Vacation Rentals

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
From $170 /Night
AMI Waterfront Bradenton Beach Condo w Pool!
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Watch sunrise over the bay and walk across the street to enjoy the beach. Restaurants, bars and shopping all within walking distance!
From $890 /Week
Luxury and Location! Fully Equipped.  2-Minute Stroll to Gulf Beach.
OFFER
Luxury and Location! Fully Equipped. 2-Minute Stroll to Gulf Beach.
South West FL > Anna Maria Island > Bradenton Beach
Townhouse , Bedroom(s): 4 , Sleeps: 10
4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10! SUPER CLEAN!, STEPS TO BEACH, WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS!
From $365 /Night

OFFER Last Minute Weekly Offer - $2,100/Week from September 22, 2020 to October 31, 2020 - plus $375 Cleaning Fee, and $297 State/County Taxes (12%)

Special offer period: Sep 22, 2020 - Oct 31, 2020

Spectacular Location Desirable North End wHeated Pool!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Moon Shadow South's location can't be beat with peeks of Passage Key in Tampa Bay.
From $243 /Night
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 4
LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS
From $171 /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
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
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.
From $150 /Night
❤️ Enjoy Relaxing with Peaceful Lake Views ❤️
OFFER
❤️ Enjoy Relaxing with Peaceful Lake Views ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 3 , Sleeps: 8
3 Bedroom, 3 Bathroom home loaded with amenities, peaceful lake view, restaurants within walking distance and easy access to all theme parks..
From $185 /Night

OFFER Summer & Fall Rates Reduced Weekly Rates now Just $1000 + tax

Special offer period: Aug 1, 2020 - Nov 18, 2020

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!
From $3,400 /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
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
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
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)
From $200 /Night
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
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.
From $6,100 /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
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
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!
From $4,500 /Month
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
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!
From $7,500 /Month
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
From $3,900 /Month
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
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
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