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Anna Maria Island Family & Kid Friendly Rentals

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Property type

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Distance from

5 mi
3049 rentals in Anna Maria Island.
Anna Maria Sunsets - studio, vacation rental in Anna Maria Island
Anna Maria Sunsets - studio, vacation rental in Anna Maria Island
Anna Maria Sunsets - studio, vacation rental in Anna Maria Island

Anna Maria Sunsets - studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Anna Maria Sunsets - studio, vacation rental in Anna Maria Island
Anna Maria Sunsets - studio, vacation rental in Anna Maria Island
Anna Maria Sunsets - studio, vacation rental in Anna Maria Island

Anna Maria Sunsets - studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Anna Maria Island - 2/1, vacation rental in Anna Maria Island
Anna Maria Island - 2/1, vacation rental in Anna Maria Island
Anna Maria Island - 2/1, vacation rental in Anna Maria Island

Anna Maria Island - 2/1

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island
Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island
Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island

Anna Maria Beach Condo 1/1

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Completely remodeled beach front condo with full ocean views, steps to the water, vacation rental in Anna Maria Island
Completely remodeled beach front condo with full ocean views, steps to the water, vacation rental in Anna Maria Island
Completely remodeled beach front condo with full ocean views, steps to the water, vacation rental in Anna Maria Island

Completely remodeled beach front condo with full ocean views, steps to the water

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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HEATED POOL... A Private "Kitchenette", fire pit and hot tub!, vacation rental in Anna Maria Island
HEATED POOL... A Private "Kitchenette", fire pit and hot tub!, vacation rental in Anna Maria Island
HEATED POOL... A Private "Kitchenette", fire pit and hot tub!, vacation rental in Anna Maria Island

HEATED POOL... A Private "Kitchenette", fire pit and hot tub!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Villa-style condo with pool and beach access - Condo 8, vacation rental in Anna Maria Island
Villa-style condo with pool and beach access - Condo 8, vacation rental in Anna Maria Island
Villa-style condo with pool and beach access - Condo 8, vacation rental in Anna Maria Island

Villa-style condo with pool and beach access - Condo 8

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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SunKissed Cottage - beachfront north end AMI, vacation rental in Anna Maria Island
SunKissed Cottage - beachfront north end AMI, vacation rental in Anna Maria Island
SunKissed Cottage - beachfront north end AMI, vacation rental in Anna Maria Island

SunKissed Cottage - beachfront north end AMI

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island

Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool, vacation rental in Anna Maria Island
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool, vacation rental in Anna Maria Island
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool, vacation rental in Anna Maria Island

Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night, vacation rental in Anna Maria Island
Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night, vacation rental in Anna Maria Island
Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night, vacation rental in Anna Maria Island

Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island
Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island
Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island

Anna Maria Beach Condo 1/1

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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The Pink House Unit B: A Cozy Retreat Steps from the Beach, vacation rental in Anna Maria Island
The Pink House Unit B: A Cozy Retreat Steps from the Beach, vacation rental in Anna Maria Island
The Pink House Unit B: A Cozy Retreat Steps from the Beach, vacation rental in Anna Maria Island

The Pink House Unit B: A Cozy Retreat Steps from the Beach

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, vacation rental in Anna Maria Island
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, vacation rental in Anna Maria Island
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, vacation rental in Anna Maria Island

Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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65 steps to beach or bay, $******* new pool, new deck,views,paddle boards,Kayaks, vacation rental in Anna Maria Island
65 steps to beach or bay, $******* new pool, new deck,views,paddle boards,Kayaks, vacation rental in Anna Maria Island
65 steps to beach or bay, $******* new pool, new deck,views,paddle boards,Kayaks, vacation rental in Anna Maria Island

65 steps to beach or bay, $******* new pool, new deck,views,paddle boards,Kayaks

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Beach Front, vacation rental in Anna Maria Island
Beach Front, vacation rental in Anna Maria Island
Beach Front, vacation rental in Anna Maria Island

Beach Front

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!, vacation rental in Anna Maria Island
Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!, vacation rental in Anna Maria Island
Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!, vacation rental in Anna Maria Island

Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Naut 2 Shabby Bungalow  | A sweet and cozy getaway on Pine Avenue!, vacation rental in Anna Maria Island
Naut 2 Shabby Bungalow  | A sweet and cozy getaway on Pine Avenue!, vacation rental in Anna Maria Island
Naut 2 Shabby Bungalow  | A sweet and cozy getaway on Pine Avenue!, vacation rental in Anna Maria Island

Naut 2 Shabby Bungalow | A sweet and cozy getaway on Pine Avenue!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Heated Pool with Private outdoor "kitchenette", hot tub, and fire pit!!!!, vacation rental in Anna Maria Island
Heated Pool with Private outdoor "kitchenette", hot tub, and fire pit!!!!, vacation rental in Anna Maria Island
Heated Pool with Private outdoor "kitchenette", hot tub, and fire pit!!!!, vacation rental in Anna Maria Island

