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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

Magnolia Breeze By Duncan Real Estate - Anna Maria, FL
10 6 reviews

Magnolia Breeze By Duncan Real Estate

apartment, Anna Maria
This elevated flat is centrally located near Pine Avenue, just 300 metres from bay access and 0.6 kilometres from beach access on Anna Maria Island.
This accommodation offers three bedrooms accommodating up to six guests, featuring a private 24-foot dock for direct Gulf water access, a private swimming pool, a spacious balcony with outdoor dining, and high-speed WiFi.
1/1 Steps To Beach W/ Heated Pool - Sleeps 4 - Anna Maria, FL
9.9 143 reviews

1/1 Steps To Beach W/ Heated Pool - Sleeps 4

apartment, Holmes Beach
This one-bedroom flat is situated in Ilexhurst, a quiet residential neighbourhood just one and a half kilometres from Bradenton Beach and Anna Maria Sound. The property has received excellent ratings for location, cleanliness, and user experience.
The flat comfortably sleeps four guests and includes a fully equipped kitchen and a living area with a sofa bed. Guests can enjoy on-site amenities like a swimming pool, garden, and barbecue grills, as well as nearby activities such as paddleboarding and surfing.
Mermaid Tale Home - Anna Maria, FL
9.4 50 reviews

Mermaid Tale Home

apartment, Bradenton Beach
This Bradenton Beach flat is ideally located just steps from Cortez Beach, a five-minute walk from Coquina Beach, and a nine-minute walk (1.4 km) from Bradenton Beach itself, providing easy access to Anna Maria Island and other nearby attractions.
This two-bedroom, two-bathroom apartment offers 98 square metres of living space, complete with a fully equipped kitchen, in-unit laundry, free Wi-Fi, and private parking; small dogs (under 11 kg) are welcome for an additional fee.
Beach Front ~Jewel Of Anna Maria Island - Anna Maria, FL
10 4 reviews

Beach Front ~Jewel Of Anna Maria Island

apartment, Holmes Beach
This Holmes Beach flat offers direct Gulf of Mexico beachfront access on the second floor, providing a tranquil escape on the island.
This two-bedroom, two-bathroom holiday home accommodates four guests and features air conditioning, a swimming pool, garden, and parking, with a fully equipped kitchen including a fridge, freezer, microwave oven, and dishwasher.

Best family friendly Anna Maria, FL lodging

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

Bay View Inn 202 - Anna Maria, FL
8.8 62 reviews

Bay View Inn 202

house, Bradenton Beach
Bay View Inn 202 is located in Bradenton Beach, just a short walk from Cortez Beach and less than a kilometre from Coquina Beach, offering a peaceful setting close to the beach. The hotel has received very good user ratings, with excellent location and cleanliness scores.
The apartment is 51 square metres and can accommodate up to four guests. It features a kitchen, a terrace, a garden, a swimming pool, parking, and free Wi-Fi, as well as a comfortable seating area and a private bathroom.
Ami Condo With Pool, Walk To Beach, Bars, Restaurants And Fishing! - Anna Maria, FL
9.0 2 reviews

Ami Condo With Pool, Walk To Beach, Bars, Restaurants And Fishing!

house, Bradenton Beach
This three-bedroom holiday home in Bradenton Beach, Florida, is a two-minute walk from Cortez Beach and 1.1 kilometres from Coquina Beach, offering easy access to local bars, restaurants, and fishing opportunities.
The 84 square metre property sleeps six, boasts a fully equipped kitchen with dishwasher, free Wi-Fi, a swimming pool, on-site parking, and sea views; a children's playground is also available.
Sunset & Gulf Views!  1 Br. Villa D, Walk To All" - Anna Maria, FL
9.9 787 reviews

Sunset & Gulf Views! 1 Br. Villa D, Walk To All"

apartment, Bradenton Beach
This apartment is located in Bradenton Beach, just steps from the marina and beach, with family-friendly attractions like Fish Hole Adventure Golf within a 10-minute walk. The property enjoys excellent user, location, and cleanliness ratings.
The self-catering accommodation sleeps up to six guests in two bedrooms and includes a well-equipped kitchen. Enjoy the outdoor amenities including a garden, barbecue grills, a jacuzzi, a tennis court, and a balcony with views of the sea.
Luxe Island Escape By Beach Boutique Rentals - Anna Maria, FL
9.7 48 reviews

Luxe Island Escape By Beach Boutique Rentals

house, Anna Maria
This luxurious Anna Maria Island holiday home is situated on the prestigious north end, a short walk from the Rod & Reel Pier and two blocks (approximately 0.2 km) from Bean Point beach.
Offering four bedrooms, four bathrooms, sleeping up to eight guests, this property boasts a heated pool, spa, swim-up bar, rooftop deck with water views, and a fully equipped kitchen; beach equipment is also provided.

