Anna Maria vacation rentals

We found 4,796 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Anna Maria by choosing from 808 houses, 50 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.

Vacation rentals with weekly discounts - Anna Maria

Showing deals for:Feb 27 - Mar 6

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

Exterior
9.8 out of 10, Exceptional, (129 reviews)
Exceptional
(129 reviews)

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

Bradenton, FL

10% off
Price is CA $1,795
CA $15,686 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: Enjoy the sun and sand on beautiful beaches, ideal for relaxation and water activities.
  • Charming Accommodations: Choose from cozy condos and spacious vacation homes that cater to families and budget-conscious travellers.
  • Outdoor Adventures: Explore various excursions that highlight the area's natural beauty and outdoor experiences.
  • Rich History: Visit local museums and learn about the island's unique heritage.
  • Vibrant Local Culture: Experience the friendly atmosphere while discovering local shops and eateries.

Popular types of accommodation in Anna Maria

Discover the perfect getaway with our selection of Anna Maria vacation rentals. Whether you're seeking cozy condos, spacious houses, or charming apartments, we have options to suit every traveller's needs. Enjoy the sun-soaked beaches with our beachfront rentals or relax in a beautiful vacation home. With transparent pricing and savings, planning your stay on Anna Maria Island has never been easier.

  • Condos: A favourite among visitors to Anna Maria, condos offer modern amenities and stunning views, perfect for a relaxing getaway.
  • Houses: Ideal for families or groups, these homes provide ample space and a homey atmosphere for your stay.
  • Apartments: A convenient option, apartments allow you to enjoy a local experience with easy access to nearby attractions.
  • Cottages: These charming retreats offer a cozy and intimate setting, perfect for a romantic escape.
  • Villas: Luxurious and spacious, villas are an excellent choice for those seeking an upscale vacation experience.**

Top attractions in and around Anna Maria

Anna Maria, Florida, is an idyllic destination for beach lovers and outdoor enthusiasts. Explore its stunning beaches, rich history at local museums, and charming marinas. This picturesque island offers a perfect blend of culture and scenic beauty, making it ideal for families, couples, or solo travellers. Don't miss the opportunity to experience the unique charm of Anna Maria Island and its vibrant coastal attractions.

  • Anna Maria Beach: A picturesque beach located 1.1km from Anna Maria, offering stunning views and a laid-back atmosphere. Perfect for sunbathing, swimming, and enjoying beach vibes.
  • Bean Point Beach: This scenic cape, nestled within Anna Maria, features breathtaking views and a tranquil environment. Ideal for relaxation, beach walks, and soaking in the natural beauty.
  • IMG Academy: Situated 16.1km away, this renowned academy offers sports training and educational programs. It's a hub for aspiring athletes and a unique experience for sports enthusiasts.

Things to do recommended for couples

Seeking a romantic getaway in Anna Maria? Indulge in relaxation at Aluna Wellness Center & Spa, embrace adventure with AMI Paddleboard Adventures, or enjoy a fun round at Fish Hole Adventure Golf. Each experience offers a unique vibe for couples looking to connect.

Things to do recommended for families

Your family will love the excitement at LECOM Park, just 16.1km away, and the thrills of ice skating at Ellenton Ice and Sports Complex, 22.5km away. For a more relaxed day, visit Maximo Park, located 20.9km from Anna Maria, perfect for wellness and relaxation.

Things to do recommended for groups

Experience the local culture at the Island Players theatre for a night of entertainment. Explore the West Coast Surf Shop for unique finds, and don't miss a shopping spree at the Ellenton Premium Outlets, perfect for family fun and great deals.

*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 a group, family, or pets, or if you're seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Anna Maria with a group: Think about how many bedrooms you'll require, as well as additional features like a full kitchen or outdoor area for group get-togethers. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Anna Maria with young kids: Traveling with young kids can be quite the adventure. It's important to prioritize their comfort and safety, along with ensuring access to family-friendly amenities like a private swimming pool. Additionally, think about how close you are to attractions that cater to families.
  • Taking your pets with you to Anna Maria: For many families, a getaway isn't truly fulfilling without their furry companion along for the adventure. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and pet beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Anna Maria: If you’re in search of vacation rentals that offer discounts 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 rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search for the perfect getaway.

Where to stay near Anna Maria

Anna Maria, Florida, offers a delightful beach getaway for any traveller seeking sun, sand, and scenic outdoor experiences. Explore charming Anna Maria Island rentals, perfect for families and budget-conscious vacationers alike. Enjoy the friendly atmosphere while indulging in various excursions that showcase the area's natural beauty. Whether relaxing on the beach or discovering local shops and eateries, Anna Maria promises an unforgettable vacation filled with warmth and adventure.

  • Anna Maria Island: Nestled two miles from the main town, Anna Maria Island is a picturesque haven characterized by its stunning beaches and outdoor activities, perfect for families. The island features a relaxed atmosphere that invites visitors to enjoy various recreational activities, including watersports and leisurely beach days. Key attractions include the beautiful family beaches and nearby theme parks, making it a delightful destination for all ages. With charming resorts and a vibrant shopping mall centre, it offers a comprehensive vacation experience that combines relaxation with adventure.
  • St. Pete Beach: Located 24.1km away, St. Pete Beach is a vibrant city known for its stunning coastline and family-friendly environment. This destination is ideal for beach lovers and outdoor enthusiasts, offering an array of resorts and shopping areas to explore. The local beaches are perfect for sunbathing and water activities, while the charming town neighbourhoods provide a glimpse into local culture. With excellent dining options and beautiful parks, St. Pete Beach ensures a memorable experience for visitors seeking both relaxation and recreation.
  • Holmes Beach: Just three miles from Anna Maria, Holmes Beach is a delightful city that offers an inviting blend of beach activities and outdoor fun for families. Visitors can enjoy a variety of resorts and shopping mall centres, catering to all needs. The area's beautiful beaches and nearby cape provide ample opportunities for exploration and relaxation. With its friendly atmosphere, Holmes Beach is perfect for those looking to unwind amidst stunning natural beauty while engaging in recreational activities.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate significantly. Plus, booking an extended stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your adventures effortlessly. You can create new trips, refine your existing plans, or keep track of your bookings all in one place. Your saved and booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please 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. Lido Beach and Tampa Bay 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:

