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Anna Maria, FL accommodations
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3134 Lodgings in Anna Maria, FL

Best Anna Maria, FL lodging with a pool

Among the 3134 accommodations in Anna Maria, FL, here are the 4 best ones with a pool

Gulf View Retreat! Pool, Decks And 2 King Beds! - Anna Maria, FL
9.6 41 reviews

Gulf View Retreat! Pool, Decks And 2 King Beds!

apartment, Anna Maria
This property is situated on Anna Maria Island, just a 1.6km walk from Bradenton Beach and Palmetto Avenue Beach, offering a peaceful and picturesque setting. The property has received excellent ratings for user experience, location, and cleanliness.
The house has 3 bedrooms and is 232 square metres in size. It is fully equipped with a kitchen, washing machine, three bathrooms, a refrigerator, a private pool, a spa tub, barbecue grills, and access to a water park, making it ideal for families and groups looking for a comfortable and enjoyable stay.
Sea Spray 5: *Heated Pool *Steps To Beach - Anna Maria, FL
10 18 reviews

Sea Spray 5: *Heated Pool *Steps To Beach

apartment, Anna Maria
This Anna Maria holiday home is located just a kilometre from Bradenton Beach and Palmetto Avenue Beach, offering easy access to the island's beautiful coastline. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The three-bedroom house is spread over 117 square metres and comfortably accommodates up to seven guests. Amenities include a private pool, a barbecue, and a fully equipped kitchen, perfect for enjoying a relaxing and memorable stay.
The Palm Leaf Home - Anna Maria, FL
9.5 43 reviews

The Palm Leaf Home

house, Anna Maria
The Palm Leaf home is situated in Anna Maria, Florida, a short 1.8km walk from Anna Maria Island and a 1km walk from Anna Maria City Pier, with Sarasota Bradenton International Airport approximately 29km away.
This 163 square metre property offers three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, private patio, swimming pool, free Wi-Fi, and parking, comfortably accommodating families or groups.
Felicity: Luxury Bayfront Home, Heated Pool, Spa - Anna Maria, FL
10 50 reviews

Felicity: Luxury Bayfront Home, Heated Pool, Spa

apartment, Anna Maria
This luxurious beachfront property is located on Anna Maria Island's North Shore Drive, offering direct beach access and stunning views of the Sunshine Skyway Bridge.
This four-bedroom, eight-guest holiday home boasts approximately 271 square metres of living space, including expansive terraces, a private pool, hot tub, full kitchen with three ovens, and kayaks for guest use.

Best family friendly Anna Maria, FL lodging

Among the 3134 accommodations in Anna Maria, FL, here are the 4 best for families

Playa Esmeralda Suite 4 - Anna Maria, FL
9.1 30 reviews

Playa Esmeralda Suite 4

apartment, Bradenton Beach
Playa Esmeralda Unit C, a self-catering apartment in Bradenton Beach, Florida, is a two-minute walk from Cortez Beach and within a 24km radius of Anna Maria City Pier and the Greens of Manatee Golf Club.
This one-bedroom flat offers 42 square metres of space, sleeping up to seven guests and including free Wi-Fi, private parking, and a kitchen equipped with a fridge and microwave.
Sea Whisper: North End Gem W/ Pool & Boat Dock - Anna Maria, FL
9.6 154 reviews

Sea Whisper: North End Gem W/ Pool & Boat Dock

apartment, Anna Maria
This three-bedroom waterfront home is situated just outside the historic Green Village district, a short walk (less than 1.6 km) from Anna Maria Beach.
The 139 square metre property boasts a private pool, spa tub, and fenced garden, comfortably accommodating up to seven guests, with amenities including a fully equipped kitchen, free Wi-Fi, and barbecue grills.
Cozy Barefoot Bungalow: Steps To Bayfront Park & Bean Point, Pet-friendly! - Anna Maria, FL
10 3 reviews

Cozy Barefoot Bungalow: Steps To Bayfront Park & Bean Point, Pet-friendly!

