Vacation Rentals in Anna Maria, FL

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Anna Maria, FL vacation rentals
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1981 Vacation rentals and Airbnb in Anna Maria, FL

Best family friendly Anna Maria, FL vacation rentals

Among the 1981 accommodations in Anna Maria, FL, here are the 4 best family friendly rentals

Darling Old Florida Beach Cottage Steps From Gulf! - Anna Maria, FL
10 171 reviews

Darling Old Florida Beach Cottage Steps From Gulf!

apartment, Bradenton Beach
This Bradenton Beach holiday home is situated on the quieter side of the town, a short walk from the Gulf of Mexico beaches.
The two-bedroom, one-bathroom property sleeps six, offering a full kitchen with dishwasher, a private garden with patio and barbecue, plus beach equipment and two parking spaces; a Florida room provides extra space.
Beach Days Await: Cozy 3br/2ba Just 3 Miles To The Gulf, Ami, Img, & More! - Anna Maria, FL
10 3 reviews

Beach Days Await: Cozy 3br/2ba Just 3 Miles To The Gulf, Ami, Img, & More!

house, Cortez
This Bradenton villa is located 4 minutes (approximately 3.2 kilometres) from the Historic Cortez Fishing Village and 10 minutes from Bradenton Beach.
This 105 square metre holiday home accommodates up to 7 guests with 3 bedrooms and 2 bathrooms, offering a fully equipped kitchen, air conditioning, garden, parking, and provided beach gear and recreational equipment.
Pete's Blue Heaven: Steps To Beach W/heated Pool - Anna Maria, FL
9.8 43 reviews

Pete's Blue Heaven: Steps To Beach W/heated Pool

apartment, Anna Maria
This north Anna Maria Island property, a short walk from Pine Avenue's shops and restaurants and the Anna Maria City Pier, offers easy beach access.
The 200 square metre (2153 square feet) apartment features four bedrooms, two bathrooms, sleeps eight, and includes a private heated saltwater pool, a spacious open-plan layout, and a large balcony.
Sunset & Gulf Views!  1 Br. Villa D, Walk To All" - Anna Maria, FL
9.9 760 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.

Best Anna Maria, FL vacation rentals with a pool

Among the 1981 accommodations in Anna Maria, FL, here are the 4 best rentals with a pool

Coquina Beach Club 110 - Anna Maria, FL
9.4 75 reviews

Coquina Beach Club 110

studio, Bradenton Beach
This studio apartment is located in Bradenton Beach, just a short walk from the beach and 2.1km from Cortez Beach, offering a peaceful and convenient location for exploring the area. The studio has received excellent user ratings for its location, cleanliness, and overall experience.
The self-catering studio spans 51 square meters and comfortably accommodates two guests. It features a fully equipped kitchen, a private balcony, and access to a shared swimming pool, spa, and garden, providing everything you need for a relaxing and enjoyable stay.
2br Condo, Pool, Family & Dog Friendly, Beaches - Anna Maria, FL
9.8 10 reviews

2br Condo, Pool, Family & Dog Friendly, Beaches

apartment, Bradenton
This first-level flat is located in the gated One Particular Harbor community in Bradenton, Florida, just a few kilometres from the beaches of Anna Maria Island and 20 metres from a heated community pool and splash park.
This two-bedroom, two-bathroom condominium accommodates up to six guests and offers resort-style living with a gourmet kitchen, a private covered parking space, and complimentary high-speed WiFi, with access to extensive Harbour Isle amenities for longer stays.
Freshly Remodeled Island Suite W Pool & Pet Friendly - Anna Maria, FL
No reviews

Freshly Remodeled Island Suite W Pool & Pet Friendly

house, Anna Maria
This island suite is situated in Anna Maria, a short stroll from Anna Maria Island's beaches and attractions, placing you less than 1 kilometre from the island's scenic shores.
This pet-friendly accommodation offers 99 square metres of living space with 1 bedroom and 1 bathroom, accommodating up to 7 guests with a private swimming pool, air conditioning, and a fully equipped kitchen, plus access to a nearby waterpark.
Anna Maria Beach Cottage 110g  Updated Beach Cottage, With Pool And Beach Gear! - Anna Maria, FL
9.7 262 reviews

Anna Maria Beach Cottage 110g Updated Beach Cottage, With Pool And Beach Gear!

apartment, Anna Maria
This apartment is located on Anna Maria Island, just a 10-minute walk from Bradenton Beach and Palmetto Avenue Beach, offering easy access to the island's beautiful coastline. It has received excellent ratings from previous guests.
The accommodation features a fully equipped kitchen with a fridge, microwave, and dishwasher, allowing guests to prepare their own meals. On-site amenities include a swimming pool, a spa, barbecue grills, and a garden, providing plenty of opportunities for relaxation and entertainment.