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

Mia Bella Walk To Beach On Canal, 2 King Suites - Anna Maria, FL
9.9 14 reviews

Mia Bella Walk To Beach On Canal, 2 King Suites

house, Anna Maria
Mia Bella, on Anna Maria Island, is a short walk from the beach and two blocks (approximately 0.16 km) from Pine Avenue's shops and restaurants.
This pet-friendly (dogs under 11kg) holiday home boasts a unique split-level design with a main house and villa, four bedrooms, four bathrooms, two living areas, a restaurant-style kitchen, a heated pool (seasonal), and a private patio overlooking a canal – accommodating up to eight guests.
Getaway Retreat A+b · 4br · Firepit · Bay - Anna Maria, FL
9.3 97 reviews

Getaway Retreat A+b · 4br · Firepit · Bay

apartment, Holmes Beach
This holiday home is ideally situated in Bradenton Beach, just a 3km walk from Anna Maria Sound and the beach, and within a 3km radius of Bradenton Beach Marina and Fish Hole Adventure Golf. It has been highly rated by previous guests for its location, cleanliness and overall experience.
The property is a spacious 153 square metre house with 4 bedrooms, a sofa bed and a fully equipped kitchen. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, barbecue grills and free parking.
Holmes Beach Retreat: Walk To Beach & Dining! - Anna Maria, FL
9.4 13 reviews

Holmes Beach Retreat: Walk To Beach & Dining!

house, Holmes Beach
This Holmes Beach holiday home is situated an 8-minute walk (approximately 0.6km) from Anna Maria Island's beaches and 2.7km from Holmes Beach's centre.
The 92 square metre property offers two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, private parking, a terrace, a spa, and free Wi-Fi; perfect for a relaxing self-catering stay.
Coconut Cottage~private Heated Pool~block To Shops - Anna Maria, FL
10 1 review

Coconut Cottage~private Heated Pool~block To Shops

apartment, Anna Maria
This Anna Maria Island cottage is located on the north end, a 5-minute walk from the beach and Pine Avenue's shops and restaurants.
This 130 square meter holiday home sleeps up to 8 guests and features 3 bedrooms, 1 bathroom, a private heated saltwater pool, a fenced garden with a BBQ, and is equipped with 4 beach chairs, a beach cart, and an umbrella.

Best Anna Maria, FL accommodation with a kitchen

Casa Amiga By Beach Retreats - Anna Maria, FL
9.6 54 reviews

Casa Amiga By Beach Retreats

house, Anna Maria
Casa Amiga by Beach Retreats is located in Anna Maria, just a short 1.8km walk from the beautiful Anna Maria Island and 550 metres from the Anna Maria City Pier. The property has consistently received excellent ratings for its location, cleanliness, and user experience, making it a popular choice for travellers.
The holiday home offers 4 bedrooms and spans 232 square metres. Guests can enjoy a range of amenities and activities, including a swimming pool, jacuzzi, tennis court, restaurant, spa, and a fully equipped kitchen.
Low Fall Rates Now: Off Bridge St & By The Beach - Anna Maria, FL
9.5 52 reviews

Low Fall Rates Now: Off Bridge St & By The Beach

apartment, Bradenton Beach
This Bradenton Beach flat is ideally located less than 0.2 km from Bridge Street, the Anna Maria Island pier, and a 0.3 km stroll from the beach.
The self-catering property offers one bedroom, one bathroom, sleeping up to two guests, and includes a fully equipped kitchen, private parking, beach essentials (chairs, umbrella, cooler, wagon), and a patio; a welcome book provides local information.
Beach N It: Pool, Beach 3 Blocks, Dog Friendly - Anna Maria, FL
9.6 53 reviews

Beach N It: Pool, Beach 3 Blocks, Dog Friendly

apartment, Holmes Beach
This holiday home is located in Holmes Beach, just 1.6 kilometres from Bradenton Beach and Island Gallery West, and 3.2 kilometres from Island Players and Holmes Beach Beaches. The property has received excellent ratings for its cleanliness, location, and user experience.
The two-bedroom home has a floor area of 139 square metres and comfortably accommodates up to six guests. Guests can enjoy a private pool, a fenced yard, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, along with air conditioning, free Wi-Fi, and a spa.
The Ballyhoo On Bean Point, 200 Feet To A Beautiful Bayside Beach And Views! - Anna Maria, FL
9.8 219 reviews

The Ballyhoo On Bean Point, 200 Feet To A Beautiful Bayside Beach And Views!

cottage, Anna Maria
The Ballyhoo cottage is located on Bean Point at the very tip of Anna Maria Island, just 0.6km from the Rod and Reel Pier and the beach, offering a tranquil escape in a peaceful area. It has consistently received excellent user ratings, highlighting its appeal to travellers.
The cottage has two bedrooms and one bathroom, spanning 84 square metres and accommodating up to six guests. It provides a comfortable stay with amenities including bikes for exploring the island, a garden, a spa, and a kitchen equipped with a fridge and microwave oven.
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