Vacation Rentals

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
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
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
❤️ 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

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
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
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
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
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
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
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
Sand Trap- 4 bedroomheated poolElevator
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Watch the dolphins play in your backyard...Sweeping views of the ocean, Skyway Bridge, Fort Desoto and Egmont Key Preserve. Heated Pool and Spa
From $800 /Night
One of a kind cozy cottage with panoramic views of Tampa Bay
OFFER
One of a kind cozy cottage with panoramic views of Tampa Bay
Central West FL > Safety Harbor
House , Bedroom(s): 1 , Sleeps: 2
n/a
From $1,295 /Week
Exquisite Penthouse w Yacht Club & Beach Access
South West FL > Naples
Condo , Bedroom(s): 3 , Sleeps: 6
Bike, Boat, Swim, and relax within this luxurious, gated community. Totally renovated in 2020 and freshly furnished, you will enjoy a clean and safe lifestyle.
From $139 /Night

OFFER Discounted rates

Special offer period: Apr 30, 2021 - Sep 30, 2021

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
Amazing Marathon Property! Turtle Cove - Pool and Hot Tub, Quick Atlantic Access!
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 3 , Sleeps: 8
Escape to the Keys ~ Located in Marathon, waterfront, pool & hot tub, single family home. 3 bed / 2 bath, dockage with quick ocean access.
From $236 /Night
SUN & FUN-TROPICAL POOL HOME
Florida Keys > Marathon Area > Key Colony Beach
House , Bedroom(s): 3 , Sleeps: 8
Key Colony Beach Pool Home - Small Dog Friendly!
From $2,600 /Week
Closest Beach House to Airport & Disney PANORAMIC OCEAN VIEWS
East Central FL > Cape Canaveral
House , Bedroom(s): 4 , Sleeps: 12
Large ocean-front beach home, 4 bedrooms, 3 full bathroom, rec room, hot tub, pool table, surfboards, boogie boards, beach towels, beachchairs, coolers, firepit
From $350 /Night
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
Monaco- Beach house on the Canal with Dock - Monthly Stays
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 7
Monaco is a renovated and designer-decorated three-bedroom vacation home in the luxurious Key Royale neighborhood of Holmes Beach.
From $260 /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
The Laughing Pelican - Monthly Stays - Anna Maria Island From $3500mth
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 2 , Sleeps: 4
Quiet old-Florida style residence on canal in beautiful Holmes Beach on Anna Maria Island is now welcoming vacationers.
From $3,500 /Month
Gulf Front Luxury 1 bedroom plus den
Central West FL > Indian Rocks Beach
Condo , Bedroom(s): 1 , Sleeps: 3
1 Bedroom plus den, 1 Bath, Sleeps couple or 3 adults.
MANATEE COVE - Anna Maria Island Vacation Rental
South West FL > Anna Maria Island
House , Bedroom(s): 2 , Sleeps: 6
BAYFRONT HOME WITH PRIVATE DOCK
From $250 /Night