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Boat Friendly in Florida

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Historic Gem in the heart of Jupiter Florida
From $3,100 /Month
House
Southeast FL > Jupiter
Piece of Paradise - Oceanfront Vacation Rental - Boat Friendly!
From $500 /Night
Villa
Florida Keys
Oceanfront Corner, North Hutchinson Island
From $3,900 /Month
Condo
East Central FL > Hutchinson Island
Beachfront -Direct ocean view - Apollo 306
From $225 /Night
Condo
South West FL > Marco Island
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
From $447 /Night
House
Anna Maria Island > Anna Maria
Beachfront condo on Siesta Key
From $1,195 /Week
Condo
South West FL > Siesta Key
Edge of Paradise at Margaritaville - 5 Night Min - monthly's wanted
From $170 /Night
Condo
South West FL > Anna Maria Island
4BR-Updated Town home- 360 tour- WALK to PoolLazy River FREE WIFI ~~Near Disney
From $89 /Night
Townhouse
Central FL, Orlando Area, Disney > Davenport
*Luxury Executive Villa ~ Sunset Lakes ~ Just 5 Minutes From Disney's Animal Kingdom*
From $261 /Night
Villa
Central FL, Orlando Area, Disney > Kissimmee
Absolute Anna Maria
From $131 /Night
Condo
South West FL > Anna Maria Island
Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt
From $112 /Night
House
South West FL > Port Charlotte
AMI Waterfront Bradenton Beach Condo w Pool!
From $890 /Week
Condo
Anna Maria Island > Bradenton Beach
Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
From $386 /Night
House
Anna Maria Island > Anna Maria
Two Minute Walk to Lazy River! • Free Pool Heat • ChampionsGate • Golf
From $300 /Night
House
Central FL, Orlando Area, Disney > Davenport
Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!
From $486 /Night
House
Islamorada Area > Islamorada
Luxury and Location! Fully Equipped. 2-Minute Stroll to Gulf Beach.
From $365 /Night
Townhouse
Anna Maria Island > Bradenton Beach
Cozy Cabana West
From $170 /Night
Villa
Anna Maria Island > Holmes Beach
❤️ Upscale Comfort with Private Pool & Hot Tub ❤️
From $350 /Night
House
Central FL, Orlando Area, Disney > Kissimmee
Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
From $1,799 /Week
House
Anna Maria Island > Anna Maria
Oct 3 - Oct 10 Deal! - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
From $233 /Night
House
Anna Maria Island > Anna Maria
Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
From $1,999 /Week
House
Anna Maria Island > Anna Maria
LAST MINUTE DISCOUNTED RATES AT BLUE TURTLE COTTAGE FOR AVAILABLE DATES IN AUGUST!!
From $256 /Night
House
Anna Maria Island > Holmes Beach
Edge of Paradise at Margaritaville - 5 Night Min - monthly's wanted
Edge of Paradise at Margaritaville - 5 Night Min - monthly's wanted
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 8
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville
ID#: 2015
From $170 /Night

5 Reviews
Historic Gem in the heart of Jupiter Florida
Historic Gem in the heart of Jupiter Florida
Southeast FL > Jupiter
House , Bedroom(s): 2 , Sleeps: 6
True & timeless peace filled oasis, steeped with history in it's homeyness. Steps from the action of a vibrant town, glorious beaches, golf, boating & parks.
ID#: 2095
From $3,100 /Month

0 Reviews
Key Colony Vacation Rental by Owner from $800 week
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.
ID#: 1019
From $800 /Week

0 Reviews
Boaters Delight Canal Front Home - with Private Dock - Pool and Spa
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!!
ID#: 1145
From $160 /Night

7 Reviews
Tropical Paradise - Cudjoe Key Rental
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)
ID#: 1475
From $400 /Night

10 Reviews
Coral House - Florida Keys Monthly Rental with Pool and Dock
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.
ID#: 1518
From $4,600 /Month

0 Reviews
Hawkins Heaven - Florida Keys Waterfront Monthly Rental with Dock
Hawkins Heaven - Florida Keys Waterfront Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 2 , Sleeps: 4
Come stay at this heavenly oasis!This rental is a monthly rental only
ID#: 1522
From $3,900 /Month

