We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Anna Maria Island Villas

Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 mi
0 rentals in Anna Maria Island.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
AMI Beach Shack, vacation rental in Anna Maria Island
AMI Beach Shack, vacation rental in Anna Maria Island
AMI Beach Shack, vacation rental in Anna Maria Island

AMI Beach Shack

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection

The Villas by the Sea #3, vacation rental in Anna Maria Island
The Villas by the Sea #3, vacation rental in Anna Maria Island
The Villas by the Sea #3, vacation rental in Anna Maria Island

The Villas by the Sea #3

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

Tarpon Tree House, vacation rental in Anna Maria Island
Tarpon Tree House, vacation rental in Anna Maria Island
Tarpon Tree House, vacation rental in Anna Maria Island

Tarpon Tree House

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

Best Little Beach House on Anna Maria Island...With a pool, vacation rental in Anna Maria Island
Best Little Beach House on Anna Maria Island...With a pool, vacation rental in Anna Maria Island
Best Little Beach House on Anna Maria Island...With a pool, vacation rental in Anna Maria Island

Best Little Beach House on Anna Maria Island...With a pool

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

NEW! Completely Renovated! BEACH FRONT with HEATED POOL ! Gulf View  #102, vacation rental in Anna Maria Island
NEW! Completely Renovated! BEACH FRONT with HEATED POOL ! Gulf View  #102, vacation rental in Anna Maria Island
NEW! Completely Renovated! BEACH FRONT with HEATED POOL ! Gulf View  #102, vacation rental in Anna Maria Island

NEW! Completely Renovated! BEACH FRONT with HEATED POOL ! Gulf View #102

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Luxury Suite Near The Beach, vacation rental in Anna Maria Island
Luxury Suite Near The Beach, vacation rental in Anna Maria Island
Luxury Suite Near The Beach, vacation rental in Anna Maria Island

Luxury Suite Near The Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

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
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Seaside Sanctuary #1 - World's Greatest Sunsets!, vacation rental in Anna Maria Island
Seaside Sanctuary #1 - World's Greatest Sunsets!, vacation rental in Anna Maria Island
Seaside Sanctuary #1 - World's Greatest Sunsets!, vacation rental in Anna Maria Island

Seaside Sanctuary #1 - World's Greatest Sunsets!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Beautiful, Gulf-Front Home on Bean Point--Halcyon House, vacation rental in Anna Maria Island
Beautiful, Gulf-Front Home on Bean Point--Halcyon House, vacation rental in Anna Maria Island
Beautiful, Gulf-Front Home on Bean Point--Halcyon House, vacation rental in Anna Maria Island

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Salty Snapper Beach House, Steps to Beach, Pool Table, Tropical Yard w/Fire Pit, vacation rental in Anna Maria Island
Salty Snapper Beach House, Steps to Beach, Pool Table, Tropical Yard w/Fire Pit, vacation rental in Anna Maria Island
Salty Snapper Beach House, Steps to Beach, Pool Table, Tropical Yard w/Fire Pit, vacation rental in Anna Maria Island

Salty Snapper Beach House, Steps to Beach, Pool Table, Tropical Yard w/Fire Pit

Rental Home
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Save time - get the best Anna Maria Island rentals sent straight to your email!
Blue Sky:  Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!, vacation rental in Anna Maria Island
Blue Sky:  Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!, vacation rental in Anna Maria Island
Blue Sky:  Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!, vacation rental in Anna Maria Island

Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Dragonfly - Southern charm on the North end of Anna Maria Island, vacation rental in Anna Maria Island
Dragonfly - Southern charm on the North end of Anna Maria Island, vacation rental in Anna Maria Island
Dragonfly - Southern charm on the North end of Anna Maria Island, vacation rental in Anna Maria Island

Dragonfly - Southern charm on the North end of Anna Maria Island

Rental Home
5 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool, vacation rental in Anna Maria Island
Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool, vacation rental in Anna Maria Island
Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool, vacation rental in Anna Maria Island

Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spectacular Beachfront House with Pool, vacation rental in Anna Maria Island
Spectacular Beachfront House with Pool, vacation rental in Anna Maria Island
Spectacular Beachfront House with Pool, vacation rental in Anna Maria Island

Spectacular Beachfront House with Pool

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Calling all water lovers! Plus free bikes+tandem kayaks+beach cart+hot tub+dock, vacation rental in Anna Maria Island
Calling all water lovers! Plus free bikes+tandem kayaks+beach cart+hot tub+dock, vacation rental in Anna Maria Island
Calling all water lovers! Plus free bikes+tandem kayaks+beach cart+hot tub+dock, vacation rental in Anna Maria Island

Calling all water lovers! Plus free bikes+tandem kayaks+beach cart+hot tub+dock

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Sea Pirate  #8, Family Friendly Cottage By The Sea on Anna Maria Island, vacation rental in Anna Maria Island
Sea Pirate  #8, Family Friendly Cottage By The Sea on Anna Maria Island, vacation rental in Anna Maria Island
Sea Pirate  #8, Family Friendly Cottage By The Sea on Anna Maria Island, vacation rental in Anna Maria Island

Sea Pirate #8, Family Friendly Cottage By The Sea on Anna Maria Island

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl, vacation rental in Anna Maria Island
Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl, vacation rental in Anna Maria Island
Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl, vacation rental in Anna Maria Island

Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Elevator! Luxury Home,  Heated Pool, Spa,  3 min walk to Beach, office & monitor, vacation rental in Anna Maria Island
Elevator! Luxury Home,  Heated Pool, Spa,  3 min walk to Beach, office & monitor, vacation rental in Anna Maria Island
Elevator! Luxury Home,  Heated Pool, Spa,  3 min walk to Beach, office & monitor, vacation rental in Anna Maria Island

Elevator! Luxury Home, Heated Pool, Spa, 3 min walk to Beach, office & monitor

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Blue Water Beach House:  5+ bdrm, 4.5 bath, Heated Pool/spa, 1.5 blocks to beach, vacation rental in Anna Maria Island
Blue Water Beach House:  5+ bdrm, 4.5 bath, Heated Pool/spa, 1.5 blocks to beach, vacation rental in Anna Maria Island
Blue Water Beach House:  5+ bdrm, 4.5 bath, Heated Pool/spa, 1.5 blocks to beach, vacation rental in Anna Maria Island

Blue Water Beach House: 5+ bdrm, 4.5 bath, Heated Pool/spa, 1.5 blocks to beach

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

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
More info
Vrbo.com logo
Check in
Check out

2 BR 2 Full BA on Anna Maria Island just steps to Beach!, vacation rental in Anna Maria Island
2 BR 2 Full BA on Anna Maria Island just steps to Beach!, vacation rental in Anna Maria Island
2 BR 2 Full BA on Anna Maria Island just steps to Beach!, vacation rental in Anna Maria Island

2 BR 2 Full BA on Anna Maria Island just steps to Beach!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!, vacation rental in Anna Maria Island
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!, vacation rental in Anna Maria Island
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!, vacation rental in Anna Maria Island

Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

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
More info
Vrbo.com logo
Check in
Check out

Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!, vacation rental in Anna Maria Island
Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!, vacation rental in Anna Maria Island
Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!, vacation rental in Anna Maria Island

Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

SPOIL YOURSELVES AND VACATION DIRECTLY ON THE GULF OF MEXICO BEACH!, vacation rental in Anna Maria Island
SPOIL YOURSELVES AND VACATION DIRECTLY ON THE GULF OF MEXICO BEACH!, vacation rental in Anna Maria Island
SPOIL YOURSELVES AND VACATION DIRECTLY ON THE GULF OF MEXICO BEACH!, vacation rental in Anna Maria Island

SPOIL YOURSELVES AND VACATION DIRECTLY ON THE GULF OF MEXICO BEACH!

Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Beautiful, decorated and furnished, spacious Great Room family & kid friendly,, vacation rental in Anna Maria Island
Beautiful, decorated and furnished, spacious Great Room family & kid friendly,, vacation rental in Anna Maria Island
Beautiful, decorated and furnished, spacious Great Room family & kid friendly,, vacation rental in Anna Maria Island

Beautiful, decorated and furnished, spacious Great Room family & kid friendly,

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!, vacation rental in Anna Maria Island
Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!, vacation rental in Anna Maria Island
Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!, vacation rental in Anna Maria Island

Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool, vacation rental in Anna Maria Island
Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool, vacation rental in Anna Maria Island
Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool, vacation rental in Anna Maria Island

Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool

Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

beach - private + sunny + heated pool - clean - PS4 - Solar Energy - pool table, vacation rental in Anna Maria Island
beach - private + sunny + heated pool - clean - PS4 - Solar Energy - pool table, vacation rental in Anna Maria Island
beach - private + sunny + heated pool - clean - PS4 - Solar Energy - pool table, vacation rental in Anna Maria Island

beach - private + sunny + heated pool - clean - PS4 - Solar Energy - pool table

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spacious Canal Front Home w/ Private Heated Pool on AMI, vacation rental in Anna Maria Island
Spacious Canal Front Home w/ Private Heated Pool on AMI, vacation rental in Anna Maria Island
Spacious Canal Front Home w/ Private Heated Pool on AMI, vacation rental in Anna Maria Island

Spacious Canal Front Home w/ Private Heated Pool on AMI

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

AMI Completely Renovated Sunset Paradise! Direct Beach Front Gulf View Condo#105, vacation rental in Anna Maria Island
AMI Completely Renovated Sunset Paradise! Direct Beach Front Gulf View Condo#105, vacation rental in Anna Maria Island
AMI Completely Renovated Sunset Paradise! Direct Beach Front Gulf View Condo#105, vacation rental in Anna Maria Island

AMI Completely Renovated Sunset Paradise! Direct Beach Front Gulf View Condo#105

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Bungalow On The Bayou  (Best Location on the Island), vacation rental in Anna Maria Island
Bungalow On The Bayou  (Best Location on the Island), vacation rental in Anna Maria Island
Bungalow On The Bayou  (Best Location on the Island), vacation rental in Anna Maria Island

Bungalow On The Bayou (Best Location on the Island)

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street, vacation rental in Anna Maria Island
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street, vacation rental in Anna Maria Island
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street, vacation rental in Anna Maria Island

MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Island Living, refreshing outdoor shower and  pool ,  pet friendly if approved, vacation rental in Anna Maria Island
Island Living, refreshing outdoor shower and  pool ,  pet friendly if approved, vacation rental in Anna Maria Island
Island Living, refreshing outdoor shower and  pool ,  pet friendly if approved, vacation rental in Anna Maria Island

Island Living, refreshing outdoor shower and pool , pet friendly if approved

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

North Island Beach Escape, vacation rental in Anna Maria Island
North Island Beach Escape, vacation rental in Anna Maria Island
North Island Beach Escape, vacation rental in Anna Maria Island

North Island Beach Escape

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Charming house with private heated pool, lanai.  Great location to beach & shops, vacation rental in Anna Maria Island
Charming house with private heated pool, lanai.  Great location to beach & shops, vacation rental in Anna Maria Island
Charming house with private heated pool, lanai.  Great location to beach & shops, vacation rental in Anna Maria Island

Charming house with private heated pool, lanai. Great location to beach & shops

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

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
More info
Vrbo.com logo
Check in
Check out

Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Cabana, vacation rental in Anna Maria Island
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Cabana, vacation rental in Anna Maria Island
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Cabana, vacation rental in Anna Maria Island

Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Cabana

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

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
More info
Vrbo.com logo
Check in
Check out

