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Anna Maria Island Waterfront Rentals

Anna Maria Island is an oasis on the Gulf of Mexico in Florida. Whether you enjoy fishing, boating and water sports or lying on the beach, we have something for every water lover. Anna Maria Vacations has some great luxurious waterfront vacation rentals that are on the Gulf and the bay. The bay front vacation rentals overlook clear waters to the beautiful mainland and are a short walk to the Gulf. Our waterfront rentals boast endless views of the Gulf. Whichever view you choose, we are sure you will be satisfied.

Browse our Anna Maria Island waterfront vacation rentals and book your next rental right on our website. Please contact us if you have any questions.

Book now
Cayman Bay
From $3500 to $10003 per week
  • On our Professional Linen Service Program
  • Gorgeous 5300sq ft. luxury home on Prestigious North-End of AMI
  • Open canal view with dock-Only a few minutes to open water, 2 Minute Walk to Bay Beach Area
  • Very large, sleeps 10 comfortably but can accomodate up to 12
  • Heated pool with spa and pool-side covered lanai, Deluxe Gas Grill
  • Multiple balconies with water views-Master Bedroom has water views from private balcony
  • Crown molding/marble and hardwood floors throughout, vaulted ceilings, hardwood paneling
  • Custom Gourmet Kitchen, 3 Additional Suites with Private Bathrooms, Elevator, 3 Car Garage
  • 3 minute stroll to Pine Ave activities
  • HD TV's throughout, Wireless Internet, Bonus rec room, Ping-Pong table, Fireplace in Living Room
Book now
Hunters Point
From $3500 to $10003 per week
  • Large Luxury compound- Over 5000 sq ft
  • 6 bedrooms and 5.5 bathrooms, guest house
  • Sleeps 12 in beds, 14 total allowed- 5 Kings, 2 Twins
  • Oversized heated pool with colored lighting
  • Deep water boat dock with boat lift (please contact office for boat lift use)
  • Exquisite architectural design
  • Incredible water views from all around the property
  • Elevator, Pool table, Ping Pong table
  • Over 500 ft of water-frontage
  • over 1000 sq ft of balconies
Book now
Sunset Terrace 104
From $998 to $2450 per week
  • Direct Gulf front-top floor
  • 2 bedrooms, 2 bathrooms
  • 1180 Sq Feet
  • Multiple sweeping views of water
  • Fully equipped kitchen
  • Shared heated pool
  • 1 King, 2 Twins
  • Sleeps up to 4 in beds
  • Washer/Dryer
  • Cable TV
Book now
Hidden Cove 4
From $1197 to $2881 per week
  • On our Professional Linen Service Program
  • Gulf Front Elevated Townhome at 1456 Sq Feet
  • 2 bedrooms, 2 1/2 bathrooms
  • Washer and Dryer in property
  • 1 King and 2 Twins-Sleeps up to 4 in beds, up to 5 in property
  • Assigned covered parking
  • Shared swimming pool (no Grill provided)
  • 2 TVs, 1 DVD Player, Cable TV, Free local calls, Wireless Internet
  • Patio Furniture for meals outside
  • Fully equipped kitchen
Book now
Villa Sandpiper
From $1400 to $3997 per week
  • Canal Front Single Family Home at 1616 Sq Feet
  • Private heated pool
  • 3 bedrooms, 2 1/2 bathrooms
  • 1 Queen, 2 Twins, 1 Bunk bed, 1 Sleeper sofa-Sleeps up to 6 in beds, up to 7 in property
  • Washer and Dryer in property
  • Fully equipped kitchen
  • Large screened balcony
  • Cable TV, Unlimited local and long distance, Wireless Internet, 4 TVs, 2 DVD Players, 2 VCRs
  • 1/2 Mile to Gulf of Mexico
  • Easy Mainland access and private boat dock
Book now
Sandcastle 4
From $1506 to $5803 per week
  • On our Professional Linen Service Program
  •  Elevator Gulf Front Condominium at 1,479 sq. ft.