Heated Pool with Private outdoor "kitchenette", hot tub, and fire pit!!!!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria Island
Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria Island
Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria Island

Charming cottage in quiet area, close to beach & bay.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, vacation rental in Anna Maria Island
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, vacation rental in Anna Maria Island
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, vacation rental in Anna Maria Island

Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria Island
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria Island
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria Island

Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Boutique Spanish-Style Villa - perfect for a family or couples getaway, vacation rental in Anna Maria Island
Boutique Spanish-Style Villa - perfect for a family or couples getaway, vacation rental in Anna Maria Island
Boutique Spanish-Style Villa - perfect for a family or couples getaway, vacation rental in Anna Maria Island

Boutique Spanish-Style Villa - perfect for a family or couples getaway

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, vacation rental in Anna Maria Island
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, vacation rental in Anna Maria Island
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, vacation rental in Anna Maria Island

Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Beachfront Condo with Amazing Views, vacation rental in Anna Maria Island
Beachfront Condo with Amazing Views, vacation rental in Anna Maria Island
Beachfront Condo with Amazing Views, vacation rental in Anna Maria Island

Beachfront Condo with Amazing Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Waterfront dog-friendly home with heated private pool, dock, views, and lanai, vacation rental in Anna Maria Island
Waterfront dog-friendly home with heated private pool, dock, views, and lanai, vacation rental in Anna Maria Island
Waterfront dog-friendly home with heated private pool, dock, views, and lanai, vacation rental in Anna Maria Island

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Amazing beach getaway pool condo by the beach, vacation rental in Anna Maria Island
Amazing beach getaway pool condo by the beach, vacation rental in Anna Maria Island
Amazing beach getaway pool condo by the beach, vacation rental in Anna Maria Island

Amazing beach getaway pool condo by the beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!, vacation rental in Anna Maria Island
Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!, vacation rental in Anna Maria Island
Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!, vacation rental in Anna Maria Island

Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Condo In Paradise on Anna Maria Island, vacation rental in Anna Maria Island
Condo In Paradise on Anna Maria Island, vacation rental in Anna Maria Island
Condo In Paradise on Anna Maria Island, vacation rental in Anna Maria Island

Condo In Paradise on Anna Maria Island

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Lovely 2 bedroom apartment, vacation rental in Anna Maria Island
Lovely 2 bedroom apartment, vacation rental in Anna Maria Island
Lovely 2 bedroom apartment, vacation rental in Anna Maria Island

Lovely 2 bedroom apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Newly Renovated Cottage Across the Street from Beach, with Private Pool!, vacation rental in Anna Maria Island
Newly Renovated Cottage Across the Street from Beach, with Private Pool!, vacation rental in Anna Maria Island
Newly Renovated Cottage Across the Street from Beach, with Private Pool!, vacation rental in Anna Maria Island

Newly Renovated Cottage Across the Street from Beach, with Private Pool!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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Elegant Beachfront Condo w/pool!  Walking distance to many restaurants and shops, vacation rental in Anna Maria Island
Elegant Beachfront Condo w/pool!  Walking distance to many restaurants and shops, vacation rental in Anna Maria Island
Elegant Beachfront Condo w/pool!  Walking distance to many restaurants and shops, vacation rental in Anna Maria Island

Elegant Beachfront Condo w/pool! Walking distance to many restaurants and shops

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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250 Foot Steps To The Gulf Of Mexico, vacation rental in Anna Maria Island
250 Foot Steps To The Gulf Of Mexico, vacation rental in Anna Maria Island
250 Foot Steps To The Gulf Of Mexico, vacation rental in Anna Maria Island

250 Foot Steps To The Gulf Of Mexico

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Beach Palms 7A-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surrounded By Wat, vacation rental in Anna Maria Island
Beach Palms 7A-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surrounded By Wat, vacation rental in Anna Maria Island
Beach Palms 7A-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surrounded By Wat, vacation rental in Anna Maria Island

Beach Palms 7A-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surrounded By Wat

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, vacation rental in Anna Maria Island
Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, vacation rental in Anna Maria Island
Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, vacation rental in Anna Maria Island

Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Beach Club at AMI #12: Studio / 1 BA Resort on Anna Maria by RVA, Sleeps 2, vacation rental in Anna Maria Island
Beach Club at AMI #12: Studio / 1 BA Resort on Anna Maria by RVA, Sleeps 2, vacation rental in Anna Maria Island
Beach Club at AMI #12: Studio / 1 BA Resort on Anna Maria by RVA, Sleeps 2, vacation rental in Anna Maria Island

Beach Club at AMI #12: Studio / 1 BA Resort on Anna Maria by RVA, Sleeps 2

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Panoramic Ocean View Apartment, vacation rental in Anna Maria Island
Panoramic Ocean View Apartment, vacation rental in Anna Maria Island
Panoramic Ocean View Apartment, vacation rental in Anna Maria Island

