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 Summerland Key
Check in / Check out
Any week
Guests
Add guests
Log in or sign up
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 Summerland Key
Over 1,000 homes in Summerland Key
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Haven House with Boat Basin & Ramp!
3 bedrooms
,
·
6 beds
,
·
1 private bathroom
13–18 Sept
13–18 Sept
$3,294 SGD
$3,004 SGD
Show price breakdown
for 5 nights
,
·
4.93 out of 5 average rating, 127 reviews
4.93 (127)
Featured hotel
Featured hotel
Hotel in Summerland Key
Waterfront two bedroom cottage
1 bedroom
1 bedroom
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$2,732 SGD
Show price breakdown
for 5 nights
$2,732 SGD for 5 nights
+$378 SGD Airbnb credit
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,620 SGD
Show price breakdown
for 5 nights
$1,620 SGD for 5 nights
4.94 out of 5 average rating, 81 reviews
4.94 (81)
Superhost
Superhost
Tiny home in Summerland Key
Bungalow
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,345 SGD
$1,165 SGD
Show price breakdown
for 5 nights
4.82 out of 5 average rating, 92 reviews
4.82 (92)
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
8–13 Sept
8–13 Sept
$5,560 SGD
$5,057 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 116 reviews
4.95 (116)
Guest favourite
Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$2,028 SGD
Show price breakdown
for 5 nights
$2,028 SGD for 5 nights
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Featured hotel
Featured hotel
Room in Marathon
Three bedroom beachfront villa
4 king beds
4 king beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$3,727 SGD
$3,060 SGD
Show price breakdown
for 5 nights
+$400 SGD Airbnb credit
New place to stay
New
Top guest favourite
Guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$2,653 SGD
$2,234 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 95 reviews
4.97 (95)
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
$4,951 SGD
$4,504 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 55 reviews
4.96 (55)
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
8–13 Sept
8–13 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)
Top guest favourite
Guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Oct
13–18 Oct
$2,382 SGD
Show price breakdown
for 5 nights
$2,382 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 39 reviews
4.95 (39)
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
$4,230 SGD
$3,148 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Guest favourite
Guest favourite
Villa in Summerland Key
6BR Villa + Bungalow | Pool & Tiki | 30 Min to KW
6 bedrooms
6 bedrooms
,
·
7 beds
7 beds
,
·
6 bathrooms
6 bathrooms
25–30 Oct
25–30 Oct
$7,720 SGD
Show price breakdown
for 5 nights
$7,720 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Cottage in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock!
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
14–19 Sept
14–19 Sept
$3,317 SGD
$3,015 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 184 reviews
4.89 (184)
Guest favourite
Guest favourite
Home in Cudjoe Key
Blue Heaven Waterfront Home
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Sept
12–17 Sept
$1,680 SGD
$1,518 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 18 reviews
4.89 (18)
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
$2,000 SGD
Show price breakdown
for 5 nights
$2,000 SGD for 5 nights
Guest favourite
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
2–7 Nov
2–7 Nov
$5,829 SGD
$5,082 SGD
Show price breakdown
for 5 nights
4.83 out of 5 average rating, 111 reviews
4.83 (111)
Guest favourite
Guest favourite
Tiny home in Summerland Key
Waterview Bungalow
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,632 SGD
$1,430 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
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
$2,447 SGD
$2,200 SGD
Show price breakdown
for 5 nights
4.88 out of 5 average rating, 42 reviews
4.88 (42)
1
2
3
4
…
15