terrace/patio

Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
Cudjoe Key
10.0 out of 10, Exceptional, (8 reviews)
"Gorgeous place! Had an excellent time. Very clean and easy check-in/out process. Highly recommend!"
United States
Susan B.
The price is ￥66,885
￥140,699 total
includes taxes & fees
Jun 1 - Jun 2
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
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

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

8/10 Good
"We had a nice stay at this property, which was clean and nicely presented. It is in a calm area by the water and has some good food options close by as well. We did use the pool on 2 days and it felt like a private pool just when we used it."
Anish 3-night trip
Posted 13 hours ago
Cottage with swimming pool and dockage, just minutes to Key West!

Find out more about Lower Florida Keys

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