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Search results; Over 1,000 places

Home in Big Pine Key
Boater's Paradise with Dock
2 beds
Feb 19 – 24
5.0 out of 5 average rating, 4 reviews
Houseboat in Marathon
Houseboat Heaven -Private Island
1 queen bed
Apr 20 – 25
5.0 out of 5 average rating, 3 reviews
Apartment in Big Pine Key
New Deluxe Duplex Unit 1 Queen Bed, Full Kitchen
2 beds
Apr 21 – 26
4.86 out of 5 average rating, 42 reviews
Guest favorite
Houseboat in Big Pine Key
2 Bed Aqualodge # 13 Barracuda
3 beds
Apr 24 – 29
4.81 out of 5 average rating, 27 reviews
Superhost
Tiny home in Big Pine Key
Breezy pines 28 foot 5th wheel trailer .
1 sofa bed
May 9 – 14
4.8 out of 5 average rating, 88 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
2 beds
May 18 – 23
4.89 out of 5 average rating, 144 reviews
Guest favorite
Guest suite in Big Pine Key
Old Island Life
1 queen bed
Apr 27 – May 2
4.87 out of 5 average rating, 471 reviews
Superhost
Cabin in Marathon
New Cabins at Bonefish Bay
3 beds
May 18 – 23
4.9 out of 5 average rating, 21 reviews
Home in Big Pine Key
Nature's Paradise-Ingrd Pool-Great Monthly Rental$
4 beds
May 15 – 22
Apartment in Marathon
Standard 1 Bedroom King Suite with Balcony
2 beds
Apr 18 – 23
4.55 out of 5 average rating, 492 reviews
Boat in Marathon
Paradise awaits on this cozy houseboat!
1 king bed
May 8 – 13
4.77 out of 5 average rating, 162 reviews
Superhost
Home in Big Pine Key
Secluded Waterfront Oasis in the Keys
3 beds
May 15 – 22
New place to stay
Guest favorite
Room in Marathon
Stay with CharlesHosting for 7 years,
Island Yacht Adventures
May 19 – 24
4.99 out of 5 average rating, 397 reviews
Guest favorite
Home in Ramrod Key
Canalfront 3BD/2BA|FLKeys|POOL|DOCK
6 beds
Mar 6 – 11
5.0 out of 5 average rating, 6 reviews
Guest favorite
Guest suite in Marathon
Casa Mariposa: Easy walk to Sombrero Beach
1 king bed
May 3 – 10
4.98 out of 5 average rating, 184 reviews
Cabin in Big Pine Key
2 Bedroom Pink Cabin Half/Duplex # 11
4 beds
Sep 16 – 21
4.81 out of 5 average rating, 48 reviews
Home in Big Pine Key
Oceanfront w boat dock/tiki hut-dogs OK
3 beds
Apr 18 – 23
4.75 out of 5 average rating, 4 reviews
Guest favorite
Home in Marathon
Private waterfront sleeps 8 dock heated pool pets
6 beds
Apr 19 – 26
4.93 out of 5 average rating, 67 reviews