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Vacation Rentals and Beach Rentals in Anna Maria, FL
Vacation Rentals
USA
Florida (FL)
Anna Maria Island
Anna Maria Vacation Rentals
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Amenities
Internet or Wifi (754)
Air Conditioning (749)
Washer/Dryer (704)
Other outdoor space (640)
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Suitability
Kid friendly (747)
Pet friendly (233)
Smoking allowed (9)
Wheelchair access (0)
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Property type
Vacation Rental House (705)
Condominium/Apartment (49)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (195)
Boat Available (42)
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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754 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
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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
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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:
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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
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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:
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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:
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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:
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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:
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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:
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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:
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Stylish bayside condo with WiFi & pool - close to the beach & restaurants
25
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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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:
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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:
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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:
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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
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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:
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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:
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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:
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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:
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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:
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Serendipity Gulfront- gulf beach front
13
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
21
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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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
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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
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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:
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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
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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:
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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:
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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:
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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:
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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:
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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:
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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:
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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:
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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:
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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
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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
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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:
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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
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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
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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
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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:
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Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
18
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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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
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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:
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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:
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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
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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
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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:
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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:
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Frequently Asked Questions about Anna Maria
Do any vacation rentals in Anna Maria have a pool?
Yes, here are some popular vacation rentals in Anna Maria that have a pool:
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
Charming cottage in quiet area, close to beach & bay.
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
See all vacation rentals with a pool in Anna Maria on Tripadvisor
Do any vacation rentals in Anna Maria have internet access?
Yes, here are some popular vacation rentals in Anna Maria that have internet access:
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
Charming cottage in quiet area, close to beach & bay.
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
See all vacation rentals in Anna Maria on Tripadvisor
What are the best pet friendly rentals in Anna Maria?
The best pet friendly rentals in Anna Maria are:
Charming cottage in quiet area, close to beach & bay.
Luxury home close to beach! Pool & putting green
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
See all pet friendly vacation rentals in Anna Maria on Tripadvisor
What are some great rentals in Anna Maria that are kid friendly?
Some of the most popular kid friendly rentals in Anna Maria are:
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
Charming cottage in quiet area, close to beach & bay.
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
See all kid friendly vacation rentals in Anna Maria on Tripadvisor
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