  • 3 bedrooms, 2 bathrooms
  • 1 King, 1 Queen, 2 Twins
  • Covered assigned parking
  • Gulf front Pool
  • Sleeps up to 6 in beds
  • Elevator
  • Washer and Dryer in property
  • Cable TV, Unlimited local and long distance, Wireless Internet
Book now
Sandcastle 8
From $1603 to $5803 per week
  • On our Professional Linen Service Program
  • Luxury Direct Gulf Front-Panoramic Gulf Views
  • Corner Unit with Extra Windows
  • New Flat Screen TV in all Rooms
  • Unique Hawaiian Island Themed Interior
  • Luxury Linens
  • 3 Bedroom/ 2 bathroom
  • 2 Kings, 2 Sets of bunks
  • Under Cover Parking
Book now
Beachfront Paradise
From $4007 to $17800 per week
  • On our Professional Linen Service Program
  • Brand new luxury beach front elevated home
  • 6 bedrooms, 4.5 baths with 2 Master suites overlooking the Gulf beaches
  • Resort style private heated pool with spa and outdoor kitchen
  • Private beach access via a dune walkover
  • Superb Gulf views throughout-2 separate living areas with amazing views
  • Professional chef's kitchen and a kitchenette on the top living level
  • 4 King beds, 2 sets of bunks with twin over full and 2 sleeper sofas-Sleeps 18 total
  • Flat screen TV's in each bedroom and living room
  • 2 sets of washer and dryer-one on each living level
Book now
Bradenton Beach Club F
From $1750 to $4998 per week
  • Direct Gulf front Mediterranean style condo
  • Luxury 3 bedrooms, 2.5 bathrooms-Sleeps 2-6 comfortably
  • Large screened-in balcony-Direct access from balcony to pool and beach
  • Elevator
  • Heated shared Gulf front pool (No Grill Provided)
  • Master suite with en-suite private bath
  • Fully stocked gourmet kitchen
  • 1 King, 1 Full, 2 Twins
  • High speed wireless internet
  • Luxury linens and towels
Book now
Direct Beach Front
From $2450 to $5803 per week
  • Direct beachfront with spectacular views
  • 3 Bedrooms/2 Bathrooms- Sleeps 2 - 8 persons
  • Heated pool on the edge of the sands
  • Easy walk to many shops/restaurants
  • Undercover parking with elevator
  • Master suite has a King bed & walk-in closet
  • Queen size poster bed
  • 9ft 6in ceilings, central air & ceiling fans, luxury furniture and fixtures throughout
  • 47in LCD HDTV with cable in living area, Ultra Hi-speed wireless internet, HD TV/DVD in all bedrooms- Free calls to USA, Canada and territories
  • Queen-sized sleeper in living area
Book now
Villa Del Sol
From $2310 to $9002 per week
  • Canal home with boat dock
  • 5 bedrooms, 3 full bathrooms
  • Sleeps up to 14 in beds
  • 2800 Sq Feet of living space
  • 2 car garage + 4 car driveway 
  • Ground level home
  • Fully equipped kitchen
  • Cable TV, Wireless Internet, Unlimited local and long distance
  • 1 King, 2 Queens, 3 sets of Bunk Beds
  • Private canal front pool
Book now
Canal Breeze
From $1095 to $3997 per week
  • Ground level canal home
  • 3 bedrooms, 3 bathrooms-Sleeps up to 6 in beds
  • 1 King, 1 Queen, 2 Twins
  • 2100 Sq Feet
  • Cable TV, Unlimited local calls, Ethernet Internet
  • 3 TVs, 1 DVD Player
  • Private heated pool, Screened lanai and Boat Dock Available and Propane BBQ Grill
  • Ceiling fans in bedrooms
  • Washer and Dryer in property
  • Fully equipped kitchen
Book now
Bayfront Paradise
From $2100 to $9002 per week
  • On our Professional Linen Service Program
