Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Summerland 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 Summerland Key
Over 1,000 homes in Summerland Key
Home in Summerland Key
Powell Family Resort
6 bedrooms
,
·
7 beds
,
·
3 private bathrooms
15–20 Aug
15–20 Aug
$6,182 SGD
Show price breakdown
for 5 nights
$6,182 SGD for 5 nights
,
·
4.86 out of 5 average rating, 42 reviews
4.86 (42)
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
23–28 Aug
23–28 Aug
$2,196 SGD
Show price breakdown
for 5 nights
$2,196 SGD for 5 nights
4.97 out of 5 average rating, 32 reviews
4.97 (32)
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
25–30 Sept
25–30 Sept
$5,962 SGD
Show price breakdown
for 5 nights
$5,962 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
11–16 Aug
11–16 Aug
$12,677 SGD
Show price breakdown
for 5 nights
$12,677 SGD for 5 nights
4.56 out of 5 average rating, 25 reviews
4.56 (25)
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
10–15 Aug
10–15 Aug
$2,039 SGD
Show price breakdown
for 5 nights
$2,039 SGD for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Superhost
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$1,548 SGD
Show price breakdown
for 5 nights
$1,548 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 76 reviews
4.93 (76)
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Haven House with Boat Basin & Ramp!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$4,345 SGD
Show price breakdown
for 5 nights
$4,345 SGD for 5 nights
4.93 out of 5 average rating, 127 reviews
4.93 (127)
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
7–12 Sept
7–12 Sept
$8,746 SGD
Show price breakdown
for 5 nights
$8,746 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Casa particular in Summerland Key
The Retiro House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$3,819 SGD
Show price breakdown
for 5 nights
$3,819 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Superhost
Superhost
Tiny home in Summerland Key
Bungalow
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$1,177 SGD
Show price breakdown
for 5 nights
$1,177 SGD for 5 nights
4.8 out of 5 average rating, 84 reviews
4.8 (84)
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
24–29 Aug
24–29 Aug
$1,922 SGD
Show price breakdown
for 5 nights
$1,922 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Home in Summerland Key
9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW
9 bedrooms
9 bedrooms
,
·
15 beds
15 beds
,
·
9 bathrooms
9 bathrooms
7–12 Sept
7–12 Sept
$17,000 SGD
Show price breakdown
for 5 nights
$17,000 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Home in Cudjoe Key
Keys Island Villa - Venture Out Home 354
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$2,576 SGD
Show price breakdown
for 5 nights
$2,576 SGD for 5 nights
4.94 out of 5 average rating, 89 reviews
4.94 (89)
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
26 Sept – 1 Oct
26 Sept – 1 Oct
$4,553 SGD
$3,697 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
12–17 Aug
12–17 Aug
$1,420 SGD
Show price breakdown
for 5 nights
$1,420 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
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
$6,699 SGD
Show price breakdown
for 5 nights
$6,699 SGD for 5 nights
4.91 out of 5 average rating, 102 reviews
4.91 (102)
Superhost
Superhost
Apartment in Summerland Key
Standard Suite at Sugarloaf Key Hotel
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$2,039 SGD
Show price breakdown
for 5 nights
$2,039 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Home in Summerland Key
Paraiso
3 bedrooms
3 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
14–19 Aug
14–19 Aug
$2,723 SGD
Show price breakdown
for 5 nights
$2,723 SGD for 5 nights
Guest favourite
Guest favourite
Home in Little Torch Key
Sterling Bay House
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
6.5 bathrooms
6.5 bathrooms
12–19 Aug
12–19 Aug
$26,854 SGD
Show price breakdown
for 7 nights
$26,854 SGD for 7 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
1
2
3
4
…
15