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Anna Maria Island Vacation Rentals

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Bedrooms

Bathrooms

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5 mi
3,073 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
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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
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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
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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
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HEATED & CHILLED POOL..Private outdoor living with grill, fire pit, and hot tub!, vacation rental in Anna Maria Island
HEATED & CHILLED POOL..Private outdoor living with grill, fire pit, and hot tub!, vacation rental in Anna Maria Island
HEATED & CHILLED POOL..Private outdoor living with grill, fire pit, and hot tub!, vacation rental in Anna Maria Island

HEATED & CHILLED POOL..Private outdoor living with grill, fire pit, and hot tub!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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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
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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
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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
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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
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2nd floor Bradenton Beach, Gulf view, beach view, WiFi, Balcony, keyless entry, vacation rental in Anna Maria Island
2nd floor Bradenton Beach, Gulf view, beach view, WiFi, Balcony, keyless entry, vacation rental in Anna Maria Island
2nd floor Bradenton Beach, Gulf view, beach view, WiFi, Balcony, keyless entry, vacation rental in Anna Maria Island

2nd floor Bradenton Beach, Gulf view, beach view, WiFi, Balcony, keyless entry

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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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
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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
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Coral Cove: Walk to the Beach! Heated pool! Prime North End!, vacation rental in Anna Maria Island
Coral Cove: Walk to the Beach! Heated pool! Prime North End!, vacation rental in Anna Maria Island
Coral Cove: Walk to the Beach! Heated pool! Prime North End!, vacation rental in Anna Maria Island

Coral Cove: Walk to the Beach! Heated pool! Prime North End!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beach Club at Anna Maria Island #12 Resort by RVA, vacation rental in Anna Maria Island
Beach Club at Anna Maria Island #12 Resort by RVA, vacation rental in Anna Maria Island
Beach Club at Anna Maria Island #12 Resort by RVA, vacation rental in Anna Maria Island

Beach Club at Anna Maria Island #12 Resort by RVA

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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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
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COZY STUDIO APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! KING BED. SLEEPS 2., vacation rental in Anna Maria Island
COZY STUDIO APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! KING BED. SLEEPS 2., vacation rental in Anna Maria Island
COZY STUDIO APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! KING BED. SLEEPS 2., vacation rental in Anna Maria Island

COZY STUDIO APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! KING BED. SLEEPS 2.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Open for business following 2 storms. Vacation ready! - more in description, vacation rental in Anna Maria Island
Open for business following 2 storms. Vacation ready! - more in description, vacation rental in Anna Maria Island
Open for business following 2 storms. Vacation ready! - more in description, vacation rental in Anna Maria Island

Open for business following 2 storms. Vacation ready! - more in description

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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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
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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
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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
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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 6
Match: Sleeps
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Relaxing Beach Getaway, vacation rental in Anna Maria Island
Relaxing Beach Getaway, vacation rental in Anna Maria Island
Relaxing Beach Getaway, vacation rental in Anna Maria Island

Relaxing Beach Getaway

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Low Rider - Bottom Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island
Low Rider - Bottom Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island
Low Rider - Bottom Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island

Low Rider - Bottom Unit - Brand New Golf Cart Included

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beachfront Condo-Amazing Views of the Sunset from Every Room!   2 King/4 twins, vacation rental in Anna Maria Island
Beachfront Condo-Amazing Views of the Sunset from Every Room!   2 King/4 twins, vacation rental in Anna Maria Island
Beachfront Condo-Amazing Views of the Sunset from Every Room!   2 King/4 twins, vacation rental in Anna Maria Island

Beachfront Condo-Amazing Views of the Sunset from Every Room! 2 King/4 twins

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tropical luxury beach home with heated pool, vacation rental in Anna Maria Island
Tropical luxury beach home with heated pool, vacation rental in Anna Maria Island
Tropical luxury beach home with heated pool, vacation rental in Anna Maria Island

Tropical luxury beach home with heated pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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SURFS UP - Top Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island
SURFS UP - Top Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island
SURFS UP - Top Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island

