Compare Vacation Rentals & Airbnb in Anna Maria Island, FL

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Anna Maria Island, FL vacation rentals
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9208 Rentals and Airbnb in Anna Maria Island, FL

Best family friendly Anna Maria Island, FL vacation rentals

Among the 9208 accommodations in Anna Maria Island, FL, here are the 4 best family friendly rentals

Sunshine Oasis With Heated Pool.  Minutes To Beaches And Img - Anna Maria Island, FL
10 90 reviews

Sunshine Oasis With Heated Pool. Minutes To Beaches And Img

apartment, Bradenton
This holiday home is located in Bradenton, just 2.7 kilometres from Smugglers Cove Adventure Golf and 4.8 kilometres from IMG Academy, offering a peaceful and family-friendly neighbourhood. It has consistently received excellent ratings from previous guests.
The property spans 147 square metres and comfortably accommodates up to six guests across three bedrooms and two bathrooms. It features a fully equipped kitchen, a private pool, a fenced yard, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Anna Maria Island-blue Manatee - Anna Maria Island, FL
10 6 reviews

Anna Maria Island-blue Manatee

house, Bradenton
This Anna Maria Island holiday home in Bradenton is a mere 3-minute walk from Palma Sola Causeway Park and 15 kilometres from Sarasota Bradenton International Airport.
This spacious 188 square metre villa offers three bedrooms, three bathrooms, accommodates up to fifteen guests, and features a fully equipped kitchen, year-round outdoor swimming pool, hot tub, spa, fitness centre, and a pool table.
Beachwalker Apartment:duplex Within Steps Of Beach - Anna Maria Island, FL
9.3 63 reviews

Beachwalker Apartment:duplex Within Steps Of Beach

apartment, Holmes Beach
This holiday home is located in Holmes Beach, just a short walk from Bradenton Beach and within a 16km drive of Manatee Public Beach and Anna Maria Sound. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The 42 square metre house has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking.
Mycataleya Comfy Condo Near Beach (Bradenton) - Anna Maria Island, FL
9.4 31 reviews

Mycataleya Comfy Condo Near Beach (Bradenton)

apartment, Bradenton
This Bradenton apartment is conveniently located just 10 kilometres from Sarasota Bradenton International Airport and 13.7 kilometres from the John and Mable Ringling Museum of Art.
The 100 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and features a private balcony with river views, a full kitchen, and access to on-site amenities including a swimming pool, hot tub, tennis court, and table tennis.

Best Anna Maria Island, FL vacation rentals with a pool

Among the 9208 accommodations in Anna Maria Island, FL, here are the 4 best rentals with a pool

Mins From Anna Maria Island: Bright Home W/ Pool! - Anna Maria Island, FL
8.4 5 reviews

Mins From Anna Maria Island: Bright Home W/ Pool!

house, Bradenton
This Bradenton holiday home is situated 4.8km from the Bradenton Riverwalk and 5.3km from the Greens of Manatee Golf Club, offering easy access to local attractions.
The 110 square metre property boasts three bedrooms, two bathrooms, sleeping up to nine guests, and features a private pool, fully equipped kitchen, and laundry facilities.
Pond-side Oasis| Pickleball| Pool| Foosball - Anna Maria Island, FL
9.9 117 reviews

Pond-side Oasis| Pickleball| Pool| Foosball

apartment, Bradenton
This spacious four-bedroom home is located in Bradenton, just a short distance from the lively downtown area and the River Walk, offering easy access to local attractions and cultural experiences. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 204 square metre property comfortably accommodates up to 10 guests and comes equipped with a range of amenities including a private pool, a fully equipped kitchen, and a garden, perfect for families and groups looking for a relaxing and enjoyable stay.
Palm Lagoon - Anna Maria Island, FL
9.4 23 reviews

Palm Lagoon

house, Bradenton
Palm Lagoon is located in Bradenton, Florida, just 13 kilometres from the Ringling Museum of Art and 10 kilometres from the Sarasota Bradenton International Airport. The hotel is highly rated by guests, receiving excellent reviews for its location, cleanliness, and overall experience.
This two-bedroom apartment offers 109 square metres of space and can accommodate up to five guests. It features a range of amenities, including a swimming pool, tennis court, garden, and free Wi-Fi, as well as a kitchen and dining area for self-catering.
Stylish Waterfront Condo Near Img & Anna Maria Island W/ Resort Pools & Hot Tubs - Anna Maria Island, FL
10 131 reviews

Stylish Waterfront Condo Near Img & Anna Maria Island W/ Resort Pools & Hot Tubs

apartment, Bradenton
This waterfront apartment is located near the IMG Academy, just over a mile from Arcadeland and a short drive from other popular attractions. The property benefits from excellent user ratings, making it a popular choice for travellers.
This two-bedroom, two-bathroom apartment sleeps up to four guests and spans 116 square metres. The property boasts a range of amenities, including a swimming pool, jacuzzi, tennis court and barbecue grills, perfect for relaxing and enjoying the Florida sunshine.