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
More info
Vrbo.com logo
Check in
Check out

AMI North End Private Heated Pool.  Great location to beach, vacation rental in Anna Maria Island
AMI North End Private Heated Pool.  Great location to beach, vacation rental in Anna Maria Island
AMI North End Private Heated Pool.  Great location to beach, vacation rental in Anna Maria Island

AMI North End Private Heated Pool. Great location to beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island
Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island
Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island

Close To The Beach And Restaurants With Private Heated Pool!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Big Luxury 6 bd/pool/spa! Bikes! Kayak! Reviews! Beach! Newly updated!, vacation rental in Anna Maria Island
Big Luxury 6 bd/pool/spa! Bikes! Kayak! Reviews! Beach! Newly updated!, vacation rental in Anna Maria Island
Big Luxury 6 bd/pool/spa! Bikes! Kayak! Reviews! Beach! Newly updated!, vacation rental in Anna Maria Island

Big Luxury 6 bd/pool/spa! Bikes! Kayak! Reviews! Beach! Newly updated!

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Seaside Sanctuary #2 - Read Our Reviews - 100%  Positive, vacation rental in Anna Maria Island
Seaside Sanctuary #2 - Read Our Reviews - 100%  Positive, vacation rental in Anna Maria Island
Seaside Sanctuary #2 - Read Our Reviews - 100%  Positive, vacation rental in Anna Maria Island

Seaside Sanctuary #2 - Read Our Reviews - 100% Positive

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spoonbill Hideaway*Huge Pool/Spa/Across from Gulf Beach*10% to Hurricane Relief!, vacation rental in Anna Maria Island
Spoonbill Hideaway*Huge Pool/Spa/Across from Gulf Beach*10% to Hurricane Relief!, vacation rental in Anna Maria Island
Spoonbill Hideaway*Huge Pool/Spa/Across from Gulf Beach*10% to Hurricane Relief!, vacation rental in Anna Maria Island

Spoonbill Hideaway*Huge Pool/Spa/Across from Gulf Beach*10% to Hurricane Relief!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

LARGE Saltwater heated/cooled pool in a tropical backyard!  Near IMG/beach ️, vacation rental in Anna Maria Island
LARGE Saltwater heated/cooled pool in a tropical backyard!  Near IMG/beach ️, vacation rental in Anna Maria Island
LARGE Saltwater heated/cooled pool in a tropical backyard!  Near IMG/beach ️, vacation rental in Anna Maria Island

LARGE Saltwater heated/cooled pool in a tropical backyard! Near IMG/beach ️

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Family Fun Close to Beach, Pool Slide Spa & Elevator, vacation rental in Anna Maria Island
Family Fun Close to Beach, Pool Slide Spa & Elevator, vacation rental in Anna Maria Island
Family Fun Close to Beach, Pool Slide Spa & Elevator, vacation rental in Anna Maria Island

Family Fun Close to Beach, Pool Slide Spa & Elevator

Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

$200  towards a private fishing charter with Captain Josh with 2020 reservation, vacation rental in Anna Maria Island
$200  towards a private fishing charter with Captain Josh with 2020 reservation, vacation rental in Anna Maria Island
$200  towards a private fishing charter with Captain Josh with 2020 reservation, vacation rental in Anna Maria Island

$200 towards a private fishing charter with Captain Josh with 2020 reservation

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Coquina Reef!  1 Block From Beautiful Bradenton Beach!, vacation rental in Anna Maria Island
Coquina Reef!  1 Block From Beautiful Bradenton Beach!, vacation rental in Anna Maria Island
Coquina Reef!  1 Block From Beautiful Bradenton Beach!, vacation rental in Anna Maria Island

Coquina Reef! 1 Block From Beautiful Bradenton Beach!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo, vacation rental in Anna Maria Island
1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo, vacation rental in Anna Maria Island
1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo, vacation rental in Anna Maria Island

1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

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.
More
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.