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Our top choices for Big Pine Key vacation homes

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 ¥59,022
¥125,641 total
includes taxes & fees
Jun 21 - Jun 22
Charming 3-bedroom house in Big Pine Key near Beach and Key West

4 Bedroom,4 Bath, Private Pool, 37 and 1/2 foot Dock!

4 Bedroom,4 Bath, Private Pool, 37 and 1/2 foot Dock!
Key Colony Beach
9.0 out of 10, Wonderful, (91 reviews)
"A great location for an extended family vacation. "
United States
Mary Ann G.
The price is ¥96,588
¥188,107 total
includes taxes & fees
Jun 11 - Jun 12
4 Bedroom,4 Bath, Private Pool, 37 and 1/2 foot Dock!

Luxurious 3-bedroom home with Pool and Dock in Key Colony Beach

Luxurious 3-bedroom home with Pool and Dock in Key Colony Beach
Coury
10.0 out of 10, Exceptional, (6 reviews)
"Great location, great water access, very clean and well kept!"
United States
trevor l.
Luxurious 3-bedroom home with Pool and Dock in Key Colony Beach

4 Bedroom 3 Full Bath Home on Canal in Marathon w/Private 35 foot dock

4 Bedroom 3 Full Bath Home on Canal in Marathon w/Private 35 foot dock
Marathon
9.0 out of 10, Wonderful, (116 reviews)
"Great location"
United States
Matthew P.
The price is ¥87,808
¥177,113 total
includes taxes & fees
Jun 16 - Jun 17
4 Bedroom 3 Full Bath Home on Canal in Marathon w/Private 35 foot dock

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

Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key
9.6 out of 10, Exceptional, (106 reviews)
"Awesome spot"
United States
David C.
Old Florida Style, wrap around porch, boat basin for dockage, open water

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 ¥34,389
¥85,173 total
includes taxes & fees
Jun 17 - Jun 18
Kelly's Kabin - Adorable Private Summerland Key Cottage

One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
8.8 out of 10, Excellent, (71 reviews)
"Such a beautiful home, the view is to die for. It could definitely use some upgrades like the washer and dryer, but can’t beat the location and the fact that its beachfront. "
United States
LIZ
One of the very few beach houses with a daily, rental license in the Keys.

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

SAVE BIG $$$ JUNE!! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (108 reviews)
"Had everything we needed. "
United States
Moriah W.
The price is ¥23,788
¥69,288 total
includes taxes & fees
Jun 9 - Jun 10
SAVE BIG $$$ JUNE!! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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 ¥28,498
¥92,411 total
includes taxes & fees
Jun 9 - Jun 10
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

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

SAVE BIG $$$ JUNE!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (90 reviews)
"Great location, very clean, and a responsive host. We enjoyed our stay and highly recommended this spot!"
United States
David T.
The price is ¥28,631
¥75,456 total
includes taxes & fees
Jun 10 - Jun 11
SAVE BIG $$$ JUNE!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

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
8.0 out of 10, Very Good, (3 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 ¥31,850
¥97,139 total
includes taxes & fees
Jun 4 - Jun 5
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (4 reviews)
"Very clean, charming home. Host was fast with responses."
United States
April W.
The price is ¥37,071
¥102,751 total
includes taxes & fees
Jun 16 - Jun 17
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

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, (14 reviews)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is ¥33,527
¥98,706 total
includes taxes & fees
Jun 4 - Jun 5
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key

Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key
Cudjoe Key
8.0 out of 10, Very Good, (1 review)
"The unit was very old and tired. As such, several windows did not open, the cook top light was not working, the shower surround was cracked and the joint caulking was bad to name some examples. However, the place was spotless when we arrived and with (needed) working AC. The kitchen is WELL appointed with cooking items, some spices, and baking supplies. The washer/dryer was a treat as we travel light. The waterfront deck/patio area was great for morning coffee and evening cocktails. Venture out...
United States
Pauline Y.
The price is ¥32,750
¥98,107 total
includes taxes & fees
Jul 2 - Jul 3
Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key

Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West

Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West
Cudjoe Key
The price is ¥33,527
¥96,950 total
includes taxes & fees
Jun 9 - Jun 10
Bright 2BR 2BA in Cudjoe Key| Sleeps 6 | WiFi | Washer Dryer | Near Water & Key West

Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors

Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors
Cudjoe Key
8.0 out of 10, Very Good, (1 review)
The price is ¥36,041
¥102,013 total
includes taxes & fees
Jun 4 - Jun 5
Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors

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, (3 reviews)
"Pool area was nice but only visited it once as so much to see and do!"
United States
Karen
The price is ¥41,908
¥109,094 total
includes taxes & fees
Jun 9 - Jun 10
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

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
9.4 out of 10, Exceptional, (3 reviews)
"Stayed with family and good location for family vacations. "
United States
Phani U.
The price is ¥33,527
¥99,185 total
includes taxes & fees
Jun 16 - Jun 17
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Cudjoe Key
8.8 out of 10, Excellent, (10 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 ¥30,174
¥94,455 total
includes taxes & fees
Jun 4 - Jun 5
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Sailfish Haven #390 - Ocean Views, 35' seawall

Sailfish Haven #390 - Ocean Views, 35' seawall
Cudjoe Key
8.8 out of 10, Excellent, (6 reviews)
"It was a perfect home to stay in cudokey"
United States
Patricia H.
Sailfish Haven #390 - Ocean Views, 35' seawall
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 Big Pine Key Hotel Reviews

Find out more about Big Pine Key

Big Pine Key Vacation Homes information

Number of reviews
Accommodation
1733 Vacation Homes
Lowest Price
¥146,442
Highest Price
¥146,442

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