Panoramic Ocean View Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Experience the passion of hospitality, cleaning, and good location!, vacation rental in Anna Maria Island
Experience the passion of hospitality, cleaning, and good location!, vacation rental in Anna Maria Island
Experience the passion of hospitality, cleaning, and good location!, vacation rental in Anna Maria Island

Experience the passion of hospitality, cleaning, and good location!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Near Bean Point!! Short stays available! Heated Pool, vacation rental in Anna Maria Island
Near Bean Point!! Short stays available! Heated Pool, vacation rental in Anna Maria Island
Near Bean Point!! Short stays available! Heated Pool, vacation rental in Anna Maria Island

Near Bean Point!! Short stays available! Heated Pool

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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2 MIN WALK TO BEACH--KING STUDIO- FULL RENO IN 2018 -HTED -POOL-SIDE-COZY, vacation rental in Anna Maria Island
2 MIN WALK TO BEACH--KING STUDIO- FULL RENO IN 2018 -HTED -POOL-SIDE-COZY, vacation rental in Anna Maria Island
2 MIN WALK TO BEACH--KING STUDIO- FULL RENO IN 2018 -HTED -POOL-SIDE-COZY, vacation rental in Anna Maria Island

2 MIN WALK TO BEACH--KING STUDIO- FULL RENO IN 2018 -HTED -POOL-SIDE-COZY

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!, vacation rental in Anna Maria Island
Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!, vacation rental in Anna Maria Island
Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!, vacation rental in Anna Maria Island

Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Beautiful condo with breathtaking panoramic bay view and steps to the beach, vacation rental in Anna Maria Island
Beautiful condo with breathtaking panoramic bay view and steps to the beach, vacation rental in Anna Maria Island
Beautiful condo with breathtaking panoramic bay view and steps to the beach, vacation rental in Anna Maria Island

Beautiful condo with breathtaking panoramic bay view and steps to the beach

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba, vacation rental in Anna Maria Island
Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba, vacation rental in Anna Maria Island
Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba, vacation rental in Anna Maria Island

Gulf View Retreat, Beach Views, Pool, Firepit, 2 Kayaks, PaddleBoard, 3BR/2Ba

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Lime Kiss A! 3 Bedroom, 2 Bathroom Home Just Across The Street From The Beach, vacation rental in Anna Maria Island
Lime Kiss A! 3 Bedroom, 2 Bathroom Home Just Across The Street From The Beach, vacation rental in Anna Maria Island
Lime Kiss A! 3 Bedroom, 2 Bathroom Home Just Across The Street From The Beach, vacation rental in Anna Maria Island

Lime Kiss A! 3 Bedroom, 2 Bathroom Home Just Across The Street From The Beach

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Anna Maria Island Beach Sands 203-Private Beach Access-Free Wi-Fi-Heated Pool, vacation rental in Anna Maria Island
Anna Maria Island Beach Sands 203-Private Beach Access-Free Wi-Fi-Heated Pool, vacation rental in Anna Maria Island
Anna Maria Island Beach Sands 203-Private Beach Access-Free Wi-Fi-Heated Pool, vacation rental in Anna Maria Island

Anna Maria Island Beach Sands 203-Private Beach Access-Free Wi-Fi-Heated Pool

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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~ SPECIAL RATES ~ BEACHFRONT Condo ~ Updated & Pool/Spa area ~, vacation rental in Anna Maria Island
~ SPECIAL RATES ~ BEACHFRONT Condo ~ Updated & Pool/Spa area ~, vacation rental in Anna Maria Island
~ SPECIAL RATES ~ BEACHFRONT Condo ~ Updated & Pool/Spa area ~, vacation rental in Anna Maria Island

~ SPECIAL RATES ~ BEACHFRONT Condo ~ Updated & Pool/Spa area ~

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, vacation rental in Anna Maria Island
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, vacation rental in Anna Maria Island
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, vacation rental in Anna Maria Island

Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Beautiful Ground Level Home with Heated Pool!, vacation rental in Anna Maria Island
Beautiful Ground Level Home with Heated Pool!, vacation rental in Anna Maria Island
Beautiful Ground Level Home with Heated Pool!, vacation rental in Anna Maria Island

Beautiful Ground Level Home with Heated Pool!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Adorable Bungalow Near the Intercoastal Waterway and Beach!, vacation rental in Anna Maria Island
Adorable Bungalow Near the Intercoastal Waterway and Beach!, vacation rental in Anna Maria Island
Adorable Bungalow Near the Intercoastal Waterway and Beach!, vacation rental in Anna Maria Island

Adorable Bungalow Near the Intercoastal Waterway and Beach!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Panoramic Ocean View Beach Front Apartment/Cond, vacation rental in Anna Maria Island
Panoramic Ocean View Beach Front Apartment/Cond, vacation rental in Anna Maria Island
Panoramic Ocean View Beach Front Apartment/Cond, vacation rental in Anna Maria Island

Panoramic Ocean View Beach Front Apartment/Cond

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Showing results 1-50 of 3,126

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.