Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Big Pine Key
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Big Pine Key
Over 1,000 homes in Big Pine Key
Room in Big Pine Key
Treehouse Private Village Barnacle Resort
1 bedroom
,
·
2 beds
,
·
1 private bathroom
13–18 Sept
13–18 Sept
$2,631 SGD
Show price breakdown
for 5 nights
$2,631 SGD for 5 nights
,
·
Guest favourite
Guest favourite
Tiny home in Big Pine Key
Cottage 30 min from Key West, free parking, pool
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,562 SGD
$1,304 SGD
Show price breakdown
for 5 nights
4.88 out of 5 average rating, 132 reviews
4.88 (132)
Guest favourite
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
4 bathrooms
4 bathrooms
5–10 Oct
5–10 Oct
$6,435 SGD
$5,812 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 103 reviews
4.89 (103)
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp!
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$5,555 SGD
$5,053 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 116 reviews
4.95 (116)
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Captain House with Boat Basin & Ramp!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$4,947 SGD
$4,500 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 55 reviews
4.96 (55)
Top guest favourite
Guest favourite
Guest suite in Big Pine Key
Old Island Life
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,246 SGD
$1,088 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 620 reviews
4.9 (620)
Home in Big Pine Key
Falcon’s Cove in Big Pine Key
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Sept
9–14 Sept
$1,998 SGD
Show price breakdown
for 5 nights
$1,998 SGD for 5 nights
Flat in Big Pine Key
New Deluxe Duplex Unit, 2 Queen Beds, Unit G-4
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,227 SGD
Show price breakdown
for 5 nights
$1,227 SGD for 5 nights
4.79 out of 5 average rating, 105 reviews
4.79 (105)
Home in Big Pine Key
Tampa/Ruskin Waterfront Escape
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Sept
15–20 Sept
$2,704 SGD
$2,285 SGD
Show price breakdown
for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$5,659 SGD
Show price breakdown
for 5 nights
$5,659 SGD for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$1,567 SGD
Show price breakdown
for 5 nights
$1,567 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Home in Cudjoe Key
Yellow Home - Receive $400 towards a Boat Rental!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$2,445 SGD
$2,198 SGD
Show price breakdown
for 5 nights
4.88 out of 5 average rating, 42 reviews
4.88 (42)
Top guest favourite
Guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$4,226 SGD
$3,145 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Superhost
Superhost
Home in Big Pine Key
Big Pine Key Vacation home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Nov – 4 Dec
29 Nov – 4 Dec
$1,275 SGD
Show price breakdown
for 5 nights
$1,275 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Guest favourite
Guest favourite
Flat in Big Pine Key
New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
17–22 Sept
17–22 Sept
$971 SGD
Show price breakdown
for 5 nights
$971 SGD for 5 nights
4.92 out of 5 average rating, 24 reviews
4.92 (24)
Guest favourite
Guest favourite
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$1,727 SGD
Show price breakdown
for 5 nights
$1,727 SGD for 5 nights
4.88 out of 5 average rating, 8 reviews
4.88 (8)
Top guest favourite
Guest favourite
Home in Marathon
70ft Dock, Bikes, Beach, Spacious, VACA23-16
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
13–20 Sept
13–20 Sept
$1,738 SGD
$1,614 SGD
Show price breakdown
for 7 nights
Free cancellation
4.94 out of 5 average rating, 205 reviews
4.94 (205)
Top guest favourite
Guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms
3 bedrooms
,
·
3 double beds
3 double beds
,
·
2 bathrooms
2 bathrooms
17–22 Oct
17–22 Oct
$4,055 SGD
$3,613 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
24–29 Oct
24–29 Oct
$1,551 SGD
Show price breakdown
for 5 nights
$1,551 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 211 reviews
4.96 (211)
1
2
3
4
…
15