apartment, Anna Maria
This Anna Maria Island bungalow, a short 0.8km stroll from Bayfront Park and Bean Point Beach, offers easy access to Anna Maria City Pier and Pine Avenue.
The 95 square metre, two-bedroom, two-bathroom property sleeps five, boasting a fully equipped kitchen, air conditioning, a garden, and fitness centre access; recent updates (early 2025) enhance this comfortable self-catering holiday home.
Soak In The Sun With A Large Heated Pool - Anna Maria, FL
10 1 review

Soak In The Sun With A Large Heated Pool

house, Anna Maria
This Anna Maria Island holiday home is situated near the Anna Maria City Pier, approximately 27 kilometres from Sarasota Bradenton International Airport and 31 kilometres from the John and Mable Ringling Museum of Art.
The 60-square-metre property offers a two-bedroom, two-bathroom layout sleeping up to 11 guests, boasting a private heated outdoor pool, terrace, fully equipped kitchen with dishwasher, and air conditioning; families are welcome, but guests under 25 require a parent or guardian.

Frequently Asked Questions about accommodations in Anna Maria, FL

  • What are the must-see sites in or near Anna Maria, FL?

    Well, you can't miss the Anna Maria Island Historical Society Museum and the iconic Anna Maria City Pier, which is great for fishing or just enjoying the views. And if you're into nature, the Pine Avenue Park is a must-visit, with its beautiful beach access and lush greenery.
  • What are the best accommodations in Anna Maria, FL?

  • How can travelers reach Anna Maria, FL?

    The easiest way to get to Anna Maria is by flying into Sarasota Bradenton International Airport (SRQ), which is just a short drive away. If you're driving, it's about a 2-hour drive from Tampa or Orlando. And of course, you can always take a scenic drive down from the north.
  • What are the best accommodations with a pool in Anna Maria, FL?

  • What outdoor activities can visitors enjoy in and around Anna Maria, FL?

    Anna Maria is a paradise for outdoor enthusiasts! You can spend your days swimming, sunbathing, or kayaking in the crystal-clear waters. And for something a bit more adventurous, there's paddleboarding, jet skiing, and even dolphin watching tours. Don't forget to visit the nearby Robinson Preserve, a great spot for hiking and birdwatching.
  • What are the best accommodations with a jacuzzi in Anna Maria, FL?

  • When is the ideal time to plan a trip to Anna Maria, FL?

    The best time to visit Anna Maria is during the spring or autumn, when the weather is warm and sunny but not too hot. You'll avoid the summer crowds and the occasional hurricane season in the late summer and early autumn.
  • What are the best accommodations for families and kids in Anna Maria, FL?

  • What are the best walking or cycling routes in Anna Maria, FL?

    The Anna Maria Island Nature Trail is a great option for a leisurely walk or bike ride, offering stunning views of the coastline and mangroves. For a more scenic route, try the Pine Avenue Park to the Bayfront Park trail, which takes you along the beautiful waterfront.
  • What are the best pet friendly accommodations in Anna Maria, FL?

  • What nearby towns or cities can be explored from Anna Maria, FL?

    From Anna Maria, you can easily explore the charming towns of Bradenton Beach and Holmes Beach, which are both located on the same island. For a bit more of a city experience, head to Sarasota, which is about a 30-minute drive away and offers a vibrant arts and culture scene.
  • What are the best accommodations with parking in Anna Maria, FL?

  • What amenities can travelers expect from accommodations in Anna Maria, FL?

    You'll find a wide range of accommodation options in Anna Maria, from cozy beach cottages to luxurious hotels. Many accommodations offer amenities like swimming pools, hot tubs, and even private beach access. And don't forget to check out the many restaurants and cafes in the area, offering everything from fresh seafood to casual dining.

Popular destinations

Best Anna Maria, FL accommodation with a balcony

Anna Maria Guest House 212 - Anna Maria, FL
9.7 4 reviews

Anna Maria Guest House 212

house, Anna Maria
Anna Maria Guest House 212 is a beachfront property, a 3-minute walk from Anna Maria Island and a 10-minute walk (approx. 1.6km) from Anna Maria City Pier, situated 27km from Sarasota Bradenton International Airport and 32km from The John and Mable Ringling Museum of Art.
This three-bedroom, two-bathroom holiday home boasts 145 square metres of space, accommodating up to 15 guests and featuring a private pool, free Wi-Fi, and a fully equipped kitchen including a dishwasher; nearby activities include exploring Anna Maria Island's beaches.
Holmes Beach Condo Near Anna Maria: Pool Access! - Anna Maria, FL
9.7 4 reviews

