Vacation Rentals

Beachfront condo on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Updated beachfront condo directly on the sands of Turtle beach
From $1,195 /Week
Luxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 3 , Sleeps: 6
Newly renovated and remodeled, private sandy beach, waterfront location, tiki, hammocks and tons of sports gear for guests? High End and Pristine Beach House
From $557 /Night
Dock space & pool, beautiful sunsets & park like setting, Center of Islamorada!
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 3 , Sleeps: 6
Bay front with dock and peninsula for great sunsets. Pool with outside bathrooms
Villa Sanibel Shell in Cape Coral
South West FL > Cape Coral
Villa , Bedroom(s): 4 , Sleeps: 8
Luxury new building from 2015, 4 bedrooms, 4 bathrooms, golf access, boat dock, pool, spa, summer kitchen, billiard table
From $253 /Night
Dock,waterfront,pool,sunsets,Center of Islamorada. Best fishing around
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 4 , Sleeps: 8
Right in the center of town for all your shopping and restaurant needs!
Waterfront Key Largo 5 bedroom 6 bath house CASA BAHIAMAR
Florida Keys > Key Largo Area > Anglers Park
House , Bedroom(s): 5 , Sleeps: 10
5 bedroom 6 full baths , this luxury house has 4 ample master suites with on suite baths and spacious closets. large roof deck has fantastic sunset views.
From $540 /Night
Sunkissed - Florida Keys Monthly Rental
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 2 , Sleeps: 4
Sun Kissed you will be during your stay at this wonderful home on Ramrod Key! Monthly rental only!
From $3,300 /Month
5 O'Clock Somewhere - Florida Keys Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 2 , Sleeps: 4
It's always 5 O'Clock here at this wonderful Florida Keys vacation spot! This rental is a monthly rental only!
From $3,300 /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 $4,300 /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 $3,300 /Month
Salty Retreat- Florida Keys Monthly Vacation Rental with Tiki Hut, Pool and Dock
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 3 , Sleeps: 8
Come live the Salt Life at Salty Retreat! Stay at this luxury pool home on Summerland Key with tiki hut and dock This rental is a monthly rental.
From $9,700 /Month
Pelican Perch
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 $4,800 /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 $5,800 /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
Villa Edgewater
South West FL > Cape Coral
Villa , Bedroom(s): 4 , Sleeps: 8
Villa Edgewater is situated int he popular south west of Cape Coral in a very quiet neighborhood, not far from the Spreader Canal.
From $333 /Night
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 $2,800 /Month
Villa Laguna
South West FL > Cape Coral
Villa , Bedroom(s): 3 , Sleeps: 6
This awesome property is right at the Riverfront!
From $298 /Night
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 $5,900 /Month
Palm Harbor - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
Palm Harbor located at mile marker 23 in Cudjoe Gardens is the perfect spot to unwind and relax in the Florida Keys sunshine!This rental is a monthly rental.
From $4,500 /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 $4,900 /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 $4,200 /Month
Aloe House - Affordable Cudjoe Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
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 $5,000 /Month
Barbados Landing- Florida Keys Waterfront Monthly Rental
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 2 , Sleeps: 4
Come stay at this charming tropical style House. This rental is a monthly rental only! Snowbirds Welcome!
From $3,400 /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 $4,100 /Month
7 Seas
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3 , Sleeps: 6
3 bedroom 3 bathroom beautiful canal lot
From $200 /Night