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Nov 13 - Nov 15
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Nov 20 - Nov 22
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Dec 4 - Dec 6
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Jan 1 - Jan 3

Our top choices for Middle Torch Key vacation homes

A coastal property with a paved driveway leading to a building with a blue roof, surrounded by lush greenery and a view of the ocean.

1. Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (129 reviews)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
The price is ￥30,666
￥75,963 total
includes taxes & fees
Nov 14 - Nov 15
Kelly's Kabin - Adorable Private Summerland Key Cottage
A kitchen with white cabinets, a stove, and a dining area with chairs and a table.

2. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"Excellent location - clean, quiet, well-kept community. Boat launch was key for us. Pool and beach looked very nice, but we didn't use. The unit is as described and has a nice patio out back that we used every day."
United States
Cheryl V.
The price is ￥22,465
￥66,102 total
includes taxes & fees
Nov 13 - Nov 14
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A covered outdoor area with wicker furniture and string lights.

3. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
8.6 out of 10, Excellent, (4 reviews)
" Great 2 bedroom home in a lovely vacation community . We enjoyed the 2 recliners to relax after a full day of exploring as well as in the morning with our coffee. The screened in patio was a nice perk as well . At check in , a calendar of events was provided and the staff were friendly and helpful. FYI : We enjoyed a gorgeous sunrise right by the beach near the pool ."
United States
jim b.
The price is ￥24,710
￥68,786 total
includes taxes & fees
Nov 11 - Nov 12
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

4. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
"Great location, wonderful hosts!"
United States
Blue Mountain Footwear F.
The price is ￥31,538
￥78,012 total
includes taxes & fees
Nov 21 - Nov 22
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A covered outdoor seating area with a view of the ocean and palm trees.

5. Canal-Front Retreat with Dock, Pool & Open Ocean Views

Canal-Front Retreat with Dock, Pool & Open Ocean Views
Cudjoe Key
9.0 out of 10, Wonderful, (13 reviews)
"This property is convenient to food and fun. It was very clean, comfortable and we felt safe to walk around the resort. We had a wonderful stay here."
United States
Catherine C.
The price is ￥29,203
￥74,157 total
includes taxes & fees
Nov 14 - Nov 15
Canal-Front Retreat with Dock, Pool & Open Ocean Views
A pool area with multiple swimming pools, lounge chairs, and palm trees.

6. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
9.0 out of 10, Wonderful, (2 reviews)
"This was a sweet little modular home that gave us a clean and comfortable place to stay… away from the tourist scene."
United States
Nora Kay F.
The price is ￥29,121
￥74,066 total
includes taxes & fees
Nov 20 - Nov 21
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
A pool area with multiple swimming pools, lounge chairs, and palm trees.

7. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
8.8 out of 10, Excellent, (11 reviews)
"We loved our stayed and booked again for next year. Its in our price range, plenty of space and we were all so comfortable. Its our favorite house we have rented in the area and hope to be able to continue to enjoy it years to come. "
United States
Alisa M.
The price is ￥29,953
￥75,161 total
includes taxes & fees
Nov 9 - Nov 10
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
A pool area with multiple swimming pools, lounge chairs, and palm trees.

8. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Cudjoe Key
The price is ￥33,696
￥79,530 total
includes taxes & fees
Nov 13 - Nov 14
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
A waterfront property with a covered porch, a boat dock, and a clear sky.

9. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
United States
Mckayla S.
The price is ￥23,614
￥68,305 total
includes taxes & fees
Nov 11 - Nov 12
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A pool area with multiple swimming pools, lounge chairs, and palm trees.

10. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape

Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
Cudjoe Key
8.8 out of 10, Excellent, (3 reviews)
"It was a short trip but we enjoyed our stay! "
United States
Jennifer S.
The price is ￥29,953
￥75,161 total
includes taxes & fees
Nov 9 - Nov 10
Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
A pool area with multiple swimming pools, lounge chairs, and palm trees.

11. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
9.4 out of 10, Exceptional, (18 reviews)
"Perfect location, great price."
United States
Suzanne T.
The price is ￥28,455
￥73,318 total
includes taxes & fees
Nov 9 - Nov 10
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A pool area with multiple swimming pools, lounge chairs, and palm trees.

12. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Cudjoe Key
9.6 out of 10, Exceptional, (7 reviews)
"Clean and excellent water access"
United States
Chris P.
The price is ￥28,455
￥73,318 total
includes taxes & fees
Nov 11 - Nov 12
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
A waterfront property with multiple buildings, a dock, and a clear view of the water.

13. Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (5 reviews)
"Pool area was nice but only visited it once as so much to see and do!"
United States
Karen
The price is ￥32,198
￥77,845 total
includes taxes & fees
Nov 9 - Nov 10
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
A pool area with multiple swimming pools, lounge chairs, and palm trees.

14. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Cudjoe Key
9.6 out of 10, Exceptional, (5 reviews)
"Stayed with family and good location for family vacations. "
United States
Phani U.
The price is ￥29,953
￥75,636 total
includes taxes & fees
Nov 9 - Nov 10
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Property grounds

15. Sailfish Haven #390 - Ocean Views, 35' seawall

Sailfish Haven #390 - Ocean Views, 35' seawall
Cudjoe Key
9.0 out of 10, Wonderful, (9 reviews)
"great House , and if you are a boater , venture out is great in cudjoe key FL"
United States
freddy c.
The price is ￥32,198
￥77,845 total
includes taxes & fees
Nov 9 - Nov 10
Sailfish Haven #390 - Ocean Views, 35' seawall
A waterfront property with a dock, a covered outdoor seating area, and a two-story building with a balcony.

16. Florida Keys Waterfront Escape - 2BR with 44' Seawall

Florida Keys Waterfront Escape - 2BR with 44' Seawall
Cudjoe Key
The price is ￥29,953
￥73,259 total
includes taxes & fees
Nov 10 - Nov 11
Florida Keys Waterfront Escape - 2BR with 44' Seawall
A resort with multiple swimming pools, palm trees, and a view of the ocean.

17. Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views

Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
Cudjoe Key
9.6 out of 10, Exceptional, (18 reviews)
"It was great!"
United States
Jennifer B.
The price is ￥37,441
￥83,901 total
includes taxes & fees
Nov 20 - Nov 21
Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
A waterfront property with a dock, a turquoise chair, and a barbecue grill.

18. Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly

Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly
Cudjoe Key
8.0 out of 10, Very good, (1 review)
The price is ￥29,953
￥75,161 total
includes taxes & fees
Nov 9 - Nov 10
Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly
A modern kitchen with a dishwasher, a dining area with a glass coffee table, and a ceiling fan.

19. 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
8.0 out of 10, Very good, (17 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 ￥32,663
￥90,413 total
includes taxes & fees
Nov 9 - Nov 10
Charming 3-bedroom house in Big Pine Key near Beach and Key West
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, under a cloudy sky.

20. Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
8.0 out of 10, Very good, (21 reviews)
"Heated pool was very nice, and location of rental."
United States
Angela C.
The price is ￥39,224
￥77,725 total
includes taxes & fees
Nov 9 - Nov 10
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
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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