Holiday Homes in Big Pine Key

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Our top choices for Big Pine Key holiday 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 NZ$1,242
includes taxes & fees
1 July - 2 July
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 NZ$1,926
includes taxes & fees
10 June - 11 June
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 NZ$1,812
includes taxes & fees
15 June - 16 June
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)
"Wonderful family getaway"
United States
Anthony V.
The price is NZ$1,350
includes taxes & fees
25 June - 26 June
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 NZ$868
includes taxes & fees
13 June - 14 June
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
The price is NZ$3,158
includes taxes & fees
26 June - 27 June
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 $$$ JUNE!! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (108 reviews)
"Had everything we needed. "
United States
Moriah W.
The price is NZ$720
includes taxes & fees
3 June - 4 June
SAVE BIG $$$ 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 NZ$947
includes taxes & fees
10 June - 11 June
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 $$$ JUNE!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (90 reviews)
"Great location, very clean, and a responsive host. We enjoyed our stay and highly recommended this spot!"
United States
David T.
The price is NZ$776
includes taxes & fees
7 June - 8 June
SAVE BIG $$$ 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 NZ$1,001
includes taxes & fees
3 June - 4 June
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 NZ$1,063
includes taxes & fees
3 June - 4 June
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 NZ$1,024
includes taxes & fees
3 June - 4 June
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 NZ$991
includes taxes & fees
3 June - 4 June
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 NZ$1,002
includes taxes & fees
4 June - 5 June
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 NZ$1,068
includes taxes & fees
3 June - 4 June
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 NZ$1,143
includes taxes & fees
9 June - 10 June
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 NZ$1,024
includes taxes & fees
3 June - 4 June
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 NZ$980
includes taxes & fees
4 June - 5 June
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.
The price is NZ$1,033
includes taxes & fees
5 June - 6 June
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 Holiday Homes information

Number of reviews
748
Accommodation
1759 Holiday Homes
Lowest Price
NZ$720
Highest Price
NZ$3,158