Anna Maria vacation rentals

We found 4,929 vacation rentals — enter your dates for availability
Find the perfect place for your stay in Anna Maria by choosing from 580 houses, 31 condos, and other vacation rentals. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll have the amenities you expect and more, including WiFi and parking. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Anna Maria

Showing deals for:Nov 13 - Nov 20

Image gallery for 6 Bedrooms - Waterfront,pool, dock, great for families. Big yard, lots of room.

Pool
9.8 out of 10, Exceptional, (136 reviews)
Exceptional
(136 reviews)

6 Bedrooms - Waterfront,pool, dock, great for families. Big yard, lots of room.

Bradenton

10% off
Price is CA $1,177
CA $10,756 total
includes taxes & fees
6 Bedrooms - Waterfront,pool, dock, great for families. Big yard, lots of room.

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Find out more about Anna Maria

Why visit Anna Maria

  • Stunning Beaches: Anna Maria boasts beautiful sandy shores, perfect for sunbathing and swimming.
  • Outdoor Adventures: Enjoy a variety of activities like kayaking, paddleboarding, and cycling in a picturesque setting.
  • Rich Local Culture: Explore local history museums and experience the charming community atmosphere.
  • Budget-Friendly Excursions: Participate in affordable activities that immerse you in the vibrant coastal vibe.
  • Variety of Accommodations: Choose from cozy condos to spacious holiday homes, ensuring comfort and convenience.

Popular types of accommodation in Anna Maria

When it comes to holiday rentals in Anna Maria, you'll find a delightful selection of condos, private holiday homes, and apartments to suit your needs. Whether you’re seeking a cozy getaway or a spacious retreat for your family, Anna Maria Island offers a range of options that prioritizes comfort and convenience. Enjoy the beauty of this charming destination while benefiting from transparent information and great savings on your stay.

  • Condos: A highly sought-after choice, these spacious units often feature stunning views and convenient amenities for a relaxing stay.
  • Private Holiday Homes: Ideal for families or groups, these homes offer privacy and comfort, making them a popular option for vacationers.
  • Apartments: Perfect for couples or solo travellers, these compact living spaces provide essential comforts in a homey atmosphere.
  • Cottages: Charming and quaint, these smaller dwellings offer a cozy retreat near the beach or in lush surroundings.
  • Villas: Luxurious and spacious, these upscale accommodations often come with private pools and exquisite outdoor areas.**

Top attractions in and around Anna Maria

Anna Maria is a charming destination perfect for beach lovers and outdoor enthusiasts alike. With its stunning scenery, visitors can enjoy a variety of attractions including beautiful beaches, local history museums, and marinas. This quaint area offers a rich cultural experience, making it ideal for those seeking relaxation and adventure in a picturesque setting.

  • Bean Point Beach: A tranquil cape within Anna Maria, Bean Point Beach boasts stunning scenery and a peaceful atmosphere, perfect for unwinding and enjoying the natural beauty of the Gulf Coast.
  • Anna Maria Beach: Located 1km from Anna Maria, this picturesque beach offers soft sands and inviting waters, ideal for sunbathing, swimming, and beachcombing.
  • Anna Maria City Pier: A charming pier situated within Anna Maria, it provides opportunities for excursions, fishing, and stunning views of the surrounding waters, ideal for leisurely strolls.

Things to do recommended for couples

For a romantic getaway in Anna Maria, consider a sunset stroll along the pristine beaches, hand in hand. Enjoy a cozy dinner at a charming seaside restaurant, or rent a tandem bike to explore the island’s scenic paths together. It’s the perfect setting for love to blossom.

Things to do recommended for families

Families visiting Anna Maria can enjoy a delightful day at the beach, building sandcastles and swimming in the Gulf. Explore the Anna Maria Island Historical Museum for a glimpse of local history, or take a scenic bike ride along the charming pathways that wind through the island.