Holmes Beach Condo Near Anna Maria: Pool Access!

house, Holmes Beach
This Holmes Beach holiday home is situated 6.3km from Anna Maria City Pier, offering convenient access to the beach and local attractions.
The 121 square metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a private pool, spa, and fully equipped kitchen with dishwasher; free Wi-Fi is also provided.
Cabana Breeze - Anna Maria, FL
10 2 reviews

Cabana Breeze

house, Anna Maria
Cabana Breeze is a beachfront property on Anna Maria Island, a two-minute walk from Anna Maria City Pier and 29 kilometres from Sarasota Bradenton International Airport.
This four-bedroom, two-bathroom holiday home sleeps fifteen guests and boasts a private pool, terrace, free Wi-Fi, and parking; enjoy the fully equipped kitchen and fitness centre.
Lakefront Ground Floor 1br Suite Heated Pool & Spa - Anna Maria, FL
9.9 127 reviews

Lakefront Ground Floor 1br Suite Heated Pool & Spa

apartment, Anna Maria
This resort is situated on the waterfront in Anna Maria, just a kilometre from Bradenton Beach and Bean Point Beach, offering easy access to the island's beautiful beaches. It has received excellent ratings for its location, cleanliness and overall experience.
The ground floor suite is 35 square metres and can accommodate up to two guests. This family-friendly resort offers a range of amenities including a heated swimming pool, spa tub, garden, barbecue grills, a fitness centre and a water park.

Best Anna Maria, FL accommodation with a kitchen

1br Oceanfront | Balcony | W/d | Ac - Anna Maria, FL
9.3 85 reviews

1br Oceanfront | Balcony | W/d | Ac

apartment, Bradenton Beach
This Bradenton Beach flat is situated directly opposite the Gulf of Mexico beach, approximately 2.4 kilometres from Cortez and under 1.6 kilometres from Coquina Beach, home to the annual SandBlast sandcastle competition.
The one-bedroom, one-bathroom apartment sleeps four guests and features a well-equipped kitchen, two flatscreen TVs, free Wi-Fi, designated parking, and a Key West-style patio with beach views; enjoy easy access to Bradenton Beach's waterfront dining and entertainment via the free island trolley.
121 M² House ∙ 3 Bedrooms ∙ 7 Guests - Anna Maria, FL
No reviews

121 M² House ∙ 3 Bedrooms ∙ 7 Guests

house, Anna Maria
This 7th-floor apartment offers direct beachfront access on Anna Maria Island, providing panoramic Gulf of Mexico views and is a short drive from the shops and restaurants of Pine Avenue and the Anna Maria Pier.
This 120 square meter holiday home accommodates up to seven guests with three bedrooms and two bathrooms, featuring air conditioning, a swimming pool, garden, tennis court, parking, and a kitchen equipped with a fridge, microwave oven, and dishwasher.
Bayou Breeze  Amazing Waterfront Condo On Pine Ave With Dock And Water Views - Anna Maria, FL
10 21 reviews

Bayou Breeze Amazing Waterfront Condo On Pine Ave With Dock And Water Views

apartment, Anna Maria
This Anna Maria Island waterfront apartment is situated less than 1.6km from Anna Maria City Pier, Anna Maria Beach, and Bean Point Beach, and a short walk from Bay Boulevard Beach and Historic Green Village.
The 76 square metre property boasts two bedrooms, one bathroom, sleeps four guests, and includes a private balcony, swimming pool, spa, parking, and in-unit laundry facilities.
Southern Breeze 2 - Anna Maria, FL
8.9 14 reviews

Southern Breeze 2

house, Anna Maria
Southern Breeze 2, a beachfront Anna Maria Island holiday home, is a 7-minute walk from Anna Maria Island and an 11-minute walk (approximately 1.8km) from Anna Maria City Pier, 27km from Sarasota Bradenton International Airport and 32km from The John and Mable Ringling Museum of Art.
This 73 square metre property features two bedrooms, one bathroom, sleeps eleven guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, a swimming pool and fitness centre, perfect for families or groups seeking a beachfront stay.
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