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Anna Maria Island Family & Kid Friendly Rentals

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1239 rentals in Anna Maria Island.
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Gorgeous views,spectacular home!
5 bedrooms
3 bathrooms
Sleeps 12
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
4 bedrooms
4 bathrooms
Sleeps 8
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Anna Maria The Pink Flamingo
2 bedrooms
2 bathrooms
Sleeps 6
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Coquina Sands, view beach from balcony, priv pool
2 bedrooms
3 bathrooms
Sleeps 6
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Coastal Paradise! 5 mi to beaches! Heated Pool! Sleep up to 14
4 bedrooms
3 bathrooms
Sleeps 12
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Great Townhouse Very Close to the Beach, Shops, and Restaurants
3 bedrooms
3 bathrooms
Sleeps 6
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Beach, Private Fishing dock, Heated Pool, Tropical Paradise
3 bedrooms
3 bathrooms
Sleeps 6
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Beach Dreams 'DreamBoat Villa'
1 bedroom
1 bathroom
Sleeps 5
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Beautiful Anna Maria Island
2 bedrooms
2 bathrooms
Sleeps 4
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Gulf Winds A - a completely remodeled cozy cottage - pet friendly
2 bedrooms
2 bathrooms
Sleeps 4
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Palm Villa - a 3 bedroom, 3 bath home with heated pool
3 bedrooms
3 bathrooms
Sleeps 6
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BAY FRONT HOUSE WITH PRIVATE DOCK
2 bedrooms
2 bathrooms
Sleeps 4
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ISLAND TOWNHOUSE - 200 Steps to the BEACH
2 bedrooms
2 bathrooms
Sleeps 4
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50 Steps to Beach�. Hot Tub! 1bd modern cottage�
1 bedroom
2 bathrooms
Sleeps 4
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Home at Holmes Beach is a 3/3 close to the beach, pet friendly
3 bedrooms
3 bathrooms
Sleeps 6
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1 Block To Beach! Convenient, Modern, Comfortable, Clean.
2 bedrooms
2 bathrooms
Sleeps 5
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Anna Maria Sunset Terrace 102
2 bedrooms
2 bathrooms
Sleeps 4
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*Clean Beach to Bay Views!* Under100 Yards to Beach, Bay, & Parks*
2 bedrooms
2 bathrooms
Sleeps 6
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Ohana Hale South West Suite
2 bedrooms
1 bathroom
Sleeps 6
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Casa Bliss
2 bedrooms
2 bathrooms
Sleeps 5
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FALL INTO THE SEA from the porch of these one bedroom suites at Bali Hai Beachfr
1 bedroom
1 bathroom
Sleeps 4
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Plumfish, located on the Hammock Bayou. Beautiful!
3 bedrooms
2 bathrooms
Sleeps 8
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Aquaville A - 2/1 beauty with private pool in the heart of Anna Maria. Pets!
2 bedrooms
1 bathroom
Sleeps 4
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Honeyfish, stunning views across Bimimi Bay!
4 bedrooms
4 bathrooms
Sleeps 8
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Best Little Beach House on Anna Maria Island...With a pool
1 bedroom
1 bathroom
Sleeps 2
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Luxury Suite Near The Beach
2 bedrooms
2 bathrooms
Sleeps 4
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Limefish, spectacular beachfront location!
3 bedrooms
3 bathrooms
Sleeps 8
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Dragonfly - Southern charm on the North end of Anna Maria Island
5 bedrooms
4 bathrooms
Sleeps 10
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
2 bedrooms
2 bathrooms
Sleeps 5
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Elevator! Luxury Home, Pool, Spa, 3 min. walk to Beach, Office and Monitor!
5 bedrooms
5 bathrooms
Sleeps 12
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Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba
3 bedrooms
4 bathrooms
Sleeps 8
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Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool
2 bedrooms
2 bathrooms
Sleeps 5
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
2 bedrooms
1 bathroom
Sleeps 6
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PRIVATE POOL, WALK TO BEACH
3 bedrooms
3 bathrooms
Sleeps 8
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Fabulous One/Two Bedroom Apartments On Anna Maria Island Special Rates 4/15-5/6
2 bedrooms
2 bathrooms
Sleeps 4
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Surfside AMI, LOADED FOR FUN! Golf Cart, Heated Pool, SUP, Kayak, Beach Gear...