Frequently asked questions about holiday rentals in Anna Maria, FL

  • What are some interesting places to visit in or near Anna Maria, FL?

    Anna Maria Island is full of charm! You can visit the historic City Pier, explore the Anna Maria Island Historical Museum, or take a stroll along the beautiful beaches. If you're looking for a bit more adventure, you can head over to the nearby Mote Marine Laboratory & Aquarium in Sarasota, or visit the Ringling Museum of Art, also in Sarasota.
  • What are the best Airbnb and vacation rentals in Anna Maria, FL?

    Beach Front 2 Bedroom B, 2nd House From The Beach With No Roads To Cross and Bay Breeze Cottages #2 are the most popular Airbnb and vacation rentals in Anna Maria, FL among travelers.

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

    The Pine Avenue Trail is a great option for a leisurely stroll or bike ride, offering scenic views of the Gulf of Mexico. For a more challenging ride, try the Anna Maria Island Nature Trail, which winds through a beautiful, protected natural area. You can also explore the many quiet side streets in Anna Maria, which are perfect for a peaceful bike ride.
  • What are the most popular Airbnbs in Anna Maria, FL?

  • What sports or outdoor activites can visitors enjoy in and around Anna Maria, FL?

    Anna Maria Island is a paradise for outdoor enthusiasts. You can enjoy swimming, sunbathing, and fishing at the beautiful beaches. There are also plenty of opportunities for kayaking, paddleboarding, and boating. If you're looking for something more adventurous, you can try parasailing or jet skiing. And don't forget to visit the Anna Maria Island Beach Cafe for a delicious meal after a day of fun in the sun.
  • What are the best vacation rentals with a pool in Anna Maria, FL?

    Beach Front 2 Bedroom B, 2nd House From The Beach With No Roads To Cross and Bay Breeze Cottages #2 are the best vacation rentals with a pool in Anna Maria, FL.

  • What other towns or cities can be easily accessed from Anna Maria, FL?

    Anna Maria is conveniently located near other popular destinations. You can easily drive to Sarasota, which is known for its beautiful beaches, vibrant arts scene, and delicious restaurants. Bradenton, just a short drive away, offers a more laid-back atmosphere with plenty of shopping and dining options. You can also take a day trip to St. Petersburg, which is home to the Salvador Dali Museum and other cultural attractions.
  • What are the best rentals for families and kids in Anna Maria, FL?

  • What amenities are commonly available in vacation rentals in Anna Maria, FL?

    Vacation rentals in Anna Maria offer a variety of amenities to make your stay comfortable. Most rentals include a fully equipped kitchen, laundry facilities, and a private balcony or patio. Many also have access to a pool, hot tub, or other community amenities. You can find rentals with different sizes and configurations to suit your needs, whether you're travelling with family, friends, or a romantic getaway.
  • What are the best rentals or Airbnbs with a jacuzzi in Anna Maria, FL?

  • What time of year is best to rent a vacation rental Anna Maria, FL?

    The best time to visit Anna Maria depends on your preferences. If you're looking for warm weather and sunshine, the months of March to May and September to November are ideal. These months offer pleasant temperatures with fewer crowds. If you prefer cooler weather, you can visit during the winter months, but you may experience occasional rain.
  • What are the local dishes in Anna Maria, FL region?

    The local cuisine in Anna Maria reflects the area's rich seafood tradition. You can find fresh, local seafood dishes at many restaurants, including grouper sandwiches, shrimp scampi, and stone crab claws. You can also enjoy other local specialties like Key lime pie and Florida orange juice. Don't forget to try the fresh oysters from the nearby oyster farms.

