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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

Nautical Nest W Slip - Anna Maria, FL
8.0 1 review

Nautical Nest W Slip

apartment, Bradenton
This Bradenton flat is an 8-minute walk from Palma Sola Causeway Park and 10.3 kilometres from Anna Maria City Pier.
This two-bedroom, two-bathroom apartment accommodates up to ten guests and offers air conditioning, a fully equipped kitchen, free Wi-Fi, and private parking, along with a balcony for outdoor relaxation.
Once Upon A Tide Managed By Beach Retreats Fl Anna Maria Island - Anna Maria, FL
9.4 18 reviews

Once Upon A Tide Managed By Beach Retreats Fl Anna Maria Island

apartment, Anna Maria
This apartment is situated on the prestigious North end of Anna Maria Island, just 1.6 kilometres from the beautiful Bean Point beach. The apartment is highly rated, having received excellent user reviews.
The apartment has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. It boasts a private heated pool, outdoor living space, and a fully equipped kitchen, making it ideal for families and groups of friends looking for a relaxing and enjoyable stay.
New!~heated Pool! Steps To The Beach! Sailfish - Anna Maria, FL
No reviews

New!~heated Pool! Steps To The Beach! Sailfish

apartment, Holmes Beach
Villa 1 Sailfish is a dog-friendly holiday flat located in Holmes Beach, just 180 metres from Manatee Beach and within the Islands West Resort. This holiday flat offers two bedrooms and two bathrooms, sleeping up to six guests with a king suite, twin bunks, and a queen sofa bed, and features a shared heated salt pool, on-site barbecue, and includes beach gear.
The Shell House-near Beach-enclosed Private Pool - Anna Maria, FL
9.5 203 reviews

The Shell House-near Beach-enclosed Private Pool

apartment, Cortez
This Cortez property is minutes from Anna Maria Island's beaches and a short drive from Cortez Fishing Village, offering easy access to local amenities.
The 158-square-metre house boasts three bedrooms, two bathrooms, sleeps eight guests, features a private pool with a 55" Smart TV, and includes a fully equipped kitchen, two living rooms, and modern amenities.

Best family friendly Anna Maria, FL lodging

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

Sea Site Retreat Unit B! Great Attractions Nearby! Short Walk To The Beach! - Anna Maria, FL
8.0 4 reviews

Sea Site Retreat Unit B! Great Attractions Nearby! Short Walk To The Beach!

house, Bradenton Beach
Sea Site Retreat Unit B, a three-bedroom holiday home in Bradenton Beach, Florida, is a short walk from the beach, 7.7km from Anna Maria City Pier, and 16km from Greens of Manatee Golf Club.
This 139-square-metre property sleeps up to 11 guests, boasting two bathrooms, a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, cable TV, and on-site parking.
Pool, Boat Dock & Canal Views - Anna Maria, FL
No reviews

Pool, Boat Dock & Canal Views

apartment, Cortez
This Bradenton holiday let offers direct waterfront access and is situated approximately 6.4 kilometres from the centre of Cortez.
This family-friendly flat accommodates up to 9 guests across 4 bedrooms and features a screened, heated pool, private hot tub, outdoor grill, and ample parking.
Gone Coastal By Beach Boutique Rentals - Anna Maria, FL
9.7 89 reviews

Gone Coastal By Beach Boutique Rentals

apartment, Holmes Beach
This apartment is located just a short walk from the beach in Holmes Beach, a popular destination with easy access to shops, restaurants, and the trolley stop. The property enjoys excellent ratings for location, cleanliness, and user experience.
The apartment is well-equipped with a private heated saltwater pool, a fully equipped kitchen, and a king-sized bedroom, offering a comfortable and relaxing stay. You can enjoy outdoor activities like grilling, playing ping pong or cornhole, and relaxing on the terrace or in the garden.
Ev Charger, Blue Lagoon By Seabreeze Vacation - Anna Maria, FL
9.7 151 reviews

Ev Charger, Blue Lagoon By Seabreeze Vacation

apartment, Anna Maria
This Anna Maria Island beachfront property is situated less than 1.6km from Anna Maria Beach and under 1.6km from the Island Players theatre, with Bradenton Beach and the Anna Maria Island Museum both within a 10-minute drive.
This four-bedroom holiday home boasts a fully equipped kitchen, private swimming pool, spa, fitness centre, and free Wi-Fi, perfect for families or groups seeking a luxurious beach getaway with easy access to local attractions.

