Vacation Rentals

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
Gorgeous AMI Villa with private pool & just steps to the beach!
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 3 , Sleeps: 6
Welcome to AMI Villa! When you come to Anna Maria Island, make this charming Mediterranean 3 bed & 3 bath villa with a private pool your home away from home!
From $300 /Night
Oceanside Luxury Home in St. Augustine - Butler Beach House
OFFER
Oceanside Luxury Home in St. Augustine - Butler Beach House
Northeast FL > Saint Augustine Beach
House , Bedroom(s): 3 , Sleeps: 8
Butler Beach House is an oceanside luxury weekly vacation rental home in the highly desirable quiet residential area of Butler Beach in St. Augustine.
From $375 /Night

OFFER *End of Summer Last Minute Deal* August 7 through September 4 $2500 per week (+tax) no cleaning fee *15% off stays 2 weeks or longer inquire about rates for monthly+ stays

Special offer period: Aug 7, 2021 - Sep 11, 2021

The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Newer 3 story Home and beautifully decorated. Elevator to access all floors. Garage parking, private fenced yard, heated pool, beach gear, 6 Bikes, Ocean views.
From $350 /Night
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
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
TurtleHouse 100 % wheelchair accessible !
South West FL > Cape Coral
House , Bedroom(s): 3 , Sleeps: 6
185 sqm holiday home with pool in a sunny south-west direction. The villa can accommodate up to 6 people. 100 % wheelchair accessible !!!
From $167 /Night
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
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
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
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
Beautiful Park Shore Beach on the Gulf of Mexico
South West FL > Naples
Condo , Bedroom(s): 3 , Sleeps: 8
3 Bedroom Vacation Condo Rental in Naples - 3 MONTH MINIMUM STAYS
From $6,000 /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
Direct Oceanfront - Pools, Beach, Private, Clean, Safe
OFFER
Direct Oceanfront - Pools, Beach, Private, Clean, Safe
East Central FL > Daytona Beach Shores
Condo , Bedroom(s): 3 , Sleeps: 8
Family Friendly & Loaded With Amenities - Daytona Beach Shores
From $275 /Night

OFFER Late Summer Discounts Available

Special offer period: Aug 14, 2021 - Sep 18, 2021

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
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
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 $- /
GORGEOUS 8TH FL. RESORT CONDO MONTHLY STAYS - GULF OF MEXICO VIEWS IN MOST ROOMS
South West FL > Naples
Condo , Bedroom(s): 3 , Sleeps: 6
Monthly Vacation Rental in Naples available for rent for seasonal visitors or longer term stays.
From $6,000 /Month
New Luxury Custom Built Home on North End - Steps to Beach - Heated Pool - Outdoor Kitchen
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Luxury Custom Home on Desirable North End of Anna Maria Island w/Outdoor Kitchen and Heated Pool!! North End Escape is a 2,300 sq. ft.
From $520 /Night
July 31-AUGUST 7 AVAILABLE - BOOK YOUR ANNA MARIA ISLAND SUMMER VACATION NOW!
OFFER
July 31-AUGUST 7 AVAILABLE - BOOK YOUR ANNA MARIA ISLAND SUMMER VACATION NOW!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Blue Turtle Cottage Anna Maria Island has a sparkling private pool in a tropical backyard and is just steps (Less than 100!) to the white sand beach!
From $315 /Night
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 $336 /Night
Sunset Paradise
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 3 , Sleeps: 8
Billion dollar view, 3 bed 3 bath and deep water dock
From $364 /Night
Villas A5 - Beachfront 3 BR 2 BA with Private Balcony
Central West FL > Clearwater Beach
Condo , Bedroom(s): 3 , Sleeps: 6
A beautiful 3BR 2BA corner unit with views of Clearwater Beach and the Gulf of Mexico from the front of the unit, and the Villas pool from the back of the unit.
From $2,200 /Week