Vacation Rentals

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
Anna Maria Island Beach Front
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 4
Anna Maria Island Tiffany Place Beautiful Views, Perfect Location, Free Trolley, 2 Bedroom, 2 bath, Beach Front, Extra Large Balcony, heated pool
From $180 /Night
Best Pool On the Ocean , Great View, Steps to to the Crow's Nest
OFFER
Best Pool On the Ocean , Great View, Steps to to the Crow's Nest
South West FL > Venice
Condo , Bedroom(s): 2 , Sleeps: 4
2BR, 2BA Condo - Perfect location in Venice Beach, FL
From $2,550 /Month
The Anna Maria Island Beach Castaway 1
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
From $101 /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
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
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)
From $400 /Night
Secluded Bungalow on Historic Pine Ave
South West FL > Anna Maria Island > Anna Maria
Bungalow , Bedroom(s): 2 , Sleeps: 4
Secluded Location on Anna Maria Islands' North End! Tucked away along Anna Maria Island's historic Pine Avenue
From $147 /Night
Playa Encantada, Steps to the Beach
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 $156 /Night
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
SEASCAPE TOWERS DIRECT OCEAN FRONT 2BDRM 2BA
East Central FL > New Smyrna Beach
Condo , Bedroom(s): 2 , Sleeps: 4
2/2 Views of the Oceanfront views in this luxury New Smryna Beach condo, Watch the Dolphins Play and enjoy tranquility on the balcony
From $215 /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
22 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 $269 /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
Renovated 22 Cottage North End-Steps to Beach Tropical LandscapingHeated 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 $291 /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
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
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 $1,415 /Week
North End Luxury Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
Seahorse Cottage is one of our most popular properties located on the desirable North End of Anna Maria with a Heated Pool and Outdoor Living Area
From $291 /Night
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
2BR2BA Sunrise BeachBest ViewFree Beach Chair and WIFI
North West FL > Panama City Beach Area > Panama City Beach
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedroom, 2 Bathrooms, Master And Living Gulf Front, Sleeps 6
From $130 /Night
Anna Maria North End, Private Heated Saltwater Pool
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 2 , Sleeps: 6
1 Story House, 2 Bedrooms, 2 Baths, (Sleeps 6)
From $185 /Night
Anna Maria, Prive Heated Pool, Lanai
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 2 , Sleeps: 6
House, 2 Bedrooms, 2 Baths, (Sleeps 6)
From $185 /Night
CHARMING HOUSE W HEATED POOL, STEPS TO BEAN POINT BEACH, PINE AVE, DINNING, AND SHOPPING
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 2 , Sleeps: 4
Charming two story duplex- each unit 2bed/1 bath. Rent 1 unit or both. Perfect for an extended family/ friends who want their own place but still be together.
From $182 /Night
House of the Sun Unit 402
OFFER
House of the Sun Unit 402
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Beachfront Siesta Key, Florida Condo Rental- This is a 2 bedrooms, 2 baths beachfront unit on Crescent Beach.
From $179 /Night

OFFER Call for discount pricing.

Special offer period: Dec 1, 2020 - Dec 31, 2021