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Cheap Rentals and Vacation Rentals in Anna Maria, FL
Vacation Rentals
USA
Florida (FL)
Anna Maria Island
Anna Maria
Cheap Anna Maria Vacation Rentals
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Bathrooms
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Amenities
Internet or Wifi (744)
Air Conditioning (739)
Washer/Dryer (692)
Grill (627)
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Suitability
Kid friendly (739)
Pet friendly (229)
Smoking allowed (7)
Wheelchair access (0)
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Property type
Vacation Rental House (697)
Condominium/Apartment (47)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (197)
Boat Available (40)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Bean Point
Anna Maria Island Historical Museum
Anna Maria City Pier Grille
Anna Maria Historic Green Village
Island Players Community Theatre
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744 rentals
in Anna Maria.
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
119 reviews
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
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Charming cottage in quiet area, close to beach & bay.
172 reviews
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Coral Cove: Walk to the Beach! Heated pool! Prime North End!
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
1 review
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Luxury home close to beach! Pool & putting green
Rental Home
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7 bedrooms
5 bathrooms
Sleeps 16
Match:
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Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay
Rental Home
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2 bedrooms
1 bathroom
Sleeps 5
Match:
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Beachfront, EASTER SPECIAL, SEE RATES Dogs R free, Walking Beach, Awesome views
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
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Kingfish- North end family home on canal!
39 reviews
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 8
Match:
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Cloud 9- beachfront/heated pool/ 4 plus bedroom
2 reviews
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 8
Match:
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SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
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Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Serendipity Gulfront- gulf beach front
Rental Home
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
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Northshore Beach House near Pine Ave, north end of Anna Maria Island
2 reviews
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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AMI North End Private Heated Pool. Great location to beach
93 reviews
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
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Bay Breeze Cottages #1 (The Mahi-Mahi)
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
Match:
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Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Rental Home
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2 bedrooms
1 bathroom
Sleeps 5
Match:
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Anna Maria Island Rentals - Beach Front - "Angels Envy"
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Luxury waterfront home with private pool, putting green, golf cart and bikes!
Rental Home
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7 bedrooms
8 bathrooms
Sleeps 16
Match:
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Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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The Cottage on Pine - Luxury Boho Beach Cottage w/Pvt Heated Pool On Pine Ave!
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Private Home with Pool, Outdoor Dining Area with BBQ - Whispering Whale Retreat
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
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4.9 rated Island rental with exceptional testimonials for over 10 years!
Rental Home
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2 bedrooms
3 bathrooms
Sleeps 5
Match:
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Sirenia Beach House - Popular! - Waterfront/HotTub
114 reviews
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
3 reviews
Rental Home
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2 bedrooms
1 bathroom
Sleeps 5
Match:
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Coconut Lagoon - Lovely Historic Renovated Cottage w/Huge Heated Pool
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Stunning 5 bedroom Luxury home, Pool and Spa, Rooftop Deck beach VIEWS!
1 review
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
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Gorgeous island luxury home just one block to the Beach! Come stay with us!
1 review
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
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Upscale waterfront home, private pool, beautiful views!
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
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Newly Renovated Vintage AMI Cottage. Heated Pool! North End! 2 Blocks to Beach!
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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Anna Maria North End Retreat, Private Pool, 250 feet from the beach
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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MAGICAL NEST ON THE BEACH Heated pool & hot tub, 5 master suites DIRECT ON BEACH
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 8
Match:
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Gone Coastal: *3 mins to beach *Pet-Friendly *Budget-friendly
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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BON AMI: 3BR Family-Friendly Pool Home Less than Block from Beach
1 review
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Anna Maria Beach Cottage 110B | Updated studio beach cottage, steps to the sand!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Reef Romance managed by Beach Retreats
Rental Home
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
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White Pearl-New Premier AMI Home with Sunset Views
Rental Home
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4 bedrooms
6 bathrooms
Sleeps 8
Match:
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Sirenia By The Sea - 5/5 Popular! - Waterfront/Dock/Pool/ Hot Tub/Steps to
76 reviews
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 12
Match:
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Tropical gem near beach with amazing Gulf view, pool, spa, game room & roof deck
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 8
Match:
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**SPECIAL** Anna Cabana B: 1BR North End Pool Home
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Beachview Retreat: Steps to the beach, Gulf views, hot tub!
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Golf Cart, Bimini Cove by SeaBreeze Vacation
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 12
Match:
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Chillifish- Peaceful Floridian home.
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Unique beach house near Bean Point, heated pool and just 3 min to beach.
1 review
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Short stays available! 5-7 Minute Walk to the Gulf Beaches!
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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The TipSea Turtle managed by Beach Retreats
Rental Home
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
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Mermaid Cove: Updated Forida Cottage w/pool, hot tub
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Bean Point Beachfront- Beachfront 4 bedroom private home with pool/spa
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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Dragonfly - Southern charm on the North end of Anna Maria Island
154 reviews
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 8
Match:
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