Cabin rentals and cottages in Anna Maria Island

87 available cabin and cottage offers

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Best cabin rentals and cottages in Anna Maria Island

2 Mi to Bradenton Beach: Water-view Home w/ BBQ - Anna Maria Island

2 Mi to Bradenton Beach: Water-view Home w/ BBQ

Cottage, Anna Maria Island

2 Mi to Bradenton Beach: Water-view Home w/ BBQ is a cottage in Anna Maria Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 2 Mi to Bradenton Beach: Water-view Home w/ BBQ

2 Mi to Bradenton Beach: Water-view Home w/ BBQ is a cottage in Anna Maria Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,403.

From$138/night
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Ty's Canal Cottage - Anna Maria Island

Ty's Canal Cottage

Cottage, Anna Maria Island

Ty's Canal Cottage is a cottage in Anna Maria Island. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Ty's Canal Cottage

Ty's Canal Cottage is a cottage in Anna Maria Island. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, ac, air conditioning, internet, and non smoking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,036.

From$148/night
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Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt. - Anna Maria Island

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

Cottage, Anna Maria Island

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt. is a cottage in Anna Maria Island, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt. is a cottage in Anna Maria Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,212.

From$173/night
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Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach - Anna Maria Island

Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach

Cottage, Anna Maria Island

Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach is a cottage in Anna Maria Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach

Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach is a cottage in Anna Maria Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,522.

From$175/night
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Cabins and cottages with hot tubs in Anna Maria Island

Renovated 3BR Dog Friendly Pond View W/D - Anna Maria Island

Renovated 3BR Dog Friendly Pond View W/D

Cottage, Anna Maria Island

Renovated 3BR Dog Friendly Pond View W/D is a cottage in Anna Maria Island, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Renovated 3BR Dog Friendly Pond View W/D

Renovated 3BR Dog Friendly Pond View W/D is a cottage in Anna Maria Island, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,207.

From$122/night
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Bridge Street Beach House | Wi-Fi | Center of All - Anna Maria Island

Bridge Street Beach House | Wi-Fi | Center of All

Cottage, Anna Maria Island

Bridge Street Beach House · Wi-Fi · Center of All is a cottage in Anna Maria Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable…

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About Bridge Street Beach House | Wi-Fi | Center of All

Bridge Street Beach House · Wi-Fi · Center of All is a cottage in Anna Maria Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,720.

From$246/night
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Charming Ground Level Resort Style 3 unit Condo - unit C - Anna Maria Island

Charming Ground Level Resort Style 3 unit Condo - unit C

Cottage, Anna Maria Island

Charming Ground Level Resort Style 3 unit Condo - unit C is a cottage in Anna Maria Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Ground Level Resort Style 3 unit Condo - unit C

Charming Ground Level Resort Style 3 unit Condo - unit C is a cottage in Anna Maria Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,769.

From$253/night
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Beach across the road, pool a few steps out the door of this charming cottage. - Anna Maria Island

Beach across the road, pool a few steps out the door of this charming cottage.

Cottage, Anna Maria Island

Beach across the road, pool a few steps out the door of this charming cottage. is a cottage in Anna Maria Island, with pool access and easy beach access. This stay gives travelers a…

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About Beach across the road, pool a few steps out the door of this charming cottage.

Beach across the road, pool a few steps out the door of this charming cottage. is a cottage in Anna Maria Island, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,834.

From$262/night
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Secluded cabins and cottages in Anna Maria Island

Coastal Luxury 7mi to Anna Maria Private Cottage - Anna Maria Island

Coastal Luxury 7mi to Anna Maria Private Cottage

Cottage, Anna Maria Island

Coastal Luxury 7mi to Anna Maria Private Cottage is a cottage in Anna Maria Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage is a cottage in Anna Maria Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,281.

From$183/night
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Sarasota Vacation Rental w/ Private Pool & Lanai! - Anna Maria Island

Sarasota Vacation Rental w/ Private Pool & Lanai!

Cottage, Anna Maria Island

Sarasota Vacation Rental w/ Private Pool & Lanai! is a cottage in Anna Maria Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Sarasota Vacation Rental w/ Private Pool & Lanai!

Sarasota Vacation Rental w/ Private Pool & Lanai! is a cottage in Anna Maria Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,975.