  • Brand new 5 bedroom custom luxury home, Direct Bay front, Located on private-secluded street
  • Heated pool with spa, Private T-Dock for fishing and boating, Multiple balconies
  • Cruise ship type views throughout
  • Luxury furnishings and fixtures, Fine marbles, Wood trim and Tiles
  • Recreation room off pool area, Wireless Internet, Flatscreen HD TV's, X-box gaming system for kids
  • Short walk to beach-Beach wagon and supplies for guest use
  • 4 King, 2 twin beds-Sleeps 10 in beds and 12 total
  • 4 full bathrooms, 1 half bath
  • Dog friendly property for an extra fee
Book now
Waterside House
From $2800 to $5698 per week
  • On our Professional Linen Program
  • Private dock, excellent fishing, boating
  • Heated private pool with furniture
  • Elevator to all floors
  • 4 bedrooms +den and 5 full bathrooms-4 Queen beds and pull-out Queen sleeper sofa in den-Sleeps 2 to 10
  • Telephone, DSL high speed internet access, Flat screen TV's in every room, DVD and CD Player
  • Large garage and central air conditioning
  • 3 balconies with paddle fans for cooling
  • Amazing top deck with incredible views, fishing dock and place for a boat
  • Dog friendly property for an extra fee
Book now
The Blue Horizon
From $4794 to $14497 per week
  • Direct Gulf Front- 2 buildings
  • 9 bedrooms total- sleeps 21 total
  • 6 bedrooms in main house
  • 3 bedrooms in guest house
  • Sits directly on the beach
  • Multiple Panoramic Gulf views
  • 3 bedroom also has Gulf views
  • Private heated pool-large hot tub that holds 10
  • 2nd level beachfront deck
  • **Special Events are Subject to Additional Fees-All Guests Must Sign a Separate Rental Agreement-Contact the Reservations Team for More Information**
Book now
Low Tide
From $729 to $1897 per week
  • Elevated Direct Gulf Front Cottage
  • 2 bedroom, 1 bathroom
  • 1 queen, 2 twins 
  • 700 Sq Feet
  • Sleeps up to 4 in beds
  • Fully equipped kitchen
  • Cable TV, Unlimited local and long distance, Wireless internet
  • 1 TV, 1 DVD Player
  • Open floor plan
  • Washer and Dryer in property
Book now
The Big Yellow House
From $3150 to $11998 per week
  • On our Professional Linen Service Program
  • Direct Gulf Front Home- right on the beach!
  • 5 bedrooms, 4 bathrooms
  • Sleeps up to 10 in beds, 14 total
  • Private heated pool, beachside
  • 3000 Sq Feet- multiple living rooms
  • Cable TV, Unlimited local/ long distance, wireless internet
  • Fully equipped kitchen on lower level
  • Kitchenette area on upper level
  • Washer and Dryer, lots of amenities
Book now
Sundown North
From $1466 to $5502 per week
  • New ground-level living home
  • Private heated pool
  • Multiple living areas- up & down
  • Lakefront- fishing
  • Next to Pine Ave shops/dinning
  • Short 2 minute walk to beach
  • Full deluxe kitchen
  • Flat screen HD TV throughout
  • Wireless Internet Service
  • Washer/Dryer
Book now
Gulf Breeze Condo D
From $1001 to $2751 per week
  • On our Professional Linen Service Program
  • Direct Gulf front condo
  • Front Balcony with sweeping views
  • Stairs off balcony to beach
  • 2 bed, 2 full bath
  • Flat screen HD TV's and High speed wireless Internet
  • Elevator
  • Washer/Dryer
  • Covered parking
  • Walk to shops/restaurants
Book now
Coastal Sunset
From $1750 to $5901 per week
  • On our Professional Linen Service Program
  • Luxury Direct Gulf Front Condo-Sweeping views!
