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Search results; Over 1,000 places

Home in Marathon
Private Paradise*Movie Theater*Spa*RV/Boat Parking
4 beds
Apr 21 – 26
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
Apartment in Marathon
Standard 1 Bedroom King Suite with Balcony
2 beds
Apr 18 – 23
4.55 out of 5 average rating, 492 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
Boat in Marathon
Paradise awaits on this cozy houseboat!
1 king bed
May 8 – 13
4.77 out of 5 average rating, 162 reviews
Guest favorite
Tiny home in Key Largo
Oceanfront Lookout Point w/two Kayaks & Deck
On Jet Ski BeachKayak, Boat slip,
Aug 2 – 7
4.98 out of 5 average rating, 62 reviews
Guest favorite
Tiny home in Key Largo
Oasis2 in Key Largo With a million dollar view
On Jet Ski BeachKayak, Ocean views,
Aug 14 – 19
4.97 out of 5 average rating, 63 reviews
Guest favorite
Houseboat in Islamorada
Aqua Lodge Houseboat 2bd/1Bth!
2 beds
May 16 – 21
4.94 out of 5 average rating, 16 reviews
Superhost
Houseboat in Key West
The Crystalmarine Suite – Rustic Luxury on the Sea
1 bed
May 26 – 31
4.92 out of 5 average rating, 39 reviews
Guest favorite
Condo in Duck Key
Oceanfront and Sunrise Views!
On Cocoa Plum BeachSea views,
Jun 4 – 11
5.0 out of 5 average rating, 12 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
Home in Key Colony Beach
ABeachBungalow-60’dock w/ access to pool and beach
3 beds
Apr 20 – 27
5.0 out of 5 average rating, 96 reviews
Superhost
Boat in Key West
Tiki Suites ~ The Grand Tiki
WaterfrontOcean views,
Jun 1 – 6
4.91 out of 5 average rating, 275 reviews
Guest favorite
Home in Key Largo
Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
3 beds
Apr 26 – May 2
4.93 out of 5 average rating, 15 reviews
Guest favorite
Home in Key Colony Beach
Captain’s Quarters Ahoy Mateys! Florida, Keys
On Cocoa Plum BeachBoat slip, Bay views,
Jun 16 – 23
4.98 out of 5 average rating, 48 reviews
Guest favorite
Home in Key Largo
The Paradise 2
On Jet Ski BeachOcean views,
Jun 29 – Jul 4
5.0 out of 5 average rating, 47 reviews
Guest favorite
Home in Duck Key
Private Pool Tropical Oasis - Centrally Located
5 beds
May 9 – 14
5.0 out of 5 average rating, 30 reviews
Superhost
Home in Upper Sugarloaf Key
Bungalows at Sugarloaf Beach - The Lighthouse
1 sofa bed
May 19 – 24
4.87 out of 5 average rating, 45 reviews