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Houses for Rent and Vacation Rentals in Anna Maria, FL
Vacation Rentals
USA
Florida (FL)
Anna Maria Island
Anna Maria
Anna Maria House Rentals
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Anna Maria
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2 Guests
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Bedrooms
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Bathrooms
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Amenities
Internet or Wifi (705)
Air Conditioning (701)
Washer/Dryer (659)
Grill (612)
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Suitability
Kid friendly (699)
Pet friendly (218)
Smoking allowed (8)
Wheelchair access (0)
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Property type
Vacation Rental House (705)
Condominium/Apartment (0)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (187)
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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705 rentals
in Anna Maria.
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
173
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Charming cottage in quiet area, close to beach & bay.
239
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
4
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
4
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Coral Cove: Walk to the Beach! Heated pool! Prime North End!
35
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
4
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
27
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Ideal Location, Stunning Villa! Close to beach, beach gear provided!
3
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes Sleeps 16
Rental Home
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7 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps, Vacation Rental House
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Luxury home close to beach! Pool & putting green
20
Rental Home
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7 bedrooms
5 bathrooms
Sleeps 16
Match:
Sleeps, Vacation Rental House
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Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
4
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay
8
Rental Home
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps, Vacation Rental House
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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Beachfront, EASTER SPECIAL, SEE RATES Dogs R free, Walking Beach, Awesome views
2
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Kingfish- North end family home on canal!
49
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Cloud 9- beachfront/heated pool/ 4 plus bedroom
10
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV
2
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps, Vacation Rental House
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Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
12
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Serendipity Gulfront- gulf beach front
13
Rental Home
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Northshore Beach House near Pine Ave, north end of Anna Maria Island
21
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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AMI North End Private Heated Pool. Great location to beach
120
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Bay Breeze Cottages #1 (The Mahi-Mahi)
6
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
4
Rental Home
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps, Vacation Rental House
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Anna Maria Island Rentals - Beach Front - "Angels Envy"
38
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Luxury waterfront home with private pool, putting green, golf cart and bikes!
10
Rental Home
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7 bedrooms
8 bathrooms
Sleeps 16
Match:
Sleeps, Vacation Rental House
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Point's Hideaway - Ready for Guests, January 2025!
15
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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The Cottage on Pine - Ready for Guests, January 2025!
10
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Private Home with Pool, Outdoor Dining Area with BBQ - Whispering Whale Retreat
10
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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4.9 rated Island rental with exceptional testimonials for over 10 years!
37
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 5
Match:
Sleeps, Vacation Rental House
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December from 1799 week - Waterfront/HotTub/ Pool/Dock/PuttGreen/Backyard
126
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps, Vacation Rental House
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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
24
Rental Home
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps, Vacation Rental House
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Coconut Lagoon - Newly Furnished & Ready for Guests, December 2024!
22
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Stunning 5 bedroom Luxury home, Pool and Spa, beach VIEWS!
14
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps, Vacation Rental House
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Gorgeous island luxury home just one block to the Beach! Come stay with us!
10
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps, Vacation Rental House
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Upscale waterfront home, private pool, beautiful views!
16
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps, Vacation Rental House
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Newly Renovated Vintage AMI Cottage. Heated Pool! North End! 2 Blocks to Beach!
20
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Anna Maria North End Retreat, Private Pool, 250 feet from the beach
33
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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NY EVE DISCOUNT 15%! NO DAMAGE GUESTS WELCOME! Gulf front, heated pool & hot tub
24
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Gone Coastal: *3 mins to beach *Pet-Friendly *Budget-friendly
3
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Vacation Rental House
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BON AMI: 3BR Family-Friendly Pool Home Less than Block from Beach
19
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Reef Romance managed by Beach Retreats
14
Rental Home
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5 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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White Pearl-New Premier AMI Home with Sunset Views
9
Rental Home
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4 bedrooms
6 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Sirenia By The Sea - Putting Green/Waterfront/Dock//Pool/ Hot Tub/Steps
86
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 12
Match:
Sleeps, Vacation Rental House
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Tropical gem near beach with amazing Gulf view, pool, spa, game room & roof deck
6
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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**SPECIAL** Anna Cabana B: 1BR North End Pool Home
13
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps, Vacation Rental House
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Thanksgiving dinner included: 15lb Turkey/Sweet Potato Mash/Pumpkin Pie
13
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps, Vacation Rental House
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Golf Cart, Bimini Cove by SeaBreeze Vacation
13
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 12
Match:
Sleeps, Vacation Rental House
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Chillifish- Peaceful Floridian home.
10
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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Unique beach house near Bean Point, heated pool and just 3 min to beach.
24
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Vacation Rental House
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