Popular destinations

Best Anna Maria, FL holiday rentals with a balcony

Runaway Bay 212 Home - Anna Maria, FL
10 14 reviews

Runaway Bay 212 Home

apartment, Bradenton Beach
This Bradenton Beach beachfront flat boasts stunning waterfront views and is a short 0.8km stroll from Anna Maria Sound and Bradenton Beach, and within 1.6km of the Aluna Wellness Centre & Spa and Bradenton Beach Marina.
The self-catering apartment offers free Wi-Fi, a microwave, dishwasher, and onsite amenities including a swimming pool, fitness centre, and tennis court, ensuring a comfortable stay for guests.
Siesta Sister - Waterfront - Anna Maria, FL
9.8 44 reviews

Siesta Sister - Waterfront

apartment, Bradenton Beach
This Bradenton Beach condo boasts direct Intracoastal Waterway access, a 91-metre stroll from Anna Maria Island's beaches and 0.8 kilometres from Bridge Street's amenities.
The 77 square metre, two-bedroom, two-bathroom apartment sleeps six, features a jacuzzi, terrace, garden, covered parking for two cars, and modern amenities including a dishwasher and air conditioning; kayaking and fishing are readily available from the community boat dock.
Changes In Latitude 403 - Anna Maria, FL
8.0 1 review

Changes In Latitude 403

apartment, Bradenton
Changes in Latitude 403, a beachfront property in Bradenton, Florida, boasts stunning sea views and is situated 2.7km from Palma Sola Causeway Park, 8km from Anna Maria City Pier, and 21km from Sarasota Bradenton International Airport.
This spacious three-bedroom holiday home offers 181 square metres of living space, encompassing a living room, fully equipped kitchen, three bathrooms, a private balcony, and an on-site swimming pool; accommodating up to 13 guests and featuring elevator access.
Sugary Sands 1 Bed Condo And One Block To Beach! - Anna Maria, FL
9.7 84 reviews

Sugary Sands 1 Bed Condo And One Block To Beach!

apartment, Bradenton Beach
This Bradenton Beach apartment boasts a prime waterfront location, steps from Bradenton Beach Marina, Bridge Street, and Fish Hole Adventure Golf, with Bradenton Beach and the Historic Bridge Street Pier within 800 metres.
The 55 square metre flat features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, laundry facilities, a balcony, free Wi-Fi, and access to a swimming pool and garden.

Best Anna Maria, FL holiday rentals with parking

Northshore Beachhouse West Anna Maria Island - Anna Maria, FL
9.8 32 reviews

Northshore Beachhouse West Anna Maria Island

house, Anna Maria
This Anna Maria Island property, a three-bedroom, two-bathroom house sleeping six, is situated nine houses from the beach near Pine Avenue and Northshore Drive in the north end of the historic Anna Maria village.
The self-catering holiday home offers two-car parking, beach equipment (chairs, umbrella, wagon), and is a short walk from restaurants, shops, and bike/golf cart rentals.
Anna Maria Beach Place...footsteps To The Sands - Anna Maria, FL
9.7 260 reviews

Anna Maria Beach Place...footsteps To The Sands

apartment, Holmes Beach
This apartment is located just a 10-minute walk from Bradenton Beach, Manatee Public Beach, and Anna Maria Sound, making it an ideal base for exploring the area. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment features a well-equipped kitchen, a comfortable living area with a sofa bed, and a private balcony offering stunning ocean views. Guests can enjoy access to a swimming pool, spa, fitness centre, and restaurant on site, as well as free Wi-Fi and barbecue grills for outdoor dining.
The Cottage On Pine - Luxury Boho Beach Cottage Wpvt Heated Pool On Pine Ave - Anna Maria, FL
9.7 131 reviews

The Cottage On Pine - Luxury Boho Beach Cottage Wpvt Heated Pool On Pine Ave

house, Anna Maria
This Anna Maria Island cottage, situated on Pine Avenue, is a short walk (under 1 km) from Anna Maria City Pier and less than 32km from The John and Mable Ringling Museum of Art.
This 106 square metre property offers two bedrooms, one bathroom, a private heated pool, and a fully equipped kitchen including a dishwasher, accommodating families and pets with convenient on-site parking and concierge services.
102 M² House ∙ 2 Bedrooms ∙ 6 Guests - Anna Maria, FL
9.8 12 reviews

102 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Anna Maria
This family-friendly detached house, "Sea Breeze Haven", is located on the quiet northern tip of Anna Maria Island, 75 meters from the sugar sand beaches and a short walk or cycle from local restaurants and shops.
This ground-level property offers 102 square meters of living space with two bedrooms and two bathrooms, accommodating up to six guests with air conditioning, Wi-Fi, a fully equipped kitchen, and a garden with a patio and gas grill.
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