  • Very large unit- 2100 sq ft-Top Floor, Corner Unit
  • Tremendous panoramic Gulf views-private stairs from your balcony to beach
  • 3 bedrooms, 2.5 bathrooms-King, Queen, 2 Twins-Sleeps 6 in Beds
  • Vaulted Ceilings, Fine Furniture/Fixtures, Granite, Marble and Crown Molding
  • Full gourmet kitchen, Washer and Dryer in Unit
  • Heated pool
  • Gated with covered parking
  • Wireless Internet, flat screen TV's
Book now
Tortuga Bay
From $1750 to $9002 per week
  • On our Professional Linen Service Program
  • Luxury one-level home on canal
  • 1 minute stroll to beach
  • 5 bed- 3 bath
  • Over-sized heated tropical pool
  • Great water slide into pool-large dock and close to open water
  • Complete renovation of home-luxury amenities throughout
  • Large yard- plenty of room
  • New granite, marble, tiles
  • Dog friendly property for an extra fee
Book now
Capri Condo A
From $968 to $3997 per week
  • On our Professional Linen Service Program
  • Ground Level, direct Gulf front
  • 3 bedrooms, 2 bathrooms-Sleeps 6 in beds
  • 1224 Sq Feet
  • Newly renovated
  • Gulf views from Master
  • Large open porch
  • 1 King, 1 Queen, 2 Twin beds
  • 2 TV's, Cable TV, Unlimited local, Wireless Internet
  • Walk to Bridge Street, Restaurants, Shops and BB Marina
Book now
The Reefs Edge
From $1506 to $5803 per week
  • On our Professional Linen Service Program
  • 3 Bedrooms/2.5 bathrooms
  • Direct beachfront, superb Gulf views
  • Right on the edge of the sands
  • Elevator & Stairs to front door
  • Private walkway to beach from balcony
  • Superb views over the Gulf of Mexico
  • Telephone & DSL high speed internet access-TV in every room, DVD & CD player
  • Gated parking
  • Electrically heated swimming pool
Book now
Waters Edge Cottage
From $1050 to $3150 per week
  • 3 bedrooms/2.5 bathrooms-Sleeps 2 to 6 persons comfortably
  • Spacious loft with pull out queen sofa bed
  • Easy 4 minutes stroll to the beach
  • Direct Bayfront with open water views and dock
  • Romantic Old Florida cottage design with Old Florida designed interior
  • Wrap around deck leads down to dock
  • DSL Hi-Speed Internet (Wireless Internet), phone and new 52 inch flat screen TV in living room
  • New living room furniture
  • Central A/C and hand made spiral stairs
  • Burnished hardwood & tile floors
Book now
Bayblue
From $2450 to $8498 per week
  • Fabulous Bay water views, Private dock, 2-3 Minute stroll to Gulf beach
  • Multiple balconies- water views
  • Private heated pool, Gas Grill
  • High-end finishings
  • Luxury furniture and fixtures
  • 6 Bedrooms - 4 Bathrooms, Sleeps up to 18
  • Private 120' boat dock 
  • Elevator  
  • 2 fully equipped Kitchens-Great for multi-family stays
  • 2 sets of washers/dryers
Book now
Shell Haven
From $900 to $2247 per week
  • On our Professional Linen Service Program
  • Newly renovated ground level Gulf front condo
  • 1 Bedroom and 1 Bathroom
  • Fully stocked kitchen
  • West facing porch overlooking the beach
  • Centrally located on the Island
  • 1 Queen-sized bed and 1 Full-sized sleeper sofa
  • Professionally decorated by the Pink Pineapple
  • Charcoal BBQ Grill
Book now
Waters Edge Condo 110N
From $1400 to $2881 per week
  • Newly renovated direct Gulf front condominium
  • 2 bedrooms, 2 bathrooms
  • 1075 Sq Feet
  • Second floor condominium
  • 1 King and 1 Queen
