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Search results; 335 places in Summerland Key

Flat in Big Pine Key
New Deluxe Duplex Unit 1 Queen Bed, Full Kitchen
2 beds
3–8 Apr
4.86 out of 5 average rating, 35 reviews
Place to stay in Key West
King Suite with Balcony - at James House!
1 king bed
13–18 Apr
4.6 out of 5 average rating, 134 reviews
Guest favourite
Flat in Key West
Poolside Truman Annex 2 Bed | Conch Life Condo
3 beds
14–19 May
4.97 out of 5 average rating, 234 reviews
Guest favourite
Flat in Key West
At Mine | Lovely Suite steps from Duval Street
1 queen bed
5–10 Apr
4.93 out of 5 average rating, 988 reviews
Flat in Marathon
Deluxe 2 Bedroom King Suite with Balcony
4 beds
13–18 Apr
4.58 out of 5 average rating, 78 reviews
Flat in Key West
Beautiful King Bedroom + Pools & Free Shuttle
1 king bed
1–6 Apr
4.0 out of 5 average rating, 18 reviews
Flat in Big Pine Key
Sir David Waterfront
1 bed
1–8 Apr
New place to stay
Flat in Key West
2bdrm 2bath condo w/lagoon pool
2 beds
8–13 Apr
New place to stay
Flat in Key West
Convenient - Vibrant Culture room l Free Breakfast
2 queen beds
15–20 May
4.62 out of 5 average rating, 74 reviews
Guest favourite
Flat in Key West
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1 king bed
28 Jul – 2 Aug
4.98 out of 5 average rating, 441 reviews
Guest favourite
Flat in Marathon
Keys Paradise Vacation Condo
1 king bed
19–26 Apr
5.0 out of 5 average rating, 9 reviews
Superhost
Flat in Marathon
Ocean Oasis!OceanView-Beach/Pool
3 beds
1–8 Apr
New place to stay
Flat in Key West
7 night stay 2bed 2bath at shipyard in truman annex w/ parking, shared pool
3 beds
6–13 May
5.0 out of 5 average rating, 6 reviews
Superhost
Flat in Key West
Comfy 2/2 pool/gym/tennis/hottub
3 beds
10–15 Apr
4.9 out of 5 average rating, 50 reviews
Guest favourite
Flat in Key West
Honeymoon Hideaway, King bed, Private Deck & Spa!
1 king bed
26 Apr – 1 May
4.94 out of 5 average rating, 255 reviews
Flat in Key West
Coconut Mallory Studio-402
1 queen bed
7–12 Apr
New place to stay
Guest favourite
Flat in Key West
Duval Balcony Spanky's Retreat
1 bed
12–17 Apr
4.91 out of 5 average rating, 692 reviews
Flat in Key West
Downtown KeyWest 2Bed Oceanfront
3 beds
7–14 Jul
5.0 out of 5 average rating, 3 reviews