Vacation Rentals

Gorgeous AMI Villa with private pool & just steps to the beach!
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 3 , Sleeps: 8
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 $250 /Night
Edge of Paradise at Margaritaville - 5 Night Min
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 8
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals
From $170 /Night
Monthly Stays I 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 $3,800 /Month
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
Blue Turtle Cottage Anna Maria Island  Available for January Dates!
OFFER
Blue Turtle Cottage Anna Maria Island Available for January Dates!
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 and is just steps to the white sand beach!
From $299 /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
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
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
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
Boaters Delight Canal Front Home - with Private Dock - Pool and Spa
South West FL > Bradenton
House , Bedroom(s): 3 , Sleeps: 6
Great Canal Front Views, Huge Screened in Pool and Spa, Private Boat Dock and Only 3 miles to Anna Maria Island Beaches!!
From $160 /Night
Tropical Florida Oasis Vacation Getaway - Fort Lauderdale Vacation Rental
Southeast FL > Fort Lauderdale
House , Bedroom(s): 3 , Sleeps: 6
Large 3 Bedroom 3 Bath Home in beautiful Coral Ridge - Fort Lauderdale vacation rental
From $295 /Night
Summerland Beach-Boat Lift 120' of seawall for your large or small boat
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 4 , Sleeps: 8
4 Bedroom, 4 1/2 Bath Pool Home With Boatlift and 120' of Seawall for Large or Small Boats
From $13,000 /Month
Blue Palms Retreat Vacation Rental
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 9
3 bed/2 bath Ocean Front Home with Heated Pool
From $457 /Night
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 4
LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS
From $171 /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
Disavillatee: Accessible Orlando Dream Home with Private Pool
OFFER
Disavillatee: Accessible Orlando Dream Home with Private Pool
Central FL, Orlando Area, Disney > Davenport
House , Bedroom(s): 5 , Sleeps: 10
A 5-Star Luxury Accessible Villa with a Secluded Setting in Highlands Reserve Golf Community — Close to Walt Disney World, Orlando!
From $200 /Night

OFFER LAST MINUTE OFFER - CONTACT US FOR DETAILS

Special offer period: Jan 31, 2021 - Mar 5, 2021

SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS, RESTAURANTS, NIGHT SPOTS - SEE REVIEWS
OFFER
SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS, RESTAURANTS, NIGHT SPOTS - SEE REVIEWS
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 $2,100 /Week
Windsor Hills Resort Private Pool Home 6BR4BA
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 6 , Sleeps: 14
Safe booking during covid-19! 6 bedroom Orlando private pool home rentals, Kissimmee Florida 1.5 mile to Disney World in Windsor Hills Resort. GROUPS WELCOME!
From $249 /Night
5 Pirates Hideaway Canal Front Home wPrivate Pool and Seawall for your boat
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3 , Sleeps: 8
House 3 Bed/3 bath (Sleeps 6 adults) This is a 28 day minimum rental
From $200 /Night
Beach Cottage only steps to the white sandy beaches of Anna Maria Island!
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 6
Beach Basket is a vintage 1920's cottage located on Oak Ave which dead ends to the white sandy beaches and emerald waters of Anna Maria Island!
From $269 /Night
❤️ Upscale Comfort with Private Pool & Hot Tub ❤️
OFFER
❤️ Upscale Comfort with Private Pool & Hot Tub ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 5 , Sleeps: 12
Terrific location right on Disney's doorstep, Animal Kingdom just 4 miles! Super family friendly, loaded with extras and upgrades. 100% 4 & 5 star review record
From $360 /Night

OFFER Disney Planning Guide & Premium Touring Plans FREE with every reservation

Special offer period: Jan 14, 2021 - Dec 31, 2021

One-of-a-Kind 33 Luxury Beach House on the desirable North End of Anna Maria!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Come relax and enjoy this stunning retreat with a modern, clean beach style ambiance. The white sandy beaches of Bean Point are only a 5 minute stroll away!
From $448 /Night
Chic on the Beach
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 4 , Sleeps: 8
side A 2 bedroom, den. 2.5 bath. 1 king, 1 queen, daybed in den. 4 smart TVs,Spa pool Side B 2 king bedroom, den. 2.5 bath. 4 smart TVs spa pool
From $286 /Night
Diamond on the Emerald Coast*2bd2bth*Ocean Front ~dog friendly~
North West FL > Panama City Beach Area
Condo , Bedroom(s): 2 , Sleeps: 7
Ocean front, 2 Bed, 2 Bath, dog friendly, VIP parking under the building and ground floor storage room with beach chairs, umbrella, cooler and other items.
From $862 /Week
Serendipity Deux
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Beach Front New 2020 New Construction
From $1,000 /Night