Holiday Homes in Anna Maria
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5 km
734 rentals in Anna Maria.
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
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Charming cottage in quiet area, close to beach & bay.
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Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
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Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
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*NEW LISTING* Boutique Spanish-Style Villa - perfect for family/couple getaway
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Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
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Waterfront dog-friendly home with heated private pool, dock, views, and lanai
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Coral Cove: Walk to the Beach! Heated pool! Prime North End!
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Near Bean Point!! Short stays available! Heated Pool
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BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
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Beautiful Ground Level Home with Heated Pool!
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Ideal Location, Stunning Villa! Close to beach, beach gear provided!
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Family Fun Anna Maria Vacation Home, Just Steps from Bean Point - Called In Sic
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Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes Sleeps 16
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Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
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Canal-front home with private dock, covered lanai with heated pool and grill
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Spectacular Beachfront House with Pool
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Stylish bayside condo with WiFi & pool - close to the beach & restaurants
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Private Salt Water Pool & Spa, WALK TO BEACH, near Bean Point, GROUND LEVEL.
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Charming Bungalow with Fabulous Location and Private Pool!
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Private Home with Heated Pool and Screened Lanai, 2 Houses to Beach
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Luxury home close to beach! Pool & putting green
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Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
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Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay
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Coconut Cove: *Canalfront *Pet-friendly *Putt-putt *Pool *Hot Tub
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Updated bayside condo with heated pool - across the street from the beach
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Ground-floor duplex with fast WiFi, central AC & grill
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Budget-friendly beach condo with pool access, washer/dryer, WiFi & full kitchen
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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
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We will be accepting new reservations from January 2025 going forward only.
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Beachfront, EASTER SPECIAL, SEE RATES Dogs R free, Walking Beach, Awesome views
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Kingfish- North end family home on canal!
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Private pool, 1 Block to beach, Putting Green - Lady from the Sea
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BeachFront 4/3/ Amazing Views plus hot tub
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
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Cloud 9- beachfront/heated pool/ 4 plus bedroom
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SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
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Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
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Serendipity Gulfront- gulf beach front
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Northshore Beach House near Pine Ave, north end of Anna Maria Island
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Dreamy Beach Condo w/Incredible Location, Shared Pool, Washer/Dryer, Free WiFi
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Charming house with private heated pool, lanai. Great location to beach & shops
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AMI North End Private Heated Pool. Great location to beach
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Bay Breeze Cottages #1 (The Mahi-Mahi)
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Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
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Convenient Condo Near the Beach w/Shared Pool, Washer/Dryer, Free WiFi, & More
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Newly-Renovated, Dog-Friendly Home w/ Private Heated Pool & Streaming Services
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Blue Heron Cottage - Anna Maria Island
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Showing results 1-50 of 734
Frequently Asked Questions about Anna Maria
- Yes, here are some popular holiday 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.
- Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
- Yes, here are some popular holiday 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.
- Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
- The best pet friendly rentals in Anna Maria are:
- Charming cottage in quiet area, close to beach & bay.
- *NEW LISTING* Boutique Spanish-Style Villa - perfect for family/couple getaway
- Waterfront dog-friendly home with heated private pool, dock, views, and lanai
- 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.
- Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
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