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

4 Beds 4.5 Bath With Pool 3 Blocks To Beach - Anna Maria, FL
10 96 reviews

4 Beds 4.5 Bath With Pool 3 Blocks To Beach

apartment, Anna Maria
This Anna Maria Island holiday flat is located a few blocks from Pine Avenue's shopping district and a five-minute walk to the sandy beaches, offering proximity to Bean Point Beach and Anna Maria Beach.
This 201 square meter residence accommodates up to eight guests across four en-suite bedrooms, featuring a gourmet kitchen with Jenn Air appliances, a freeform swimming pool, a garden, a tennis court, and parking.
Aug, Sept. Specials ,Beachfront, Private Beach On The Waterfront, Bring Your Dog - Anna Maria, FL
9.6 212 reviews

Aug, Sept. Specials ,Beachfront, Private Beach On The Waterfront, Bring Your Dog

apartment, Anna Maria
This beachfront property is located in Anna Maria, just a short walk from the Anna Maria City Pier and Pine Avenue, with easy access to the free trolley.
This three-bedroom, two-bathroom apartment offers a spacious 189 square metre living area with direct beach access, a private deck, and a luxurious master suite with a Jacuzzi tub.
Amie House Mod Beach Getaway - Anna Maria, FL
10 142 reviews

Amie House Mod Beach Getaway

apartment, Anna Maria
This modern four-bedroom house is situated on Anna Maria Island's North Shore, a two-minute walk (0.16km) from the pristine sands.
The 195 square metre property boasts a spacious open-plan layout, sleeping eight guests comfortably, and includes a heated pool, jacuzzi, tennis court, and beach amenities such as Tommy Bahama chairs and a Wavestorm paddleboard.
Charming 2br Retreat Near Bradenton Beach & Anna Maria Island | Walk To Preserve | 10 Min To Beach | Lanai + Laundry  |  Sleeps 4 - Anna Maria, FL
8.4 8 reviews

Charming 2br Retreat Near Bradenton Beach & Anna Maria Island | Walk To Preserve | 10 Min To Beach | Lanai + Laundry | Sleeps 4

apartment, Cortez
This beachfront apartment in Bradenton, Florida, is situated near the city centre, a short 0.8km walk from the Riverwalk and The Bishop Museum of Science and Nature, and under 1.6km from the Manatee Performing Arts Centre and LECOM Park.
This 119 square metre, two-bedroom, two-bathroom flat sleeps four guests and boasts a fully equipped kitchen, private balcony, free Wi-Fi, and access to a spa, tennis court, and concierge services.

Best Anna Maria, FL accommodation with a kitchen

Adorable Updated Cottage Steps To The Beach With Pool, Beach Gear, Bikes & Grill - Anna Maria, FL
9.8 20 reviews

Adorable Updated Cottage Steps To The Beach With Pool, Beach Gear, Bikes & Grill

apartment, Anna Maria
This Anna Maria Island holiday home is situated a short 1.6km walk from Bradenton Beach and Palmetto Avenue Beach, and within 1.6km of the Island Players, Anna Maria Island Museum, and Historic Green Village.
The 82 square metre property offers two bedrooms, two bathrooms, sleeps six guests, and boasts a private swimming pool, spa, and BBQ facilities, alongside free Wi-Fi and a fully equipped kitchen.
Bayfront Escape Dog-friendly Charm - Anna Maria, FL
9.6 20 reviews

Bayfront Escape Dog-friendly Charm

apartment, Anna Maria
This Anna Maria Island waterfront cottage offers direct access to water activities like jet skiing and kayaking, and is situated close to Anna Maria Island Beach and Bean Point Beach.
The 74 square metre property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, laundry facilities, BBQ grills, private balconies, and air conditioning; nearby attractions include AMI Paddleboard Adventures and Fish Hole Adventure Golf.
Luxury Beachfront House In Anna Maria! - Anna Maria, FL
10 15 reviews

Luxury Beachfront House In Anna Maria!

apartment, Anna Maria
This luxury holiday flat in Anna Maria is situated mere steps from the beach and downtown shops, offering bay and island views towards Passage Key and the Skyway Bridge.
Accommodating up to 10 guests across 4 bedrooms and 4 bathrooms, this property boasts a private swimming pool, spa, and a rooftop deck, alongside a putting green and multiple entertainment areas.
Gone Coastal: *3 Mins To Beach *Pet-friendly - Anna Maria, FL
8.5 11 reviews

Gone Coastal: *3 Mins To Beach *Pet-friendly

apartment, Anna Maria
This two-bedroom cottage on Anna Maria Island is situated just 0.16 km from the Gulf beaches and 0.32 km from Pine Avenue's shops, restaurants, and the free trolley.
The pet-friendly property, sleeping up to four guests, boasts a modern open-plan layout with two bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, a garden, and on-site parking for two cars.
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