Things to do recommended for groups

Groups visiting Anna Maria can enjoy a delightful beach day at Manatee Public Beach, explore local art at the Anna Maria Island Art League, and take a scenic bike ride along the island's picturesque paths. Don't miss the chance to savour fresh seafood at local eateries.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Anna Maria

If you're planning a trip with friends, family, or even your pets, or if you're considering an extended stay, it's important to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Anna Maria with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options, and much more, on Vrbo.
  • Traveling to Anna Maria with young kids: Traveling with young children can present its own set of challenges. It's essential to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Anna Maria: For many families, a vacation isn’t truly complete without their furry companion by their side. If you can relate, be sure to explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Anna Maria: If you’re in search of vacation rentals offering savings for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Anna Maria

Anna Maria, Florida, offers a perfect beach holiday with its stunning scenery and welcoming environment. Explore the picturesque Anna Maria Island, where outdoor activities abound and friendly locals create a charming atmosphere. Enjoy budget-friendly excursions that allow you to soak in the vibrant coastal vibe. Whether you're seeking relaxation or adventure, Anna Maria is an ideal destination for a memorable holiday experience filled with sun, sand, and community spirit.

  • Anna Maria Island: This picturesque island offers a stunning coastline and a relaxed atmosphere, making it a perfect destination for beach lovers and families. Located merely 3km from Anna Maria, visitors can enjoy a variety of outdoor activities such as swimming, sunbathing, and beachcombing. The island is known for its beautiful beaches and recreational areas, providing ample opportunities for family bonding. Additionally, there are shopping centres that offer a range of local boutiques and eateries, ensuring a delightful day out. Key landmarks include the scenic shoreline and charming coastal vistas.
  • Bradenton Beach: Situated 8km from Anna Maria, Bradenton Beach is a vibrant city known for its inviting beach atmosphere. This destination is ideal for families and outdoor enthusiasts looking to experience the sun, sand, and sea. Visitors can explore local shopping areas and recreational facilities, perfect for a day filled with activities. The beautiful beaches here are complemented by a friendly neighbourhood vibe, making it a great spot for relaxation and exploration. Notable attractions include the serene shoreline and family-friendly beach areas.
  • St. Pete Beach: Located 24km from Anna Maria, St. Pete Beach is renowned for its stunning sunsets and welcoming community. This lively city is a favourite among families and outdoor adventurers, offering a wealth of activities to engage in. Visitors can explore various shopping areas and enjoy the local dining scene, all while soaking up the sun on the beautiful beaches. With its charming neighbourhoods and picturesque coastline, St. Pete Beach is an excellent destination for those looking to unwind and enjoy the natural beauty of Florida.

Best time to go to Anna Maria

If you're planning a trip to Anna Maria, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from May to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly Low
February64.8°F (18.2°C)No Rain (Dry)Mostly SunnyAverageAverage
March67.8°F (19.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April73.0°F (22.8°C)Light RainSunnyAverageSlightly High
May77.5°F (25.3°C)Light RainMostly SunnyHighAverage
June81.7°F (27.6°C)Light RainMostly SunnyHighAverage
July83.1°F (28.4°C)Light RainMostly SunnyHighSlightly High
August83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
September81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyLowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyLowAverage
December66.4°F (19.1°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. Happy travels.

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your travel. You can create new trips, pick up right where you left off, or easily view and organize your travel plans. Any properties you've saved or booked before can now be accessed under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The waterfront setting of Anna Maria is ready to explore

The island views and surrounding scenery provide a peaceful ambiance to your vacation home in Anna Maria. Renowned for its bird watching, fishing and surfing, this city welcomes all visitors. Fort De Soto Park and Lido Beach are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Anna Maria

Do you want to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Anna Maria a fun place to get away. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Splash Island Water Park (13.7 mi / 22.1 km)
  • Sarasota Jungle Gardens (15.8 mi / 25.4 km)
  • Mote Marine Laboratory & Aquarium (16.7 mi / 26.9 km)
  • Aluna Wellness Center & Spa (4 mi / 6.5 km)
  • Harborside Golf Course at Longboat Key Club (16.3 mi / 26.2 km)
  • Links on Longboat (16.3 mi / 26.2 km)

Exploring the natural features in Anna Maria

Travelers enjoy Anna Maria for its island views, beaches and sunrises. Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Anna Maria is a great spot to appreciate mother nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Fort De Soto Park (7.2 mi / 11.6 km)
  • Lido Beach (18.2 mi / 29.3 km)
  • Tampa Bay (19.8 mi / 31.9 km)
  • St. Petersburg - Clearwater Beaches (21.7 mi / 34.9 km)
  • Anna Maria Beach (0.7 mi / 1.1 km)
  • Bean Point Beach (0.8 mi / 1.2 km)

Seasonal weather in Anna Maria

If you're planning a vacation around the weather, August, July, September and June are the hottest months to visit, when temperatures average 83°F.

