Vacation Rentals

SeaDuction - 400 Steps to Beach!
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bed, 2 Bath Condo on Holmes Beach - 400 steps to the beach Professional pictures coming end of July
From $1,275 /Week
Dock space,beautiful sunsets & park like setting with pool,Center of Islamorada!
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 2 , Sleeps: 6
Sunsets and 190’ of docking on this 3 acre property with pool. Bay front is 330’
AMI Waterfront Beach Condo w Pool!
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Watch sunrise over the bay, walk across the street to enjoy the beach. Restaurants & shopping all within walking distance! - Anna Maria Island Vacation Rentals
From $1,250 /Week
Enjoy Stunning Sunsets at this Luxurious Gulf Front Condo on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Min - 2 Week Rentals - Crystal Sands Siesta Key Unit 502 - Song of the Sea, where Luxury meets Paradise
From $229 /Night
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
Bayberry Cottage South - Pool
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 2 , Sleeps: 6
Walk to the beach or laze by the backyard pool! Or jump on the free island trolley and see the sights.
From $300 /Night
Bayberry Cottage North - Pool
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 2 , Sleeps: 6
2 bedrooms, 1.5 baths, private pool, walk to the beach!
From $300 /Night
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
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
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
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
Peach on Beach TOP FLOOR direct Gulf, weekly, owner, CLEAN
Central West FL > Indian Shores
Condo , Bedroom(s): 2 , Sleeps: 6
PEACH on BEACH & Direct Gulf/TOP FLOOR, private balcony, Sunsets Included, 2BR/2BA, updated unit, 10'ceilings, weekly, WIFI, garage, Owner 727-595-5727 REVIEWS
From $900 /Week
Cozy Cabana West - Anna Maria Island Vacation Rentals
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 2 , Sleeps: 6
2Bed/2Bath, Private Heated Pool!
From $170 /Night
The Anna Maria Island Beach View 208
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 4
FAMILY/CHILD FRIENDLY CONDOMINIUM!!!
From $131 /Night
North End Beach House near Bean Point Beach!!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 2 , Sleeps: 4
Located on the desirable North end of Anna Maria Island just steps away from the famous Bean Point Beach, Rod N Reel Pier and Bayfront Park!
From $349 /Night
The Beach Sands
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 5
The Beach Sands condo is completely surrounded by water - the Gulf of Mexico, the Intra-Coastal Waterway,Tampa Bay and Sarasota Bay
From $175 /Night
FALL SPECIAL STAY 14 Nights PAY for 12 Nights
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 4
Located in the sought after complex of Playa Encantada; Shell Game is a tropical beach front community on the white sandy beaches of Anna Maria Island!
From $176 /Night
The Anna Maria Island Beach Sands 201
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
From $177 /Night
Awesome beachfront condo!
East Central FL > Cocoa Beach
Condo , Bedroom(s): 2 , Sleeps: 7
Condo, 2 Bedrooms + Convertible bed(s), 2.5 Baths, (Sleeps 7 comfortably)
Sea Mar Condo - Marco Island 19th floor Penthouse Condo
South West FL > Marco Island
Condo , Bedroom(s): 2 , Sleeps: 6
2 BR/2 Bath condo with penthouse views from 19th floor of South Seas Towers overlooking Crescent Beach and the Gulf of Mexico. Free WiFi.
From $895 /Week
The Closest Condo to the Gulf of Mexico on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
We are directly on the beach. The Gulf of Mexico is about 125' from our lanai and the Bay inlet is about 100' from our guest bedroom window and east balcony.
From $1,606 /Week
The Anna Maria Island Beach Sands 203
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 5
The Anna Maria Island Beach Retreat, 2 bedrooms, 1 bathroom, sleeps 6 maximum
From $152 /Night
Perfect Beachfront Condo with Million Dollar View
South West FL > Marco Island
Condo , Bedroom(s): 2 , Sleeps: 4
2-BR, 2-full BA beachfront condo; well-stocked kitchen; full-size LG front-loading washer & dryer; linens, beach chairs & towels provided. Dolphins. Shelling.
From $1,100 /Week
North End Cottage -Steps to Beach -Tropical Landscaping Heated Jetted Pool
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
SURF’S UP has been completely and lovingly renovated from top to bottom and is gorgeously decorated!
From $317 /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