Frequently Asked Questions about vacation rentals in Anna Maria Island, FL

  • What are the must-see sights on Anna Maria Island, Florida?

    Anna Maria Island boasts beautiful beaches, of course! Bean Point is a must-see for its stunning sunsets and views. The historic Anna Maria City Pier offers great fishing and people-watching opportunities. The Island's nature preserves, like the Anna Maria Island Turtle Walk, are also popular spots for wildlife viewing.
  • What are the best Airbnb and vacation rentals in Anna Maria Island, FL?

    Standard 2 Bedroom A, Spectacular Beach & Dolphin Views Huge Private Balcony 2br/2ba Upstairs Villa and Anna Maria Island Beach Palms 2b are the most popular Airbnb and vacation rentals in Anna Maria Island, FL among travelers.

  • Are there unique natural phenomena on Anna Maria Island, Florida?

    Yes, Anna Maria Island is known for its abundant wildlife. Sea turtle nesting season (May-October) is a special time to witness these amazing creatures. Dolphin sightings are common, and birdwatching is excellent, especially in the mangroves and coastal areas. The island's beaches are also home to various shells and sand dollars.
  • What are the most popular Airbnbs in Anna Maria Island, FL?

  • What essentials should you bring along for a trip to Anna Maria Island, Florida?

    Pack light clothing, swimwear, sunscreen (essential!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must, as is a reusable water bottle to stay hydrated in the Florida sun. Don't forget your beach towel and a good book!
  • What are the best vacation rentals with a pool in Anna Maria Island, FL?

    Standard 2 Bedroom A, Anna Maria Island Beach Palms 2b and Do You Love The Beach? are the best vacation rentals with a pool in Anna Maria Island, FL.

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) on Anna Maria Island, Florida?

    A daily budget will vary greatly depending on your travel style. For a mid-range trip, you could expect to spend approximately $200-$400 per day for a couple, including accommodation, meals, some activities, and local transportation like taxis or ride-sharing services. Budget-conscious travelers could likely manage on less, while those seeking luxury accommodations and experiences would spend significantly more.
  • What are the best rentals for families and kids in Anna Maria Island, FL?

  • Where can you find the best restaurants serving local dishes on Anna Maria Island, Florida, and what are the must-try specialties?

    The Beach Bistro is a fine-dining establishment known for its upscale seafood. Rod & Reel Pier offers casual waterfront dining with fresh seafood. The Sandbar Restaurant is another popular spot for seafood and waterfront views. Many restaurants feature fresh, local seafood, which is a must-try specialty.
  • What are the best rentals or Airbnbs with a jacuzzi in Anna Maria Island, FL?

  • What are some less-famous attractions on Anna Maria Island, Florida that are worth the visit?

    Exploring the smaller, quieter beaches away from the main tourist areas is a great way to experience the island's natural beauty. Rent bikes and cycle the length of the island, stopping at various beaches along the way. Consider visiting the Anna Maria Island Historical Society Museum for a glimpse into the island's past.
  • What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?

    Visiting local shops and businesses allows you to interact with residents. Attend local events or farmers' markets, if any are scheduled during your visit. Simply chatting with people you meet at the beach or in restaurants can provide insights into local life. The island has a laid-back atmosphere, and many residents are happy to share information about their community.
  • What unique natural landscapes and terrain features can travelers explore on Anna Maria Island, Florida?

    Anna Maria Island is characterized by its beautiful beaches, mangrove forests, and coastal dunes. The island's relatively flat terrain makes it easy to explore on foot or by bike. Exploring the shoreline at low tide reveals various seashells and marine life.
  • How many days are ideal for visiting Anna Maria Island, Florida, and what are some itinerary suggestions?

    Three to four days is a good amount of time to explore Anna Maria Island at a relaxed pace. A possible itinerary could include: Day 1: Beach time and exploring Anna Maria City. Day 2: Visit Bean Point and explore the northern beaches. Day 3: Nature preserve visit and possibly a boat tour. Day 4: Relax on the beach, enjoy water activities, and savor a final sunset.
  • How is the weather on Anna Maria Island, Florida, in high season?

    High season (winter) on Anna Maria Island is generally sunny and warm, with average temperatures ranging from 15°C to 24°C. Expect some humidity, and occasional showers are possible.