Transportation to and around Anna Maria

The nearest airport is in Sarasota-Bradenton Intl. Airport (SRQ), located 14.8 mi (23.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into St. Petersburg, FL (SPG-Albert Whitted), which is 17.3 mi (27.8 km) away.

Frequently asked questions

What is the best area to stay in Anna Maria when booking a vacation rental?
When considering a vacation rental in Anna Maria, Florida, a popular area to stay is the charming city of Anna Maria itself. This quaint coastal community is known for its stunning beaches, particularly the serene Anna Maria Beach, which offers soft sands and crystal-clear waters, great for sunbathing or leisurely strolls. The area features a delightful mix of local shops, cafes, and restaurants, providing a pleasant atmosphere for visitors.

Another excellent option is Holmes Beach, which is situated nearby. This area boasts several properties that cater to various preferences, ranging from cosy beachfront cottages to spacious family homes. In addition to its beautiful beach, Holmes Beach is home to the popular Manatee Public Beach, where you can enjoy amenities such as picnic areas, volleyball courts, and a café.

For those interested in local attractions, the Anna Maria Island Historical Museum offers fascinating insights into the island's rich heritage, making it a worthwhile visit. The charming city pier in Anna Maria is also a lovely spot for fishing or simply enjoying picturesque sunset views over the water.
How much does it cost to rent a vacation home in Anna Maria?
Prices for vacation rentals in Anna Maria vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Anna Maria to more spacious homes.
Are there any discounts for Anna Maria vacation house rentals?
You can find great discounts on house rentals in Anna Maria on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Anna Maria?
For renting a beach house in Anna Maria, the island offers some delightful options along its picturesque coastline. The area around Anna Maria City boasts beautiful sandy beaches and charming local shops, making it an ideal spot for vacation rentals. Visitors can expect properties with amenities such as private pools, outdoor dining areas, and quick access to the beach, great for families or groups looking to enjoy a relaxed seaside vacation.

Particularly, the beaches near Bean Point offer a more tranquil atmosphere, with rental homes often featuring stunning views of the Gulf of Mexico. Many of these properties come equipped with modern kitchens, spacious living areas, and outdoor showers, which are great after a day spent on the beach. The nearby Rod and Reel Pier not only provides a great spot for fishing but also features a restaurant with local seafood, enhancing the beach experience.

For those seeking a bit more activity, the northern part of the island near Coquina Beach offers a lively scene, complete with picnic areas and playgrounds. Rentals here may include amenities such as bicycles for exploring the island and beach gear for a day by the water. Find your rental near the beach in Anna Maria.
What is the most popular type of vacation rental accomodation in Anna Maria?
In Anna Maria, vacation houses are the most popular type of vacation rental, with approximately 2,908 available throughout the area. These spacious homes are often situated in charming neighbourhoods close to the beach, providing easy access to the stunning coastline and local attractions. Most vacation houses feature multiple bedrooms, fully equipped kitchens, and outdoor spaces, such as patios or decks, superb for enjoying the warm Florida weather.

In addition to vacation houses, there are about 160 condos, which offer a more compact option with amenities like pools and fitness centres, often located near shopping and dining. Cottages, apartments, and villas are also available, though in smaller numbers, suiting various preferences.
Are there any family house rentals in Anna Maria?
In Anna Maria, Florida, there are numerous family-friendly house rentals available, with around 638 options to choose from. This charming island community offers a variety of properties suitable for families, particularly in neighbourhoods like Holmes Beach and Anna Maria City. Many of these homes feature spacious living areas, fully equipped kitchens for family meals, and outdoor patios great for barbecues and relaxation.

Visitors can enjoy easy access to beautiful beaches, such as the powdery sands of Anna Maria Beach and the tranquil waters of Bean Point. Additionally, families will appreciate amenities like private pools, game rooms, and proximity to local parks with playgrounds. The area is also known for its relaxed atmosphere, bike paths, and nearby dining options, making it an ideal location for a memorable family getaway.
Can I rent a vacation home with a pool or hot tub in Anna Maria?
In Anna Maria, there are many vacation homes available for rent that feature pools and hot tubs, with around 683 options to choose from. This picturesque island destination is known for its stunning beaches and charming coastal atmosphere. Visitors can find properties in various neighbourhoods, including the serene Anna Maria City and the lively Holmes Beach.

