Boat Friendly in Florida

Sailmaker 903 Penhouse Beachfront Condo in Perdido Key
North West FL > Perdido Key
Condo , Bedroom(s): 5 , Sleeps: 10
Everything you need for Family Gatherings
Aug 8 - 15 Open! - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Sirenia Beach House ~ Beach Resort Style Luxury - Waterfront - Dock - Htd Pool - Spa - Backyard Beach - Tiki Hut - Hammock and more!
From $1,799 /Week
Aug Dates Open! - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Sirenia Cove is the perfect vacation home to nature lovers. Located directly on the waterfront, you are perched on a prime location to enjoy everything.
From $1,799 /Week
Aug Dates Open! - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 5 , Sleeps: 12
Picture yourself vacationing in a huge 5 Bedroom luxurious tropical villa, the perfect vacation rental for large groups on beautiful Anna Maria Island.
From $1,999 /Week
Marco Memories
South West FL > Marco Island
House , Bedroom(s): 4 , Sleeps: 10
Waterfront Vacation Home with Southwest Exposure. 4 Bedroom, 4 full bath home with 3500 square feet is perfect for 2 families or one large one. No Red Tide !
From $275 /Night
Key Colony Vacation Rental by Owner from $800 week
Florida Keys > Marathon Area > Key Colony Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Tads Place is a 2 bed 2 bath vacation rental here in Key Colony Beach.
From $800 /Week
Bay Pointe- Florida Keys Monthly Vacation Rental
Florida Keys > Lower Keys Area > Sugarloaf Key
House , Bedroom(s): 3 , Sleeps: 6
Tropical seclusion and privacy at its very best. This rental is a monthly vacation rental only!
From $4,600 /Month
Breeze Swept - Florida Keys Monthly Rental By Owner - Pet Friendly
Florida Keys > Lower Keys Area > Big Pine Key
House , Bedroom(s): 3 , Sleeps: 6
Magnificent open water views in this beautiful 3 Bedroom, 2 bath home on Big Pine Key! This rental is a monthly rental only!
From $6,200 /Month
Summerland Nest
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 7 , Sleeps: 14
Luxurious 7 bedroom 4 bathroom home on the open water. Deep water dockage and private pool
From $540 /Night
Island Chalet - Little Torch Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3 , Sleeps: 6
Located on Little Torch Key with awesome boat access to Big Pine channel! This rental is a monthly rental only.
From $3,900 /Month
Tropical Paradise - Cudjoe Key Rental
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 2 , Sleeps: 6
House, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 8)
From $400 /Night
Blue Palms Retreat Vacation Rental
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 9
3 bed/2 bath Ocean Front Home with Heated Pool
From $457 /Night
Conch House Oceanfront Home With Amazing Panoramic Views
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 4 , Sleeps: 7
4 Bedroom 4 Bath Oceanfront Home Dock your boat
From $3,800 /Week
Marco Island on the Water Newly renovated 3 bedroom 2 bath with beautiful waterviews
South West FL > Marco Island
House , Bedroom(s): 3 , Sleeps: 8
Beautiful Marco Island Boat Friendly Vacation Rental with Dock, pool and beautiful water views.
From $200 /Night
Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Ground level living, 3 bedrooms, 2 baths, sleeps 8. Private Home with Waterfront Dock, Pool, Hot Tub, Wifi
From $290 /Night
Buccaneer Boathouse - Florida Keys Monthly Rental
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 2 , Sleeps: 4
Pack your floral shirts, swimming gear and sandals and come on down to Little Torch Key in the beautiful Florida Keys! Monthly rental.
From $3,400 /Month
South Point Shores - Florida Keys Monthly Rental with Dock
Florida Keys > Lower Keys Area > Sugarloaf Key
House , Bedroom(s): 3 , Sleeps: 6
This bright, very spacious and inviting, nicely-maintained Sugarloaf Key home is located just 20 minutes north of Key West!This rental is a monthly rental only!
From $5,300 /Month
Egret's Landing - Affordable Cudjoe Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
Just off Cudjoe Bay, you're only a short distance from fabulous Looe Key, one of the best diving and snorkeling sites in the Lower Florida Keys! Monthly rental
From $3,700 /Month
St. Croix - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 2 , Sleeps: 4
This Ramrod Key rental is a great spot for your next Florida Keys vacation!This vacation rental is a monthly rental and must be rented for 28 days or greater.
From $2,900 /Month
Sea Life Happy - Heated Pool Spa Dock Waterfront Steps to Beaches - Pine Ave
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Minimum stay: 7-nights Sleeps: 8 maximum Bedrooms: 4 Bathrooms: 3 Private Home Waterfront Dock Hot Tub Wifi Internet No Pets
From $2,475 /Week
Mermaid's Rest- Cudjoe Key Monthly Rental
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
Cudjoe Key Pet Friendly - Boat Friendly monthly vacation rental in the Gorgeous Florida Keys
From $4,000 /Month
New Build-4 bd3 bath-Private pool & dock-Paradise Found!
OFFER
New Build-4 bd3 bath-Private pool & dock-Paradise Found!
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 10
4 Bds/3 baths/Heated Pool/Dock/Canal Way/Sombrero Beach
From $457 /Night

OFFER Paradise Found!

Special offer period: May 30, 2020 - Aug 31, 2020

Breezy Palms - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3
Enjoy all the best the Keys have to offer at this super special Little Torch vacation rental home. This home is a monthly rental only!
From $4,800 /Month
Coral House - Florida Keys Monthly Rental with Pool and Dock
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 3 , Sleeps: 6
NEW swimming pool!This rental is a monthly rental only and must be rented for 28 days or greater.
From $4,600 /Month
Dock your boat - Spectacular views
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 2 , Sleeps: 6
Rudder's Retreat is a delightful 2 bedroom 1 bath home on open water
From $2,800 /Week