From$206/night
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2 Mi to Riverwalk: Gem w/ Private Pool & Yard! - Anna Maria Island

2 Mi to Riverwalk: Gem w/ Private Pool & Yard!

Cottage, Anna Maria Island

2 Mi to Riverwalk: Gem w/ Private Pool & Yard! is a cottage in Anna Maria Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Mi to Riverwalk: Gem w/ Private Pool & Yard!

2 Mi to Riverwalk: Gem w/ Private Pool & Yard! is a cottage in Anna Maria Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,953.

From$212/night
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Cottage B at Historic Waterfront Fish Camp. Private dock- 1 minute walk to beach - Anna Maria Island

Cottage B at Historic Waterfront Fish Camp. Private dock- 1 minute walk to beach

Cottage, Anna Maria Island

Cottage B at Historic Waterfront Fish Camp. Private dock- 1 minute walk to beach is a cottage in Anna Maria Island, with easy beach access. This stay gives travelers a comfortable base for…

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About Cottage B at Historic Waterfront Fish Camp. Private dock- 1 minute walk to beach

Cottage B at Historic Waterfront Fish Camp. Private dock- 1 minute walk to beach is a cottage in Anna Maria Island, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,044.

From$292/night
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Top cities in Anna Maria Island

Cabins & cottages destinationTreasure IslandCabins & cottages destinationSaint Petersburg

Family cabins and cottages in Anna Maria Island

Romantic Island Getaway! Just Steps from the Beach - Anna Maria Island

Romantic Island Getaway! Just Steps from the Beach

Cottage, Anna Maria Island

Romantic Island Getaway! Just Steps from the Beach is a cottage in Anna Maria Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach is a cottage in Anna Maria Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,624.

From$232/night
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Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6 - Anna Maria Island

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

Cottage, Anna Maria Island

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6 is a cottage in Anna Maria Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6 is a cottage in Anna Maria Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,011.

From$287/night
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Seabreeze Cottage - sleeps 6 guests in 2 bedrooms - Anna Maria Island

Seabreeze Cottage - sleeps 6 guests in 2 bedrooms

Cottage, Anna Maria Island

Seabreeze Cottage - sleeps 6 guests in 2 bedrooms is a cottage in Anna Maria Island, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Seabreeze Cottage - sleeps 6 guests in 2 bedrooms

Seabreeze Cottage - sleeps 6 guests in 2 bedrooms is a cottage in Anna Maria Island, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,036.

From$291/night
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Sailfish Gulf Suites #4, Garden Views, Steps from the Beach - Anna Maria Island

Sailfish Gulf Suites #4, Garden Views, Steps from the Beach

Cottage, Anna Maria Island

Sailfish Gulf Suites #4, Garden Views, Steps from the Beach is a cottage in Anna Maria Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Sailfish Gulf Suites #4, Garden Views, Steps from the Beach

Sailfish Gulf Suites #4, Garden Views, Steps from the Beach is a cottage in Anna Maria Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, beachfront, beach front, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,135.

From$305/night
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Pet-friendly cabins and cottages in Anna Maria Island

1 Mi to Anna Maria Island: Pet-friendly Retreat - Anna Maria Island

1 Mi to Anna Maria Island: Pet-friendly Retreat

Cottage, Anna Maria Island

1 Mi to Anna Maria Island: Pet-friendly Retreat is a cottage in Anna Maria Island, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable…

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About 1 Mi to Anna Maria Island: Pet-friendly Retreat

1 Mi to Anna Maria Island: Pet-friendly Retreat is a cottage in Anna Maria Island, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,965.

From$224/night
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Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach - Anna Maria Island

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

Cottage, Anna Maria Island

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach is a cottage in Anna Maria Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach is a cottage in Anna Maria Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,809.

From$258/night
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Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach - Anna Maria Island

Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach

Cottage, Anna Maria Island

Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach is a cottage in Anna Maria Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach

Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach is a cottage in Anna Maria Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,870.

From$267/night
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Anna Maria Cottage with Golf Cart - Anna Maria Island

Anna Maria Cottage with Golf Cart

Cottage, Anna Maria Island

Anna Maria Cottage with Golf Cart is a cottage in Anna Maria Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Anna Maria Cottage with Golf Cart

Anna Maria Cottage with Golf Cart is a cottage in Anna Maria Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,962.

From$280/night
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Other places to stay in Anna Maria Island

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