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Search results; Over 1,000 homes in Big Pine Key

Top guest favourite
Guest suite in Big Pine Key
Old Island Life
1 bedroom, 1 queen bed
2–7 Aug
4.89 out of 5 average rating, 618 reviews
Guest favourite
Tiny home in Big Pine Key
Cottage 30 min from Key West, free parking, pool
1 bedroom, 3 beds
9–14 Aug
4.87 out of 5 average rating, 126 reviews
Guest favourite
Cabin in Big Pine Key
2 Bedroom Yellow Cabin
2 bedrooms, 3 beds
19–24 Aug
4.71 out of 5 average rating, 110 reviews
Guest favourite
Boat in Big Pine Key
2 Bedroom Aqua Lodge # 15 Porgie
1 bedroom, 2 beds
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 204 reviews
Guest favourite
Home in Big Pine Key
Cozy house with relaxing pool
2 bedrooms, 3 beds
1–6 Nov
4.78 out of 5 average rating, 9 reviews
Guest favourite
Flat in Key West
Key West Beach House
2 bedrooms, 2 beds
1–8 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
3–8 Aug
4.97 out of 5 average rating, 32 reviews
Guest favourite
Cottage in Cudjoe Key
2Bd/1Ba Waterfront Retreat w/35’ Dock
2 bedrooms, 2 queen beds
12–17 Aug
4.84 out of 5 average rating, 32 reviews
Home in Big Pine Key
Falcon’s Cove in Big Pine Key
2 bedrooms, 3 beds
11–16 Aug
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds
15–22 Aug
5.0 out of 5 average rating, 85 reviews
Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms, 4 beds
13–18 Sept
4.97 out of 5 average rating, 88 reviews
Top guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
2 bedrooms, 2 beds
23–28 Aug
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
5–10 Oct
4.91 out of 5 average rating, 101 reviews
Top guest favourite
Home in Cudjoe Key
Aug. Discount, Waterfront Retreat/Pool/golf cart
2 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 29 reviews
Guest favourite
Flat in Big Pine Key
New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2
1 bedroom, 1 bed
29 Aug – 3 Sept
4.92 out of 5 average rating, 24 reviews
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds
15–20 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms, 3 beds
14–19 Aug
4.91 out of 5 average rating, 116 reviews