Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Summerland Key
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Florida
Florida
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Beachfront
Countryside
Amazing views
National parks
Chef's kitchens
Trending
Play
Rooms
New
Camping
Tiny homes
Cabins
Lake
Houseboats
Boats
Bed & breakfasts
Design
Vineyards
Farms
Surfing
Golfing
Lakefront
Beach
Filters
0
Display total before taxes
Show map
Search results; 335 places in Summerland Key
335 places in Summerland Key
Flat in Big Pine Key
New Deluxe Duplex Unit 1 Queen Bed, Full Kitchen
2 beds
2 beds
3–8 Apr
3–8 Apr
$369 SGD
night
$369 SGD per night
4.86 out of 5 average rating, 35 reviews
4.86 (35)
Place to stay in Key West
King Suite with Balcony - at James House!
1 king bed
1 king bed
13–18 Apr
13–18 Apr
$436 SGD
night
$436 SGD per night
4.6 out of 5 average rating, 134 reviews
4.6 (134)
Guest favourite
Guest favourite
Flat in Key West
Poolside Truman Annex 2 Bed | Conch Life Condo
3 beds
3 beds
14–19 May
14–19 May
$464 SGD
night
$464 SGD per night
4.97 out of 5 average rating, 234 reviews
4.97 (234)
Guest favourite
Guest favourite
Flat in Key West
At Mine | Lovely Suite steps from Duval Street
1 queen bed
1 queen bed
5–10 Apr
5–10 Apr
$568 SGD
night
$568 SGD per night
4.93 out of 5 average rating, 988 reviews
4.93 (988)
Flat in Marathon
Deluxe 2 Bedroom King Suite with Balcony
4 beds
4 beds
13–18 Apr
13–18 Apr
$564 SGD
night
$564 SGD per night
4.58 out of 5 average rating, 78 reviews
4.58 (78)
Flat in Key West
Beautiful King Bedroom + Pools & Free Shuttle
1 king bed
1 king bed
1–6 Apr
1–6 Apr
$492 SGD
night
$492 SGD per night
4.0 out of 5 average rating, 18 reviews
4.0 (18)
Flat in Big Pine Key
Sir David Waterfront
1 bed
1 bed
1–8 Apr
1–8 Apr
$606 SGD
$498 SGD
night
$498 SGD per night, originally $606 SGD
New place to stay
New
Flat in Key West
2bdrm 2bath condo w/lagoon pool
2 beds
2 beds
8–13 Apr
8–13 Apr
$474 SGD
night
$474 SGD per night
New place to stay
New
Flat in Key West
Convenient - Vibrant Culture room l Free Breakfast
2 queen beds
2 queen beds
15–20 May
15–20 May
$826 SGD
night
$826 SGD per night
4.62 out of 5 average rating, 74 reviews
4.62 (74)
Guest favourite
Guest favourite
Flat in Key West
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1 king bed
1 king bed
28 Jul – 2 Aug
28 Jul – 2 Aug
$395 SGD
night
$395 SGD per night
4.98 out of 5 average rating, 441 reviews
4.98 (441)
Guest favourite
Guest favourite
Flat in Marathon
Keys Paradise Vacation Condo
1 king bed
1 king bed
19–26 Apr
19–26 Apr
$250 SGD
night
$250 SGD per night
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Superhost
Superhost
Flat in Marathon
Ocean Oasis!OceanView-Beach/Pool
3 beds
3 beds
1–8 Apr
1–8 Apr
$704 SGD
$586 SGD
night
$586 SGD per night, originally $704 SGD
New place to stay
New
Flat in Key West
7 night stay 2bed 2bath at shipyard in truman annex w/ parking, shared pool
3 beds
3 beds
6–13 May
6–13 May
$525 SGD
night
$525 SGD per night
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Superhost
Superhost
Flat in Key West
Comfy 2/2 pool/gym/tennis/hottub
3 beds
3 beds
10–15 Apr
10–15 Apr
$716 SGD
$557 SGD
night
$557 SGD per night, originally $716 SGD
4.9 out of 5 average rating, 50 reviews
4.9 (50)
Guest favourite
Guest favourite
Flat in Key West
Honeymoon Hideaway, King bed, Private Deck & Spa!
1 king bed
1 king bed
26 Apr – 1 May
26 Apr – 1 May
$726 SGD
night
$726 SGD per night
4.94 out of 5 average rating, 255 reviews
4.94 (255)
Flat in Key West
Coconut Mallory Studio-402
1 queen bed
1 queen bed
7–12 Apr
7–12 Apr
$342 SGD
night
$342 SGD per night
New place to stay
New
Guest favourite
Guest favourite
Flat in Key West
Duval Balcony Spanky's Retreat
1 bed
1 bed
12–17 Apr
12–17 Apr
$450 SGD
night
$450 SGD per night
4.91 out of 5 average rating, 692 reviews
4.91 (692)
Flat in Key West
Downtown KeyWest 2Bed Oceanfront
3 beds
3 beds
7–14 Jul
7–14 Jul
$661 SGD
night
$661 SGD per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
1
2
3
4
…
15