SURFS UP - Top Unit - Brand New Golf Cart Included

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stylish bayside condo with WiFi & pool - close to the beach & restaurants, vacation rental in Anna Maria Island
Stylish bayside condo with WiFi & pool - close to the beach & restaurants, vacation rental in Anna Maria Island
Stylish bayside condo with WiFi & pool - close to the beach & restaurants, vacation rental in Anna Maria Island

Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pet friendly renovated duplex 5 min drive from the beach, vacation rental in Anna Maria Island
Pet friendly renovated duplex 5 min drive from the beach, vacation rental in Anna Maria Island
Pet friendly renovated duplex 5 min drive from the beach, vacation rental in Anna Maria Island

Pet friendly renovated duplex 5 min drive from the beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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PRIVATE / NOT SHARED POOL, WALK TO BEACH, vacation rental in Anna Maria Island
PRIVATE / NOT SHARED POOL, WALK TO BEACH, vacation rental in Anna Maria Island
PRIVATE / NOT SHARED POOL, WALK TO BEACH, vacation rental in Anna Maria Island

PRIVATE / NOT SHARED POOL, WALK TO BEACH

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Starfish B - Breathtaking Sunsets, Elevator & Private Roof Top Terrace, vacation rental in Anna Maria Island
Starfish B - Breathtaking Sunsets, Elevator & Private Roof Top Terrace, vacation rental in Anna Maria Island
Starfish B - Breathtaking Sunsets, Elevator & Private Roof Top Terrace, vacation rental in Anna Maria Island

Starfish B - Breathtaking Sunsets, Elevator & Private Roof Top Terrace

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury home close to beach! Pool & putting green, vacation rental in Anna Maria Island
Luxury home close to beach! Pool & putting green, vacation rental in Anna Maria Island
Luxury home close to beach! Pool & putting green, vacation rental in Anna Maria Island

Luxury home close to beach! Pool & putting green

Rental Home
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Castaway Cottage + Beach + Heated Private Pool & Spa = R & R!  Near Bean Point!, vacation rental in Anna Maria Island
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R!  Near Bean Point!, vacation rental in Anna Maria Island
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R!  Near Bean Point!, vacation rental in Anna Maria Island

Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay, vacation rental in Anna Maria Island
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay, vacation rental in Anna Maria Island
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay, vacation rental in Anna Maria Island

Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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COZY APT IN QUADRAPLEX HOME. 2 BR/1 BA. Sleeps 5 max.  Pool.  STEPS to beach!, vacation rental in Anna Maria Island
COZY APT IN QUADRAPLEX HOME. 2 BR/1 BA. Sleeps 5 max.  Pool.  STEPS to beach!, vacation rental in Anna Maria Island
COZY APT IN QUADRAPLEX HOME. 2 BR/1 BA. Sleeps 5 max.  Pool.  STEPS to beach!, vacation rental in Anna Maria Island

COZY APT IN QUADRAPLEX HOME. 2 BR/1 BA. Sleeps 5 max. Pool. STEPS to beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL, vacation rental in Anna Maria Island
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL, vacation rental in Anna Maria Island
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL, vacation rental in Anna Maria Island

COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beach Club at Anna Maria #6: 1 BR / 1 BA Resort on Anna Maria by RVA, Sleeps 4, vacation rental in Anna Maria Island
Beach Club at Anna Maria #6: 1 BR / 1 BA Resort on Anna Maria by RVA, Sleeps 4, vacation rental in Anna Maria Island
Beach Club at Anna Maria #6: 1 BR / 1 BA Resort on Anna Maria by RVA, Sleeps 4, vacation rental in Anna Maria Island

Beach Club at Anna Maria #6: 1 BR / 1 BA Resort on Anna Maria by RVA, Sleeps 4

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ultimate Beach pool House  Family Vacation Home., vacation rental in Anna Maria Island
Ultimate Beach pool House  Family Vacation Home., vacation rental in Anna Maria Island
Ultimate Beach pool House  Family Vacation Home., vacation rental in Anna Maria Island

Ultimate Beach pool House Family Vacation Home.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill, vacation rental in Anna Maria Island
Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill, vacation rental in Anna Maria Island
Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill, vacation rental in Anna Maria Island

Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beachfront, EASTER SPECIAL, SEE RATES  Dogs R free, Walking Beach, Awesome views, vacation rental in Anna Maria Island
Beachfront, EASTER SPECIAL, SEE RATES  Dogs R free, Walking Beach, Awesome views, vacation rental in Anna Maria Island
Beachfront, EASTER SPECIAL, SEE RATES  Dogs R free, Walking Beach, Awesome views, vacation rental in Anna Maria Island

Beachfront, EASTER SPECIAL, SEE RATES Dogs R free, Walking Beach, Awesome views

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Kingfish- North end family home on canal!, vacation rental in Anna Maria Island
Kingfish- North end family home on canal!, vacation rental in Anna Maria Island
Kingfish- North end family home on canal!, vacation rental in Anna Maria Island

Kingfish- North end family home on canal!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Home on the Canal, vacation rental in Anna Maria Island
Beautiful Home on the Canal, vacation rental in Anna Maria Island
Beautiful Home on the Canal, vacation rental in Anna Maria Island

Beautiful Home on the Canal

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cloud 9- beachfront/heated pool/ 4 plus bedroom, vacation rental in Anna Maria Island
Cloud 9- beachfront/heated pool/ 4 plus bedroom, vacation rental in Anna Maria Island
Cloud 9- beachfront/heated pool/ 4 plus bedroom, vacation rental in Anna Maria Island

Cloud 9- beachfront/heated pool/ 4 plus bedroom

Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Beach Club at Anna Maria Island #7 Resort by RVA, vacation rental in Anna Maria Island
Beach Club at Anna Maria Island #7 Resort by RVA, vacation rental in Anna Maria Island
Beach Club at Anna Maria Island #7 Resort by RVA, vacation rental in Anna Maria Island

Beach Club at Anna Maria Island #7 Resort by RVA

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV, vacation rental in Anna Maria Island
SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV, vacation rental in Anna Maria Island
SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV, vacation rental in Anna Maria Island

SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beach Club at Anna Maria Island #8 Resort by RVA, vacation rental in Anna Maria Island
Beach Club at Anna Maria Island #8 Resort by RVA, vacation rental in Anna Maria Island
Beach Club at Anna Maria Island #8 Resort by RVA, vacation rental in Anna Maria Island

Beach Club at Anna Maria Island #8 Resort by RVA

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beach Palms 8B-Beach 1 Minute Walk, Heated Pool, Free Wi-Fi-Dock-Private Balcony, vacation rental in Anna Maria Island
Beach Palms 8B-Beach 1 Minute Walk, Heated Pool, Free Wi-Fi-Dock-Private Balcony, vacation rental in Anna Maria Island
Beach Palms 8B-Beach 1 Minute Walk, Heated Pool, Free Wi-Fi-Dock-Private Balcony, vacation rental in Anna Maria Island

Beach Palms 8B-Beach 1 Minute Walk, Heated Pool, Free Wi-Fi-Dock-Private Balcony

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay, vacation rental in Anna Maria Island
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay, vacation rental in Anna Maria Island
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay, vacation rental in Anna Maria Island

Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serendipity Gulfront- gulf beach front, vacation rental in Anna Maria Island
Serendipity Gulfront- gulf beach front, vacation rental in Anna Maria Island
Serendipity Gulfront- gulf beach front, vacation rental in Anna Maria Island

Serendipity Gulfront- gulf beach front

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Walk-up suite with on-site pool, private deck, full kitchen - walk to beach, vacation rental in Anna Maria Island
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach, vacation rental in Anna Maria Island
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach, vacation rental in Anna Maria Island

Walk-up suite with on-site pool, private deck, full kitchen - walk to beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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It's wonderful time to enjoy the island. Cool and quiet with low fall rates., vacation rental in Anna Maria Island
It's wonderful time to enjoy the island. Cool and quiet with low fall rates., vacation rental in Anna Maria Island
It's wonderful time to enjoy the island. Cool and quiet with low fall rates., vacation rental in Anna Maria Island

It's wonderful time to enjoy the island. Cool and quiet with low fall rates.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 3,073
Frequently Asked Questions about Anna Maria Island






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.
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