Vacation Rentals

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

Cozy Cabana West
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 2 , Sleeps: 6
2Bed/2Bath, Private Heated Pool!
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
Edge of Paradise at Margaritaville - 5 Night Min - monthly's wanted
OFFER
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
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
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
The Blue Heron is a beautiful 4 bedroom 3.5 bath brand new luxury home on Anna Maria Island for rent.
From $447 /Night
Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Sirenia Cove is the perfect vacation home to nature lovers. Located directly on the waterfront, you are perched on a prime location to enjoy everything.
From $1,799 /Week
LAST MINUTE DISCOUNTED RATES AT BLUE TURTLE COTTAGE FOR AVAILABLE DATES IN AUGUST!!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
LAST MINUTE DISCOUNTED RATES FOR AVAILABLE DATES IN AUGUST!!
From $256 /Night
Sept 26 - Oct 3 Deal! -  Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
OFFER
Sept 26 - Oct 3 Deal! - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Sirenia Beach House ~ Beach Resort Style Luxury - Waterfront - Dock - Htd Pool - Spa - Backyard Beach - Tiki Hut - Hammock and more!
From $233 /Night

OFFER Sept 26 - Oct 3, 2020 - 6 night deal - $1399 plus fees and taxes

Special offer period: Jul 22, 2020 - Oct 3, 2020

Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 5 , Sleeps: 12
Picture yourself vacationing in a huge 5 Bedroom luxurious tropical villa, the perfect vacation rental for large groups on beautiful Anna Maria Island.
From $1,999 /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
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
The Anna Maria Island Beach Castle
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
From $152 /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
Bay Watch Bungalow
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 5
Bay Watch Bungalow: Water Views from Every Room & Upgrades Galore
From $118 /Night
Marco Memories
South West FL > Marco Island
House , Bedroom(s): 4 , Sleeps: 10
Waterfront Vacation Home with Southwest Exposure. 4 Bedroom, 4 full bath home with 3500 square feet is perfect for 2 families or one large one. No Red Tide !
From $275 /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
Tropical Setting and Heated Lagoon Style Pool at "Your Own Oasis"
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Your Own Oasis is a newer, 3bed/2bath Retreat with a Private Lagoon Style Pool, close to both Bay and Beach and the free trolley stop is just one block away!
From $157 /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 $243 /Night
Professionally Decorated Pool Home Just Steps To The Beach
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Debby's Place is sure to please! Just 2/10 of a mile from the white sandy beaches and the beautiful waters of Anna Maria Island.
From $240 /Night
Sandy Shores: private pool, GAMEROOM, bikes, beach chairs
North West FL > Panama City Beach Area > Panama City Beach
House , Bedroom(s): 8 , Sleeps: 35
House, 8 Bedrooms + Convertible bed(s), 7 Baths, (Sleeps 30-35)
From $3,750 /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
Price Cut Oct 2020: Waterfront, Open Gulf Access, Dock, Pool, Spa. Wraparound Deck
OFFER
Price Cut Oct 2020: Waterfront, Open Gulf Access, Dock, Pool, Spa. Wraparound Deck
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 3 , Sleeps: 8
Fisherman's Easy Access to Gulf, Waterfront, Dock, Pool, Hot Tub, Sleeps 8
From $249 /Night
Elegant and spacious waterfront condominium
South West FL > Marco Island
Condo , Bedroom(s): 2 , Sleeps: 4
Elegant and spacious waterfront condominium
From $1,090 /Week
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