  • Elevator
  • Washer and dryer in building
  • Cable TV, Unlimited local and long distance, Wireless Internet
  • 2 TVs, 1 DVD Player
  • Tennis courts for guest use
Book now
Capri Condo C
From $957 to $2751 per week
  • On our Professional Linen Service Program
  • Direct Gulf Front Condominium (1,000 Sq ft.)-Located on Second Floor
  • 2 Bedrooms, 2 Bathrooms
  • 1 King, 2 Twins, 1 Sleeper Sofa-Sleeps up to 4 in beds, up to 6 in property
  • Balcony off living room
  • Tile floors in kitchen, dining, and living room-Carpet in Bedrooms
  • Cable TV, Unlimited local and long distance, Ethernet Internet, SMART TV in Living Room Plus TVs and Docking Stations in Each Bedroom, 2 DVD Players
  • Outdoor shower
  • Walking distance to Bridge Street, Close to Cortez Bridge
Book now
Sunset Bay
From $729 to $2000 per week
  • Ground level Bay front home
  • 2 bedrooms, 1 bathroom
  • 902 Sq Feet
  • 1 King, 1 Queen
  • Sleeps up to 4 in beds
  • Washer and Dryer in property 
  • Cable TV, Unlimited local and long distance, Wireless Internet
  • 3 TVs, 1 DVD Player
  • Fully equipped kitchen
  • Covered patio on Bay side
Book now
Whispering Waves East
From $798 to $1603 per week
  • Gulf front duplex
  • 1 bedroom, 1 bathroom
  • 1 King, 1 Sleeper sofa-Sleeps up to 2 in beds, up to 4 in property
  • 700 Sq Feet
  • 2 TVs, 1 DVD Player
  • Gulf view from living room
  • Fully equipped kitchen
  • Cable TV, Unlimited local calls
  • Quiet dead end street
Book now
Paradise On Pine
From $2100 to $7497 per week
  • On our Professional Linen Service Program
  • Located on the popular Pine Avenue- prestigious Northern end of AMI
  • Newly professionally redecorated, beautiful layout
  • Short stroll to Gulf beach, local shops, restaurants and the City Pier
  • Private heated pool, canal access and BBQ grill
  • Multiple large balconies with great water views
  • Foosball table, Wii
  • Garage and elevator, sleeps 10 in beds, 12 total
  • Dog friendly property for an extra fee
Book now
Gulf Shores 106
From $957 to $2751 per week
  • On our Professional Linen Service Program
  • Gulf Front Condominium at 1,008 sq. ft.
  • 2 bedrooms, 2 bathrooms
  • 1 King, 2 Twins - Sleeper Sofa -Sleeps up to 6
  • Fully equipped kitchen
  • Assigned covered parking
  • Elevated condominium
  • Screened in Gulf Front balcony-Private Stairs from balcony to the beach
  • 2 TVs, 1 DVD Player, Cable TV, Wireless Internet
  • Washer and Dryer in property
Book now
Ocean Park Terrace 201
From $1195 to $3003 per week
  • Direct gulf front condominium
  • 3 bedrooms, 2 bathrooms
  • 1 King, 1 Queen, 2 Twins
  • Sleeps up to 6 in beds
  • Roof top patio
  • 4 TVs, 1 DVD Player
  • Elevator
  • Large shared heated pool
  • Assigned covered parking
  • Washer and Dryer in property
Book now
La Casa Costiera 8
From $1506 to $5803 per week
  • Very large condo unit- 2350 sq ft
  • Unit #8 in prestigious La Casa Costiera condos
  • Large balcony with Gulf & sunset views
  • 9' ceilings, central air, fine artwork & built-ins
  • Fully equipped gourmet kitchen, granite countertops, stainless steel appliances
  • Large TV and DVD, Cable TV-TV in every room
  • High speed Internet access
  • Heated swimming pool and Jacuzzi-Covered picnic area with gas grill
  • Private garage parking for 2 cars & elevator
  • Sleeps 6 in beds, 8 total