4 bedrooms
4 bathrooms
Sleeps 8
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1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
1 bedroom
1 bathroom
Sleeps 4
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Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
4 bedrooms
4 bathrooms
Sleeps 8
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Luxury Spacious Waterfront Pool, Spa, Bar, Dock, Near Beaches, Fall $380/n
5 bedrooms
4 bathrooms
Sleeps 8
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Coquina Reef! 1 Block From Beautiful Bradenton Beach!
1 bedroom
1 bathroom
Sleeps 4
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Anna Maria, Prive Heated Pool, Lanai
2 bedrooms
2 bathrooms
Sleeps 6
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North Island Beach Escape
3 bedrooms
2 bathrooms
Sleeps 6
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Bungalow On The Bayou (Best Location on the Island)
2 bedrooms
1 bathroom
Sleeps 5
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Family Fun Close to Beach, Pool Slide Spa & Elevator
4 bedrooms
5 bathrooms
Sleeps 12
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Spoonbill Hideaway-*WINTER SPECIAL*/Huge Pool/Spa/Across from Gulf Beach
3 bedrooms
2 bathrooms
Sleeps 6
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Anna Maria Beach Condo 1/1
1 bedroom
1 bathroom
Sleeps 4
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$200 towards a private fishing charter with Captain Josh with 2020 reservation
3 bedrooms
2 bathrooms
Sleeps 8
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New 2019 - 90sec. to beach - all day sun - big pool - quite - clean - safe - fun
3 bedrooms
2 bathrooms
Sleeps 6
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Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps
2 bedrooms
3 bathrooms
Sleeps 4
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250 Foot Steps To The Gulf Of Mexico AND a low chlorine pool!
2 bedrooms
1 bathroom
Sleeps 4
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Waterfront vacation rentals on Anna Maria Island
Whether an experienced or a first-time vacation home renter, you’ll enjoy the many choices for beachside getaways on Anna Maria Island. Luxury gulf side villas, quaint beach cottages and canal front condos offer breathing-room space and countless amenities that traditional hotel stays can’t match. Beyond the advantage of preparing some meals at home, your beach rental allows you to slide right into islander life and feel very much at home.
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Waterfront vacation rentals on Anna Maria Island
Whether an experienced or a first-time vacation home renter, you’ll enjoy the many choices for beachside getaways on Anna Maria Island. Luxury gulf side villas, quaint beach cottages and canal front condos offer breathing-room space and countless amenities that traditional hotel stays can’t match. Beyond the advantage of preparing some meals at home, your beach rental allows you to slide right into islander life and feel very much at home.
“Old Florida” charm and easy island living
Three small communities share Anna Maria Island – Bradenton Beach, Holmes Beach and Anna Maria. Each gathers along 7 miles of silky white beach overlooking the Gulf of Mexico. The island offers the village feel of Old Florida, with simple beach cottages and sandy lanes dipping under lazy Florida oaks and beachfront villas overlooking turquoise bays. There’s plenty to do on the family-friendly island, but nothing quite as important as simple relaxation. Rent a bike to roam the island or a kayak to explore the waterways. Fish, sail, comb the beaches for shells, and pack a little picnic for a sunset meal.
One-of-a-kind dining and shopping
Shop names reveal that island boutiques are anything but ordinary. The Painted Gate, Egret’s Landing, Paper Panache and other local establishments offer everything from resort wear to arts and crafts. The free island trolley runs North and South, as a convenient way to explore. Ginny's and Jane E's at the old IGA is a popular spot, where vintage furniture mixes with home-baked quiches and brioches in an internet café setting. One restaurant you can’t miss is Rod & Reel located at the end of a wooden pier jutting out into the bay. Kick back, fish, eat and let that tropical seascape deliver complete relaxation.
Take a side trip south to “Shangri-la”
Don your best resort wear and head south along Highway 789 that links Anna Maria Island to Longboat and St. Armand Keys. The gulf front drive leads you to famous St. Armand’s Circle, where elite shopping and pampered dining venues merge in an elegant European atmosphere. After a gourmet lunch, venture over to Sarasota for a visit to the cherished Ringling enclave, home to the Museum of Art and Ca d’Zan Mansion. Set in a lush 20-acre garden overlooking the water, the Venetian mansion is considered “the last of the Gilded Age mansions” built in America.
Vacation rental homes, a superb value for families and friends
Spacious living areas, plenty of baths and bedrooms and every imaginable amenity explain why vacation homes are today’s most popular travel choices. From the comfort of your own island getaway, you’ll enjoy every pleasure Anna Maria Island offers.