Nearby regions

Best Anna Maria Island, FL vacation rentals with a balcony

Nautical Nest  Cozy Poolside Condo, Near Beaches! - Anna Maria Island, FL
9.4 6 reviews

Nautical Nest Cozy Poolside Condo, Near Beaches!

apartment, Bradenton
This West Bradenton apartment is conveniently located 11km from Anna Maria Island beaches, 13km from Sarasota Bradenton International Airport, and within walking distance of the Shoppes of Bradenton Commons.
The 85 square metre condo offers two bedrooms, two bathrooms, sleeping up to four guests, and features a private screened lanai, a fully equipped kitchen, and access to two heated community pools, a hot tub, and tennis courts.
Bk-near Beaches And Img, Pool, Tennis, Pickleball - Anna Maria Island, FL
9.8 56 reviews

Bk-near Beaches And Img, Pool, Tennis, Pickleball

apartment, Bradenton
This two-bedroom apartment is located in Bradenton, just 1.4 kilometres from Arcadeland and 2.7 kilometres from IMG Academy, providing easy access to popular attractions. It has received excellent user, location and cleanliness ratings, making it a great choice for travellers.
The 116 square metre apartment comfortably accommodates up to four guests. It offers a range of amenities including a swimming pool, jacuzzi, tennis court, fitness centre, and a terrace with a garden, ensuring a relaxing and enjoyable stay.
Updated Pool Unit At Beachfront Coconuts Resort! - Anna Maria Island, FL
9.5 103 reviews

Updated Pool Unit At Beachfront Coconuts Resort!

apartment, Holmes Beach
The Coconuts Resort Direct Beachfront Bungalow! is situated just a mile from Bradenton Beach, Palmetto Avenue Beach, and Island Gallery West, offering easy access to Holmes Beach's attractions. The resort has received excellent ratings for its location, cleanliness, and overall experience.
The bungalow features a single bedroom and bathroom, comfortably accommodating up to four guests. Guests can enjoy a range of amenities including a fully equipped kitchen, a terrace or balcony, a swimming pool, barbecue grills, and a garden.
Great Vacation Starts Here! 2 Outdoor Pools And Hot Tub, Free Parking, Bbq Area - Anna Maria Island, FL
10 7 reviews

Great Vacation Starts Here! 2 Outdoor Pools And Hot Tub, Free Parking, Bbq Area

apartment, Bradenton
This apartment is located in Bradenton, just a short distance from attractions like IMG Academy and Smugglers Cove Adventure Golf, making it a great choice for families and groups looking for a convenient base. It has received excellent user ratings, so you can be sure of a comfortable stay.
The apartment features four bedrooms, providing ample space for everyone. You'll have access to a range of amenities, including a swimming pool, jacuzzi, fitness centre, tennis court, and a garden, ensuring you have everything you need for a relaxing and enjoyable holiday.

Best Anna Maria Island, FL vacation rentals with parking

Just Beachy! One Bed One Bath Charmer Steps To Beach - Anna Maria Island, FL
9.2 18 reviews

Just Beachy! One Bed One Bath Charmer Steps To Beach

house, Bradenton Beach
This one-bedroom house is situated in Bradenton Beach, Florida, a short walk (less than 0.8km) from Coquina Beach and half a mile (approximately 0.8km) from the town centre.
The 36 square metre property offers self-catering facilities including a fully equipped kitchen, laundry, and accommodates up to four guests, with free Wi-Fi and air conditioning.
2 Mi To Anna Maria Island: Newly Built Home! - Anna Maria Island, FL
9.3 6 reviews

2 Mi To Anna Maria Island: Newly Built Home!

house, Cortez
This Cortez holiday home, newly built in Bradenton, is situated 3.2km from Anna Maria Island's beaches, 21km from Sarasota's cultural attractions including the Ringling Museum of Art, and 18km from Sarasota Bradenton International Airport.
The 38 square metre property offers one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with fridge and microwave, air conditioning, Wi-Fi, a garden, parking, and a washing machine.
Anna Maria Island Beaches + Beach Gear! - Anna Maria Island, FL
9.9 196 reviews

Anna Maria Island Beaches + Beach Gear!

apartment, Bradenton
This Bradenton apartment, near Palma Sola Causeway Beach and a short 8km drive from Anna Maria Island's beaches, offers convenient access to both stunning coastal scenery and Sarasota's cultural attractions.
The one-bedroom, one-bathroom condo sleeps four guests, features a fully equipped kitchen with spices, provides beach essentials, and boasts free on-site parking directly in front of the property.
Turtle Walk - Next To 7 Top Eats-beach Easy Walk - Anna Maria Island, FL
9.9 66 reviews

Turtle Walk - Next To 7 Top Eats-beach Easy Walk

apartment, Longboat Key
This Longboat Key condo, a short 0.64km stroll from the beach, offers private beach access and is ideally located for exploring the island.
The one-bedroom apartment sleeps four, boasting a full kitchen, in-unit laundry, a private outside seating area, and high-speed internet (1000 Mbps).
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