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Search resultsOver 1,000 places

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Includes all fees, before taxes
Boat in Marathon
Paradise awaits on this cozy houseboat!
1 king bed
Jun 25 – 30
$155 per night, originally $241
Superhost
Apartment in Marathon
Knight's Key Suites Deluxe Double w/Kitchen
2 double beds
Jun 6 – 11
$165 per night, originally $203
Superhost
Home in Marathon
Million Dollar View
5 beds
Aug 26 – Sep 2
$585 per night
Apartment in Marathon
Standard King One Bedroom Suite
2 beds
Jun 4 – 9
$162 per night
Houseboat in Marathon
Houseboat Getaway In Marathon
4 beds
Jun 4 – 9
$212 per night
Apartment in Marathon
Knight's Key Suites Deluxe King w/Kitchen
1 king bed
Jun 20 – 25
$157 per night, originally $175
Superhost
Boat in Key West
Unique Couples Retreat at Private Yacht Club
9 min drive
Jun 10 – 15
$168 per night
Treehouse in Big Pine Key
Treehouse Private Village
54 min drive
Jun 15 – 20
$300 per night
Camper/RV in Big Pine Key
Beautiful private camper situated amongst nature
45 min drive
Jun 19 – 24
$125 per night
Superhost
Condo in Marathon
Top-floor, waterfront 1BR with canal views & pool
2 beds
Jun 2 – 9
$151 per night
Condo in Marathon
Blue Dream, NEW 1B/2B Pool
3 beds
Jun 2 – 9
$119 per night, originally $149
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
2 beds
Jun 3 – 9
$269 per night
Home in Key West
Sunset Harmony Key West
19 min drive
Jun 29 – Jul 4
$312 per night
Houseboat in Key West
Key West Houseboat Paradise
7 min drive
Jul 1 – 6
$257 per night, originally $319
Condo in Stock Island
Grand Marina Suite- Stock Island Yacht Club
8 min drive
Jun 10 – 15
$449 per night, originally $526
Home in Key West
Casa Tranquility- Waterfront, King Suite & Hot Tub
6 min drive
Jun 4 – 9
$331 per night, originally $369
Home in Marathon
Gorgeous Ocean View Home!
6 beds
Aug 21 – 27
$500 per night
Superhost
Boutique hotel in Marathon
Wreckers House King Room - Adults Only
1 bed
Jun 2 – 7
$334 per night
Superhost