Book now
The Beach Front
From $1603 to $5803 per week
  • 3 Bedrooms/2.5 bathrooms
  • Direct beachfront, superb Gulf views
  • Right on the edge of the sands
  • Elevator & Stairs to front door
  • Private walkway to beach from balcony
  • Superb views over the Gulf of Mexico
  • Telephone & DSL high speed internet access
  • TV in every room, DVD & CD Player
  • Gated parking
  • Electrically heated swimming pool
Book now
Coquina Beach Club 203
From $1015 to $2450 per week
  • On our Professional Linen Service Program
  • Direct Gulf Front Condominium-Spacious with 1100 Sq. Feet
  • 2 bedrooms, 2 bathrooms-1 King and 2 Twins
  • Shared heated pool with small complex
  • All new furniture
  • Fully stocked kitchen, Stainless steel appliances and Granite Countertops
  • New flat screen HD TV's throughout, Cable TV, Unlimited local and long distance, Wireless Internet
  • Ensuite Master
  • Open Balcony
  • Shaded parking
Book now
The Bayfront
From $2205 to $10003 per week
  • On our Professional Linen Service Program
  • Direct Bay Front 3600 sq. ft. luxury home
  • Deep-water dock, heated pool and spa
  • 6 bedroom, 4 full bathrooms
  • 2 separate full gourmet kitchens
  • New heated pool and spa-covered poolside lanai
  • Custom cabinets, granite, tile
  • New travertine floors
  • New 2nd level screened porch
  • 2 separate washers/dryers
Book now
Island Paradise 5
Call For Pricing
  • Direct Gulf Front Condominium
  • 3 bedrooms, 2 bathrooms
  • Shared heated pool
  • Assigned Covered parking
  • Flat screen HD TV's
  • Cable, wireless Internet
  • 3rd Floor Condo
  • Fully stocked kitchen
  • Brand new stainless steel appliances
Book now
Dolphin Dreams
From $1327 to $3997 per week
  • Ground level Bay front home
  • 3 bedrooms, 2 bathrooms
  • 1351 Sq Feet
  • 1 King, 1 Queen, 2 Twins-Sleeps up to 6 in beds
  • Washer and Dryer in property
  • Fully equipped Gourmet kitchen
  • 3 TVs, 1 DVD Player, Cable TV, Unlimited local and long distance, Wireless Internet
  • Charcoal BBQ Grill
  • Views of Skyway and Tampa, Walk to Rod n Reel Pier
  • Ceiling fans throughout
Book now
Casa On The Beach
From $2100 to $4900 per week
  • Brand new pool private pool added starting November 7th, 2014
  • On our Professional Linen Service Program
  • "Old Florida" styled elevated Island cottage-Incredible views of the Bay
  • 3 bedrooms and 3 bathrooms
  • Fully stocked kitchen
  • 2 King sized beds, 1 Queen sized bed and 1 Queen sleeper sofa-Sleeps up to 8 total
  • 4 Bikes, a beach wagon, 2 beach chairs, bocce ball and paddle ball provided
  • Internet, DVD Player, 3 TV's, Stereo and a XBOX gaming system
  • Located on the prestigious Northern end of Anna Maria Island
  • Dog friendly property for an extra fee
Book now
Bay View
From $1750 to $4900 per week
  • Bayfront Single Family Home- North End
  • 4 bedrooms, 3 full bathrooms, 2 living rooms
  • 2 King, 1 Queen, 2 Twins- Sleeps up to 8 in beds, 10 total
  • Stunning views of the Bay and the Skyway Bridge
  • Fully equipped gourmet kitchen
  • Granite countertops and stainless steel appliances
  • Washer and Dryer, Ping Pong table
  • 2 Flat Screen HD TVs, 2 DVD Players, Wireless Internet
  • Gas grill on private outdoor patio tucked behind the dunes
  • In a quiet residential neighborhood, short walk to the AMI Pier and the shops/restaurants of Pine Ave.