0 Reviews
Island Chalet - Little Torch Key Monthly Rental with Dock
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.
ID#: 1523
From $3,900 /Month

0 Reviews
Blue Palms Retreat Vacation Rental
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
ID#: 1474
From $457 /Night

10 Reviews
Summerland Beach-Boat Lift 120' of seawall for your large or small boat
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
ID#: 1472
From $13,000 /Month

12 Reviews
5 Pirates Hideaway Canal Front Home wPrivate Pool and Seawall for your boat
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)
ID#: 1988
From $200 /Night

0 Reviews
Margarita Villa - Little Torch Key Monthly Rental with Dock
Margarita Villa - Little Torch Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
Villa , Bedroom(s): 3 , Sleeps: 6
Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!
ID#: 1524
From $4,500 /Month

0 Reviews
Buccaneer Boathouse - Florida Keys Monthly Rental
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.
ID#: 1517
From $3,400 /Month

0 Reviews
St. Croix - Florida Keys Monthly Vacation Rental with Dock
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.
ID#: 1530
From $2,900 /Month

0 Reviews
Breeze Swept - Florida Keys Monthly Rental By Owner - Pet Friendly
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!
ID#: 1515
From $6,200 /Month

0 Reviews
Another Day In Paradise - Florida Keys Boaters Monthly Rental
Another Day In Paradise - Florida Keys Boaters Monthly Rental
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 3 , Sleeps: 8
It’s more than just another Day in Paradise, it’s an incredibly wonderful and memorable vacation stay in the fabulous Florida Keys! Monthly rental only!
ID#: 1511
From $7,500 /Month

0 Reviews
Family Retreat Florida Keys - Perfect for Large Groups - Private Beach and Pool!
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)
ID#: 1470
From $691 /Night

10 Reviews
Bay Pointe- Florida Keys Monthly Vacation Rental
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!
ID#: 1512
From $4,600 /Month

0 Reviews
Bernie's Bungalow- Florida Keys Waterfront Monthly Rental
Bernie's Bungalow- Florida Keys Waterfront Monthly Rental
Florida Keys > Lower Keys Area > Big Pine Key
House , Bedroom(s): 2 , Sleeps: 4
Come stay at this charming tropical style bungalow. This rental is a monthly rental only! Snowbirds Welcome!
ID#: 1514
From $3,400 /Month

0 Reviews
Gulf View End Unit Only 60 Steps to Beach - Pet Friendly - Lots of Extras!
Gulf View End Unit Only 60 Steps to Beach - Pet Friendly - Lots of Extras!
North West FL > Cape San Blas
Condo , Bedroom(s): 2 , Sleeps: 6
Water's Edge Barrier Dunes 177 is a fabulous gulf view town home only 60 steps to the beautiful white sand beaches of Cape San Blas.
ID#: 736
From $150 /Night

12 Reviews
Egret's Landing - Affordable Cudjoe Key Monthly Rental with Dock
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
ID#: 1519
From $3,700 /Month

0 Reviews
Palm Villa- Little Torch Key Monthly Vacation Rental with Dock
Palm Villa- Little Torch Key Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
Villa , Bedroom(s): 3 , Sleeps: 6
This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything! This rental is a monthly rental.
ID#: 1527
From $6,100 /Month

0 Reviews
Breezy Palms - Florida Keys Monthly Vacation Rental with Dock
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!
ID#: 1516
From $4,800 /Month

0 Reviews
Gulf Side End Unit On Lake - Pet Friendly - PoolsTennis - Beach Chairs & Lots of Extra's
Gulf Side End Unit On Lake - Pet Friendly - PoolsTennis - Beach Chairs & Lots of Extra's
North West FL > Cape San Blas
Condo , Bedroom(s): 2 , Sleeps: 6
Cape Escape II - Barrier Dunes 91 - 2BR/2.5BA Gulf and Lakeside – PET FRIENDLY - Located on aLake and only 200 Steps to the Beach! Lots of Extras!
ID#: 114
From $125 /Night

0 Reviews
RUM COVE on Anna Maria Island
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.
ID#: 660
From $800 /Night

25 Reviews
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