Travellers can expect a range of amenities in these rentals, such as private swimming pools, hot tubs, outdoor dining areas, and fully equipped kitchens, superb for enjoying a relaxing vacation.
Can I find long-stay vacation rentals in Anna Maria?
A long-stay vacation rental in Anna Maria is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Anna Maria?
In Anna Maria, Florida, there are numerous pet-friendly house rentals available, offering a delightful getaway for both you and your furry companions. Many of these properties are situated within close proximity to the stunning beaches and local parks, providing ample opportunities for walks and outdoor activities with pets. The island's relaxed atmosphere is complemented by charming neighbourhoods, where you can find homes featuring amenities such as spacious backyards, outdoor seating areas, and sometimes even private pools, making them ideal for enjoying the sunny Florida weather.

The area around Bean Point is particularly appealing, known for its picturesque views and tranquil beaches, where pets are welcome. Additionally, the nearby Anna Maria Island Historical Society provides a glimpse into the local culture, and the various parks scattered throughout the island are superb for leisurely strolls with your pets.
Are there any remote work vacation rentals in Anna Maria?
In Anna Maria, Florida, there are a wealth of options for remote work vacation rentals, with around 3,232 available. This charming island destination offers a delightful combination of relaxation and productivity, making it ideal for those looking to balance work with leisure. Many properties are equipped with dedicated office spaces, desks, and comfortable chairs, ensuring a conducive work environment.

Additionally, high-speed internet and free Wi-Fi are commonly included, allowing for seamless connectivity. The amenities often extend beyond just work, with many rentals featuring fully equipped kitchens, spacious living areas, and outdoor patios or balconies where you can unwind after a day's work.

The picturesque beaches and local attractions, such as the Anna Maria Island Historical Museum and the scenic views from the Anna Maria City Pier, provide ample opportunities for relaxation and exploration during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Anna Maria vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Anna Maria with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Anna Maria?
In Anna Maria, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals and enjoy home-cooked dining. Onsite parking is a convenient feature for those travelling by car. Many rentals also boast decks or patios, great for relaxing outdoors and soaking up the sun. Coffee and tea makers are commonly found in these properties, ensuring that guests can enjoy a warm beverage at their leisure. Additionally, the proximity to the beach is a significant draw, with many rentals located just a short walk away from the sandy shores, making it easy to enjoy the coastal lifestyle.
When is the best time to visit Anna Maria for a vacation rental?
The peak travel season for a vacation rental in Anna Maria stretches from May to July, with June being the most popular month for visitors. During this vibrant period, the island buzzes with activity, offering plenty of opportunities for beachgoers and families to enjoy the sun, sand, and surf. The warm temperatures, typically ranging from 24 to 32 degrees Celsius, create the superb environment for outdoor activities, such as kayaking, paddleboarding, and exploring the picturesque beaches.

While the summer months are bustling with tourists, those looking for a more tranquil experience might consider visiting in November. This time of year offers a peaceful retreat, with pleasant weather and fewer crowds, allowing you to fully appreciate the beauty of Anna Maria's natural surroundings at a more relaxed pace.

Whether you're drawn to the lively summer atmosphere filled with outdoor concerts and beach activities, or the serene charm of the off-peak season, Anna Maria has something special for every type of traveller.
How early should I book a Anna Maria vacation rental?
Book your Anna Maria vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Anna Maria?
In Anna Maria, Florida, visitors can enjoy a variety of attractions that showcase the area's natural beauty and laid-back charm. The pristine beaches along the Gulf of Mexico, such as Bean Point and Manatee Beach, are superb for sunbathing, swimming, and water sports. The Anna Maria Island Historical Museum offers insights into the island's rich history and culture, providing a quaint local experience.

For those who appreciate nature, the Anna Maria Island Nature Preserve features scenic trails and wildlife viewing opportunities, making it an excellent spot for birdwatching and exploring the coastal ecosystem. The charming Pine Avenue is lined with local shops, cafes, and restaurants where visitors can savour fresh seafood and enjoy a relaxing meal with a view.

Additionally, outdoor enthusiasts can take advantage of the numerous kayaking and paddleboarding opportunities available in the surrounding waters, allowing for an immersive experience in the area's beautiful marine environment.
Can I change or cancel my Anna Maria home rental booking on Vrbo?
To find Anna Maria vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Anna Maria vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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