Book now
Gulf Place 2A
From $1400 to $3997 per week
  • Direct gulf front condominium
  • 3 bedrooms, 2 bathrooms
  • 1513 Sq Feet
  • 1 King, 1 Queen, 2 Twins-Sleeps up to 6 in beds
  • Washer and dryer in property, Assigned Parking and Outdoor Shower
  • Shared tennis courts
  • Open balcony
  • 1 TV, 1 DVD Player, Cable TV , Unlimited local and long distance, Wireless Internet
  • Jacuzzi tub and step in shower in Master bedrooms
  • Fully equipped kitchen-Granite counter tops, wood cabinets
Book now
Anna Maria Island Club 20
From $1001 to $3899 per week
  • Direct Gulf Front Condominium on 3rd Floor, Shared Heated Pool
  • 2 bedrooms, 2 bathrooms
  • 1453 Sq Feet
  • Sleeps up to 4 in beds, 1 King and 2 Twins
  • Shaded assigned parking, Elevator
  • Corner property with open 241 sq foot balcony
  • 2 TVs, 1 DVD Player
  • 2 Week Minimum Stay Required
  • Washer and Dryer, Fully Equipped and Newly Remodeled Kitchen
  • Fully Equipped and Newly Remodeled Kitchen, Custom Granite Counters
Book now
Harbor Breeze
From $2100 to $9002 per week
  • On our Professional Linen Service Program
  • New luxury Bayfront home with sweeping water views-private dock
  • Heated Bayfront pool with spa
  • High-end finishings, furniture, decor
  • Private cul-de-sac location
  • Large covered lanai off pool
  • Gourmet kitchen, granite counters
  • High speed internet, X-BOX Gaming System, Flat screen TV in all bedrooms, classic stand up arcade game and Ping-Pong table
  • Tropical landscaping
  • Washer and Dryer in property, 2 car garage
Book now
Harbor Side
From $2100 to $5999 per week
  • On our Professional Linen Service Program
  • Private, ground level, canal front home
  • 5 bedrooms and 3.5 bathrooms, sleeps 14 in beds
  • Beautiful canal and Bay views
  • Private heated pool and boat dock
  • Just a short 2 minute stroll to the Gulf beach
  • Flat screen TV's and wireless internet
  • Washer and dryer
  • Fully equipped kitchen with new stainless steel appliances
Book now
Anna Maria Island Club 24
From $1001 to $3899 per week
  • Direct Gulf Front Condominium on 3rd Floor with Shared Heated Pool
  • 2 bedrooms, 2 bathrooms
  • 1195 Sq Feet
  • Sleeps up to 4 in beds-1 King and 2 Twins
  • Shaded assigned parking
  • Fully Equipped Kitchen, Elevator and Washer and Dryer in Property
  • Open gulf front balcony
  • 3 TVs, 1 DVD Player
  • Cable TV and Wireless Internet
  • 2 Week Minimum Stay Required
Book now
Hidden Oasis
From $1018 to $2247 per week
  • 1 bed/1 bath-New renovation
  • Multiple Gulf views and private beach access
  • Elevated balcony with ground level patio (No Grill Provided)
  • King bed+ sleeper sofa-Sleeps 2 in beds, 4 total
  • Private location
  • Washer/Dryer
  • Flat screen HD TV and Wireless Internet
  • 2 parking spots
  • Prestigious North-End
Book now
Serendipity
From $3850 to $5901 per week
  • Newly Renovated Elevated Direct Gulf Front Home
  • 3 bedrooms, 2 1/2 bathrooms
  • 1718 Sq Feet
  • Glass balconies to enjoy every inch of views
  • Step out your back door into sand
  • Ground level patio
  • iPOD and iPAD docking station
  • "Old Florida Charm" with high end furnishings
  • 2 Car driveway parking
  • Fully equipped kitchen with granite counters and stainless steel appliances
Book now
Breakaway
From $2625 to $6398 per week
  • On our Professional Linen Service Program
  • Bay-Front Ground Level Home
  • 4 bedrooms, 2 bathrooms-Sleeps 8 in beds, 10 total
  • 2000 Sq Feet- new renovations
  • New private heated pool, Outdoor Shower and gas BBQ grill
  • Ceiling to floor windows in living room
  • Views of Tampa Bay and Skyway Bridge, Just a short walk to Bean Point and Rod n Reel Pier
