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
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
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
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 $299 /Night
Sorrento Vacation Rental in Naples- Vanderbilt Beach
South West FL > Naples
House , Bedroom(s): 5 , Sleeps: 10
5 bedrooms, 4½ bathrooms, sleeps 10 in Naples, FL
From $580 /Night
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
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
Edge of Paradise at Margaritaville - 5 Night Min
OFFER
Edge of Paradise at Margaritaville - 5 Night Min
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 7
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals
From $170 /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
SaltAire Key Unit 2 - Saltaire Key Yacht Club Condos for Rent
Southeast FL > Fort Lauderdale
Apartment , Bedroom(s): 1 , Sleeps: 4
Fort Lauderdale Yacht Club Condos for Rent with Heated Pool and Hot Tub
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
Family Retreat Florida Keys - Perfect for Large Groups - Private Beach and Pool!
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 6 , Sleeps: 14
House, 6 Bedrooms + Sunroom, 4 Baths, (Sleeps 12-16)
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
Beach Side Salt Key! BEACH TIME! Steps to beach with Heated Pool and Game Room!☀
Southeast FL > Fort Lauderdale
House , Bedroom(s): 4 , Sleeps: 10
Fort Lauderdale Beach House for Rent - Steps to the Beach in Modern Luxury
Modern Castle on the Middle River - 8 beds & baths
Southeast FL > Fort Lauderdale
House , Bedroom(s): 8 , Sleeps: 20
Fort Lauderdale Private Luxury Waterfront Estate Available for Rent
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 $500 /Night
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
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
❤️ Upscale Comfort with Private Pool & Hot Tub, 400Mb WiFi ❤️
OFFER
❤️ Upscale Comfort with Private Pool & Hot Tub, 400Mb WiFi ❤️
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

Waterfront Bermuda Key House! PERFECT FAMILY STAYCATION! ESCAPE TO BETTER WEATHE
Southeast FL > Fort Lauderdale
House , Bedroom(s): 3 , Sleeps: 8
Fort Lauderdale Waterfront Beach House with Dock - Boat Friendly!
Sunkissed & Salty: Dreamy Amenities. Prime Location. Steps to Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
New 4 Bed; 4 Bath, Pool & Spa, Putting Green, Cornhole, Game-room and more! 1.5 minute walk to beach. Limited Gulf view
From $530 /Night
Luxury Cottage Steps to Bean Point Beach Heated Pool and Outdoor Living Area
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
Seahorse Cottage is located on the desirable North End of Anna Maria with private Heated Pool and Outdoor Living Area
From $336 /Night
Waterfront Paradise Point Key House! PERFECT FAMILY STAYCATION! ESCAPE TO BETTER
Southeast FL > Fort Lauderdale
House , Bedroom(s): 3 , Sleeps: 10
Fort Lauderdale Waterfront Vacation Rental with Dock - Boat Friendly!
Fandango - 5 Bedroom Florida Keys Beach House Rental
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 5 , Sleeps: 12
House, 5 Bedrooms, 3 Baths, (Sleeps 10+)
From $572 /Night