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In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
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Jan 2 - Jan 4

Vacation Homes in Big Pine Key

🌴 TROPICAL RETREAT 🌴 RV in the Keys
Interior

🌴 TROPICAL RETREAT 🌴 RV in the Keys

10.0 out of 10, Exceptional, (2)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
The price is ￥13,590
￥41,315 total
includes taxes & fees
Oct 11 - Oct 12
🌴 TROPICAL RETREAT 🌴 RV in the Keys
Cozy Cottage in Big Pine Key – 35 Min to Key West, Pool & Free Parking
Terrace/patio

Cozy Cottage in Big Pine Key – 35 Min to Key West, Pool & Free Parking

9.0 out of 10, Wonderful, (9)
"Lovely unit, clean and accessible. Would recommend."
The price is ￥22,117
￥46,618 total
includes taxes & fees
Oct 11 - Oct 12
Cozy Cottage in Big Pine Key – 35 Min to Key West, Pool & Free Parking
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Smart TV

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

The price is ￥21,827
￥77,847 total
includes taxes & fees
Oct 12 - Oct 13
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Ocean View Suite Barnacle Resort
On the beach

Ocean View Suite Barnacle Resort

The price is ￥52,470
￥77,155 total
includes taxes & fees
Oct 20 - Oct 21
Ocean View Suite Barnacle Resort
Two Bedroom ADA Suite at Grassy Flats Conch House
Outdoor pool

Two Bedroom ADA Suite at Grassy Flats Conch House

The price is ￥76,654
￥99,134 total
includes taxes & fees
Oct 13 - Oct 14
Two Bedroom ADA Suite at Grassy Flats Conch House
Charming 2-bedroom house in Marathon with pool
Property grounds

Charming 2-bedroom house in Marathon with pool

8.0 out of 10, Very Good, (1)
"Great Home & Location & Enjoyable Stay! Thanks!"
The price is ￥27,821
￥91,472 total
includes taxes & fees
Oct 13 - Oct 14
Charming 2-bedroom house in Marathon with pool
Kelly's Kabin - Adorable Private Summerland Key Cottage
Fridge, microwave, oven, stovetop

Kelly's Kabin - Adorable Private Summerland Key Cottage

9.8 out of 10, Exceptional, (119)
"We enjoyed our stay! Great little house and location. "
The price is ￥34,319
￥82,633 total
includes taxes & fees
Oct 26 - Oct 27
Kelly's Kabin - Adorable Private Summerland Key Cottage
One of the very few beach houses with a daily, rental license in the Keys.
Outdoor pool

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

8.8 out of 10, Excellent, (64)
"My family and I had an incredible stay. We utilized every available component of the home including the dock. Property manager provided us with 2 available free ramps to drop off our jet-skis. We settled on the ramp located on Blimp Road, which was a 10 minute drive and 15-20 minute ride on the skis. We were able to tie off our skis our whole stay with no issues. Home was exactly as disclosed and worked great for our family. Communication was great, with quick respond time. "
The price is ￥91,365
￥212,207 total
includes taxes & fees
Oct 28 - Oct 29
One of the very few beach houses with a daily, rental license in the Keys.
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, (98)
"Clean place with room for 2 couples. Everything you need."
The price is ￥21,202
￥64,025 total
includes taxes & fees
Oct 13 - Oct 14
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
Outdoor pool, a heated pool

OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!

9.8 out of 10, Exceptional, (81)
"Great location near Key West. Awesome property, will book again."
The price is ￥24,252
￥67,761 total
includes taxes & fees
Oct 17 - Oct 18
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
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)
"Close to Key West. Would stay there again!!"
The price is ￥28,828
￥89,633 total
includes taxes & fees
Oct 11 - Oct 12
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
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, (9)
"Greta property, really enjoyed the water view and the bbq grill "
The price is ￥28,027
￥88,731 total
includes taxes & fees
Oct 11 - Oct 12
Island Time #110 Ocean Views - Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Exterior detail

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

10.0 out of 10, Exceptional, (2)
"Absolutely love it here… Randy is great to work with and always available. "
The price is ￥27,455
￥60,058 total
includes taxes & fees
Oct 13 - Oct 14
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A heated pool

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

2.0 star property
The price is ￥28,027
￥89,646 total
includes taxes & fees
Oct 11 - Oct 12
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Galleon Getaway #533- Oceanfront Community
A heated pool

Galleon Getaway #533- Oceanfront Community

The price is ￥22,422
￥82,578 total
includes taxes & fees
Oct 11 - Oct 12
Galleon Getaway #533- Oceanfront Community
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key
A heated pool

Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

2.0 star property
9.0 out of 10, Wonderful, (7)
"Place was perfect for our trip. Staff was super nice and helpful as well. "
The price is ￥32,031
￥93,693 total
includes taxes & fees
Oct 17 - Oct 18
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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

2.0 star property
The price is ￥40,039
￥104,991 total
includes taxes & fees
Oct 11 - Oct 12
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Sailfish Haven #390 - Ocean Views, 35' seawall
A heated pool

Sailfish Haven #390 - Ocean Views, 35' seawall

8.8 out of 10, Excellent, (6)
"It was a perfect home to stay in cudokey"
The price is ￥28,027
￥88,731 total
includes taxes & fees
Oct 12 - Oct 13
Sailfish Haven #390 - Ocean Views, 35' seawall
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, (117)
"Deer in the front yard, perfect location, clean and friendly "
The price is ￥34,319
￥82,233 total
includes taxes & fees
Oct 15 - Oct 16
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A heated pool

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

The price is ￥26,426
￥86,623 total
includes taxes & fees
Oct 11 - Oct 12
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
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

Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

10/10 Excellent
"The place is beautiful and very relaxing the staff very nice and accommodating the only thing that needs updating is the mattresses not very comfortable other than that is a hidden gem "
Rolando 2-night trip
Posted 3 days ago
Grassy Flats Resort & Beach Club

Find out more about Big Pine Key

Find out more about Big Pine Key

Big Pine Key Vacation Homes information

Number of reviews
510
Accommodation
1724 Vacation Homes
Lowest Price
￥60,058
Highest Price
￥212,207

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