Boat vacation rentals in Monroe County
Find and book unique boat accommodations on Airbnb
Top-rated boat accommodations in Monroe County
Guests agree: these boat accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Monroe County boat rentals
Family-friendly boat accommodations
Boat in Tavernier
4.65 out of 5 average rating, 20 reviewsAqua Lodge Houseboat "Starfish"
Dec. 10 – 17
Boat in Key West
4.88 out of 5 average rating, 16 reviewsAirbnb Exclusive Offer! 51' Catamaran Yacht
Jun. 17 – 24
Room in Marathon
4.99 out of 5 average rating, 400 reviewsIsland Yacht Adventures
Aug. 14 – 21
Place to stay in Key Largo
4.94 out of 5 average rating, 53 reviewsLuxury Yacht Charter. Lets go cruising!
Aug. 5 – 12
Boat in Key West
4.8 out of 5 average rating, 114 reviewsLast Minute Discount! 48' Yacht & Beautiful Resort
Oct. 6 – 13
Boat in Key West
4.63 out of 5 average rating, 94 reviewsLuxury 40 ft yacht in paradise awaits you!
Mar. 23 – 30
Boat in Key West
4.57 out of 5 average rating, 49 reviewsGonagain! Experience living on the water!
Jul. 15 – 22
Boat in Key West
4.5 out of 5 average rating, 28 reviewsAmazing 33ft sailboat. Sail, stay and play.
Oct. 20 – 27
Boat in St Key West
5.0 out of 5 average rating, 12 reviewsToday Is The O'Day!
Dec. 23 – 30
Boat in Key Largo
4.4 out of 5 average rating, 109 reviewsNICE BOAT IN THE FL KEYS
Feb. 18 – 25
Boat in Stock Island
4.36 out of 5 average rating, 11 reviewsKey West Classic Yacht Charter
Sep. 26 – Oct. 3
Boat in Key West
4.38 out of 5 average rating, 106 reviewsY Knot Charters - a superb charter
May 25 – Jun. 1
Boat in Key West
New place to stayKey West Cozy Private Boat
Jun. 5 – 12
Boat in Tavernier
4.78 out of 5 average rating, 41 reviews57ft DeFever in Islamorada Marina
Aug. 22 – 29
Boat in Miami
Luxury Living on the Water
Mar. 29 – Apr. 5
Boat in Miami
Miami Yacht Stay Versace Style
Feb. 26 – Mar. 5
Room in Stock Island
New place to stayLuxury Catamaran in Key West
Jan. 18 – 25
Boat in Key West
4.79 out of 5 average rating, 24 reviewsBeautiful 45ft sailboat. 1 mile from Duval St.
Jul. 1 – 8
Boat in Key West
5.0 out of 5 average rating, 6 reviewsThe SeaRay Experience
Nov. 3 – 10
Boat in Stock Island
4.55 out of 5 average rating, 11 reviewsLuxury 62' Yacht! In a Beautiful Resort
Dec. 6 – 13
Boat in Key West
New place to stayCozy Boat Monte Carlo Experience
Nov. 17 – 24
Destinations to explore
- Boat rentals United States
- Boat rentals Florida
- Houseboat rentals Florida
- Rentals with a home theater Monroe County
- Smoking-friendly rentals Monroe County
- Rentals with a sauna Monroe County
- Rentals with beach access Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with breakfast Monroe County
- Rentals with lake access Monroe County
- Serviced apartment rentals Monroe County
- Private suite rentals Monroe County
- Beachfront rentals Monroe County
- Family-friendly rentals Monroe County
- Wheelchair accessible rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with a fireplace Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with pools Monroe County
- Rentals with an EV charger Monroe County
- Rentals with a washer and dryer Monroe County
- Tiny house rentals Monroe County
- RV rentals Monroe County
- Apartment rentals Monroe County
- Loft rentals Monroe County
- Campsite rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with a patio Monroe County
- Rentals with a hot tub Monroe County
- Kid-friendly rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Villa rentals Monroe County
- House rentals Monroe County
- Pet-friendly rentals Monroe County
- Townhouse rentals Monroe County
- Monthly Rentals Monroe County
- Farmstay rentals Monroe County
- Bed and breakfasts Monroe County
- Rentals with outdoor seating Monroe County
- Hotel rentals Monroe County
- Rentals with a firepit Monroe County
- Rentals with a kayak Monroe County
- Houseboat rentals Monroe County
- Condo rentals Monroe County
- Cottage rentals Monroe County
- Guesthouse rentals Monroe County
- Luxury rentals Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom