Boat Friendly in Florida

Edge of Paradise at Margaritaville - 5 Night Min
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 8
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals
From $170 /Night
Boaters Delight Canal Front Home - with Private Dock - Pool and Spa
South West FL > Bradenton
House , Bedroom(s): 3 , Sleeps: 6
Great Canal Front Views, Huge Screened in Pool and Spa, Private Boat Dock and Only 3 miles to Anna Maria Island Beaches!!
From $160 /Night
Penthouse Condo in One Particular Harbour Near Anna Maria Island  Marina Access
OFFER
Penthouse Condo in One Particular Harbour Near Anna Maria Island Marina Access
South West FL > Bradenton
Condo , Bedroom(s): 2 , Sleeps: 5
2 BR / 2 BA Penthouse Sleeps 5 - 1.6 Miles from Anna Maria Island Beaches
From $150 /Night
Family Retreat Florida Keys - Perfect for Large Groups - Private Beach and Pool!
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 6 , Sleeps: 14
House, 6 Bedrooms + Sunroom, 4 Baths, (Sleeps 12-16)
From $691 /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
5 Pirates Hideaway Canal Front Home wPrivate Pool and Seawall for your boat
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3 , Sleeps: 8
House 3 Bed/3 bath (Sleeps 6 adults) This is a 28 day minimum rental
From $200 /Night
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
Summerland Beach-Boat Lift 120' of seawall for your large or small boat
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 4 , Sleeps: 8
4 Bedroom, 4 1/2 Bath Pool Home With Boatlift and 120' of Seawall for Large or Small Boats
From $13,000 /Month
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
RUM COVE on Anna Maria Island
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 5 , Sleeps: 14
5 King Bedrooms plus 2 dens and ample outdoor space for all 14 guests allowed. One house from Pine Avenue and one block from the beach.
From $800 /Night
EMAIL WITHIN FOR ALL INQUIRES DIRECT OCEANFRONT JEWEL,Heated Salt  Pool,70Ft Doc
OFFER
EMAIL WITHIN FOR ALL INQUIRES DIRECT OCEANFRONT JEWEL,Heated Salt Pool,70Ft Doc
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 4 , Sleeps: 12
House, 4 Bedrooms, 3 Baths, (Sleeps 2-12), Heated salt water pool. 70+ ft deep water dock, Screened in upper porch, lower outside bar with tv and bbq.
From $400 /Night
Keys Livin' Large
OFFER
Keys Livin' Large
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 5 , Sleeps: 12
5 Bedroom 4 Bath With Pool/ And Tiki Bar/TV, and Kayaks on Gulfside
From $585 /Night
Keys Living
OFFER
Keys Living
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 8
3 BR 2BA With Private Pool, Tiki Bar w/screened in porch/TV, 2 Kayaks/ Oceanside
From $200 /Night
Keys Dreaming
OFFER
Keys Dreaming
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 10
Spectacular 4BR/3BA home on canal near Sombrero Beach, fishing, and shopping
Beautiful Bayfront Home -Min. 4 Night Rental- Minutes to St. George Island
North West FL > Eastpoint
House , Bedroom(s): 3 , Sleeps: 6
Gorgeous Sunsets of the Apalachicola Bay. Only minutes from the white sandy beaches of St. George Island, Fl. Wheelchair accessible.
From $200 /Night
AMI - Amazing Sunrise View with Semi Private Pool (Nightly Rental & Pet friendly)
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Award-Winning Beach-to-Bay resort on majestic ANNA MARIA ISLAND, FLORIDA,
From $295 /Night
4BR2BA, Pool with Spa, Tiki, Quick Atlantic access!
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 10
Escape to the Florida Keys ~ Gorgeous 4BR/2BA Home on a canal with private pool, hot tub & tiki! Kayak and Paddleboard included!
From $229 /Night
The Laughing Pelican - Monthly Stays - Anna Maria Island From $3500mth
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 2 , Sleeps: 4
Quiet old-Florida style residence on canal in beautiful Holmes Beach on Anna Maria Island is now welcoming vacationers.
From $3,500 /Month
SUN & FUN-TROPICAL POOL HOME
Florida Keys > Marathon Area > Key Colony Beach
House , Bedroom(s): 3 , Sleeps: 8
Key Colony Beach Pool Home - Small Dog Friendly!
From $2,600 /Week
Monaco- Beach house on the Canal with Dock - Monthly Stays
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 7
Monaco is a renovated and designer-decorated three-bedroom vacation home in the luxurious Key Royale neighborhood of Holmes Beach.
From $260 /Night
Couples and Family Friendly. Some pet friendly units are available too.
South West FL > Siesta Key
Condo , Bedroom(s): 1 , Sleeps: 4
siesta key condo rental
From $199 /Night
One of a kind cozy cottage with panoramic views of Tampa Bay
OFFER
One of a kind cozy cottage with panoramic views of Tampa Bay
Central West FL > Safety Harbor
House , Bedroom(s): 1 , Sleeps: 2
n/a
From $1,295 /Week
Exquisite Penthouse w Yacht Club & Beach Access
South West FL > Naples
Condo , Bedroom(s): 3 , Sleeps: 6
Bike, Boat, Swim, and relax within this luxurious, gated community. Totally renovated in 2020 and freshly furnished, you will enjoy a clean and safe lifestyle.
From $139 /Night

OFFER Discounted rates

Special offer period: Apr 30, 2021 - Sep 30, 2021

Amazing Marathon Property! Turtle Cove - Pool and Hot Tub, Quick Atlantic Access!
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 3 , Sleeps: 8
Escape to the Keys ~ Located in Marathon, waterfront, pool & hot tub, single family home. 3 bed / 2 bath, dockage with quick ocean access.
From $236 /Night
Unit #155 – 391 5th Street
Florida Keys > Marathon Area
House , Bedroom(s): 2 , Sleeps: 6
This home is located in Key Colony Beach! Here you and the family can bike around the island or walk to dinner or happy hour!