Vacation Rentals

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
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, walk across the street to enjoy the beach. Restaurants & shopping all within walking distance! - Anna Maria Island Vacation Rentals
From $890 /Week
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
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
❤️ Enjoy Relaxing with Peaceful Lake Views ❤️
OFFER
❤️ Enjoy Relaxing with Peaceful Lake Views ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 3 , Sleeps: 8
3 Bedroom, 3 Bathroom home loaded with amenities, peaceful lake view, restaurants within walking distance and easy access to all theme parks..
From $1,295 /Week

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

Special offer period: Feb 27, 2021 - Dec 31, 2021

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)
From $691 /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
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
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
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
Key Colony Vacation Rental by Owner from $800 week
Florida Keys > Marathon Area > Key Colony Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Tads Place is a 2 bed 2 bath vacation rental here in Key Colony Beach.
From $800 /Week
RUM COVE on Anna Maria Island
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 5 , Sleeps: 14
5 King Bedrooms plus 2 dens and ample outdoor space for all 14 guests allowed. One house from Pine Avenue and one block from the beach.
From $800 /Night
EMAIL WITHIN FOR ALL INQUIRES DIRECT OCEANFRONT JEWEL,Heated Salt  Pool,70Ft Doc
OFFER
EMAIL WITHIN FOR ALL INQUIRES DIRECT OCEANFRONT JEWEL,Heated Salt Pool,70Ft Doc
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 4 , Sleeps: 12
House, 4 Bedrooms, 3 Baths, (Sleeps 2-12), Heated salt water pool. 70+ ft deep water dock, Screened in upper porch, lower outside bar with tv and bbq.
From $400 /Night
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
Keys Livin' Large
OFFER
Keys Livin' Large
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 5 , Sleeps: 12
5 Bedroom 4 Bath With Pool/ And Tiki Bar/TV, and Kayaks on Gulfside
From $585 /Night
Keys Living
OFFER
Keys Living
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 8
3 BR 2BA With Private Pool, Tiki Bar w/screened in porch/TV, 2 Kayaks/ Oceanside
From $200 /Night
Beautiful Bayfront Home -Min. 4 Night Rental- Minutes to St. George Island
North West FL > Eastpoint
House , Bedroom(s): 3 , Sleeps: 6
Gorgeous Sunsets of the Apalachicola Bay. Only minutes from the white sandy beaches of St. George Island, Fl. Wheelchair accessible.
From $200 /Night
AMI - Amazing Sunrise View with Semi Private Pool (Nightly Rental & Pet friendly)
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Award-Winning Beach-to-Bay resort on majestic ANNA MARIA ISLAND, FLORIDA,
From $295 /Night
Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
This updated 1 bedroom 1 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive.
From $900 /Week
4BR2BA, Pool with Spa, Tiki, Quick Atlantic access!
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 10
Escape to the Florida Keys ~ Gorgeous 4BR/2BA Home on a canal with private pool, hot tub & tiki! Kayak and Paddleboard included!
From $229 /Night
Tranquil Beach House
Northeast FL > Flagler Beach
House , Bedroom(s): 3 , Sleeps: 6
Coastal Old World Florida at it's best, with all the comforts of home.
From $68 /Night
New Listing! Steps to the Beach, Amazing Covered Outdoor Area with 2 Pools!
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 4 , Sleeps: 12
Newly Renovated 2/2 Duplex with 2 Heated Pools, 1 and 1/2 Blocks from the Beach! Awesome covered outdoor area with two pools (one for each side).
Naples - Tropical Paradise on The Lake minutes to the Beach !!!
South West FL > Naples
House , Bedroom(s): 4 , Sleeps: 7
Naples Vacation Rental property is 2621sq ft 4 Bedroom 3 1/2 bathrooms with heated pool and hot tub
From $167 /Night
Coastal Updated Home, Steps to Beach!, Peek at Gulf, Heated Pool, Elevator
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 8
Renovated 3 Bedroom 3 Bath w/ Private Pool, Peek a Boo Gulf Views from Lanais
From $300 /Night
Bayside Escape - 4 BR Pool Home w Bay View near IMG Academy
South West FL > Bradenton
House , Bedroom(s): 4 , Sleeps: 12
4 BR, 3.5 BA Pool Home with Bay View
From $299 /Night