  • 1 King, 1 Queens, 2 Twins, 1 Twin Over Full Bunk
  • Fully equipped kitchen
  • Cable TV, Unlimited local and long distance, Wireless Internet, 2 TV's and 1 DVD Player
Book now
Sunchase Villa
From $1466 to $4900 per week
  • Gulf Front Single Family Home
  • 4 bedrooms, 4.5 bathrooms
  • 1609 Sq Feet
  • Washer and Dryer
  • Located in Beautiful Anna Maria City
  • Fully equipped kitchen
  • Satellite TV, Unlimited local and long distance
  • Wireless Internet
  • Screened Lanai facing the Gulf of Mexico
  • 3 TVs, 1 DVD Player
Book now
Sundown South
From $1498 to $5502 per week
  • Ground level- new renovation
  • Private, heated pool
  • Lakefront water views
  • 2-3 minute stroll to Pine Ave activities
  • 2-3 minute stroll to beach
  • Large wood deck- pool furniture
  • Stainless steel BBQ grill
  • Flat screen HD TV's throughout
  • Beach chairs/amenities provided
  • Wireless Internet Service
Book now
Waterview House
From $1400 to $4501 per week
  • On our Professional Linen Service Program
  • Direct Bay front with open water views-only a 3 minute walk to the Gulf beach
  • Private tropical heated pool
  • Oversized balcony with furniture/tables
  • Private dock for keeping a boat or fishing
  • Recent renovation with upgrades
  • New flat screen TV's throughout and Wireless internet
  • Fully equipped kitchen with an efficiency kitchen downstairs
  • 2 Queen beds and 2 bedrooms with 2 Twins each-Sleeps 2 to 8 comfortably
  • Dog friendly property for an extra fee
Book now
Mandalay Bay
From $4550 to $15400 per week
  • On our Professional Linen Service Program
  • Brand new construction-available for rent March 1st, 2015
  • 7 Beds + office, 5 full baths, 2 half baths, elevator
  • 6 Kings, 2 sets of bunks, 1 Queen sleeper sofa
  • Rooftop deck with sweeping views from all areas
  • Private heated pool with waterfall and hot tub
  • 2 Full gourmet kitchens- one up and one down
  • Additional outdoor summer kitchen on the porch
  • Pool and Foosball tables, 2 X Box 360 systems
  • Private dock- boating, fishing, 6 passenger golf cart usage
Book now
Sun Plaza West 115
From $957 to $3003 per week
  • Direct Gulf front condominium-1092 Sq feet
  • 2 bedrooms, 2 bathrooms
  • This condo requires a 2-week minimum stay
  • Corner property
  • Screened balcony-Private open balcony off master
  • Custom kitchen cabinets and countertops
  • Storage unit downstairs with beach chairs, umbrellas and toys for guest use
  • Large shared, heated pool and tennis courts
  • Fully equipped kitchen
  • 2 TVs, 1 DVD Player
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Whispering Waves West
From $903 to $1750 per week
  • Direct Gulf front duplex
  • 1 bedroom, 1 bathroom
  • 1 King-Sleeps up to 2 in bed
  • 700 Sq Feet
  • 2 TVs, 1 DVD Player
  • Direct Gulf views from inside
  • Fully equipped kitchen
  • Cable TV, Unlimited local calls
  • Quiet dead end street
  • Charcoal BBQ Grill
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Willow Beach House
From $2520 to $9002 per week
  • This home only allows Saturday-Saturday bookings
  • Newly renovated canal front home
  • 5 bedrooms and 3.5 bathrooms
  • Accommodates up to 16--1 King, 3 Queens, 1 Set of Bunk Beds with Trundles, 2 Twins, 1 Queen sleeper sofa
  • Only 1 block to beaches
  • Private pool with spa, Gas BBQ grill and outdoor shower
  • Fully stocked gourmet kitchen with all new Viking appliances
  • Wireless internet, 5 Flat screen TV's, Blue-Ray Player and Stereo System
  • Large screened-in patio and 3 balconies
  • Garage and covered parking-Washer and dryer in unit