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

  • Lido Beach (18.2 mi / 29.3 km)
  • Tampa Bay (19.8 mi / 31.9 km)
  • Anna Maria Beach (0.7 mi / 1.1 km)
  • Bean Point Beach (0.8 mi / 1.2 km)
  • Bradenton Beach (2 mi / 3.2 km)
  • Holmes Beach Beaches (2.4 mi / 3.8 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, the best area to stay in is certainly the northern part of the island, particularly around the Anna Maria City area. This charming neighbourhood offers a delightful mix of quaint shops, local eateries, and stunning beaches, making it an appealing choice for visitors seeking a relaxing coastal experience. One of the area's top attractions is the Anna Maria Island Historical Society Museum, where guests can learn about the island's rich history and culture. Additionally, the beautiful Bean Point Beach is just a short stroll away, providing an idyllic spot for sunbathing and enjoying spectacular sunsets.

Another excellent option is Holmes Beach, which is centrally located and offers a variety of vacation rentals, from beachfront condos to family-sized homes. This area boasts a vibrant atmosphere, with plenty of dining options and shops nearby. One must-see attraction in Holmes Beach is the Manatee Public Beach, a popular destination for families, complete with picnic areas and playgrounds. The proximity to the beach means that you can easily spend your days soaking up the sun and enjoying the azure waters of the Gulf.

Bradenton Beach, located on the southern end of the island, also provides a fantastic setting for a vacation rental. This area has a lively vibe, with a number of bars and restaurants along Bridge Street, which is superb for evening outings. The nearby Coquina Beach is not only a stunning stretch of sand but also hosts a weekly farmers' market, allowing visitors to sample local produce and crafts.
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, Florida, consider the lovely area along the island's western shore, particularly around Pine Avenue, where you'll find charming beach cottages just steps from the sandy beaches. Many properties here come with amenities such as private pools, outdoor grilling areas, and spacious patios for enjoying the Florida sun. The proximity to local eateries and boutique shops adds to the appeal, making it a convenient base for vacationmakers.

Another great option is the area near Bean Point, known for its stunning views of the Gulf of Mexico and a more tranquil atmosphere. Beach houses in this vicinity often feature expansive decks, direct beach access, and family-friendly amenities like game rooms or large dining areas. This area is great for those seeking a peaceful retreat while still being close to the vibrant local community. 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 predominant type of rental accommodation, with approximately 683 available across this charming island. These houses often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas such as private patios or gardens—ideal for enjoying the warm Florida weather. Many properties are located within walking distance of beautiful beaches, local shops, and dining options, making them superb for families or groups looking to experience the laid-back island lifestyle. Additionally, there are around 44 condos, 23 cottages, 17 apartments, and 15 villas, offering a variety of options for those seeking different amenities and atmospheres.
Are there any family house rentals in Anna Maria?
In Anna Maria, Florida, there is a remarkable selection of family-friendly house rentals, with around 557 options available throughout the area. The island is known for its stunning beaches and relaxed atmosphere, making it an ideal destination for families. Many of these homes come equipped with spacious living areas, full kitchens for preparing meals, and outdoor patios or decks superb for barbecues and family gatherings.

The neighbourhoods of Anna Maria often provide easy access to local attractions such as the Anna Maria Island Historical Society and the beautiful Anna Maria City Pier, where families can enjoy fishing or simply taking in the breathtaking views. Additionally, several properties may feature amenities like private pools, game rooms, and even beach gear to enhance the vacation experience.
Can I rent a vacation home with a pool or hot tub in Anna Maria?
In Anna Maria, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 653 options to choose from. This picturesque island destination offers a charming atmosphere, particularly in neighbourhoods such as Anna Maria City and Holmes Beach, where many of these properties are located. Travellers can expect a range of amenities in these rentals, including private pools, spacious outdoor decks, and hot tubs, ideal for relaxation after a day on the beach. Many homes also come equipped with modern kitchens, outdoor dining areas, and easy access to the stunning sandy shores, making them great for families or groups looking to enjoy a sunny getaway.
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, there are numerous pet-friendly house rentals available, with a count of around 254 options for travellers bringing their furry companions. The area is renowned for its picturesque beaches and charming atmosphere, making it an ideal destination for families and pet owners alike. Many of the vacation rentals come equipped with amenities such as spacious backyards, outdoor patios, and fully stocked kitchens, allowing guests to enjoy both comfort and convenience during their stay.
Are there any remote work vacation rentals in Anna Maria?
In Anna Maria, Florida, there is a wide selection of remote work vacation rentals available, with around 775 options to choose from. This picturesque island destination is ideal for combining work and leisure, offering beautiful beaches and a relaxed atmosphere. Many properties come equipped with amenities specifically designed for remote workers, including high-speed Wi-Fi, dedicated workspaces such as desks and chairs, and sometimes even office-like features like computer monitors. 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 heated pools, fully equipped kitchens, complimentary Wi-Fi, private pools, and patios for outdoor relaxation. Many of these vacation rentals are situated near the picturesque beaches and charming local shops, providing easy access to the area's natural beauty and vibrant community. The presence of these amenities ensures a comfortable and enjoyable stay for visitors, whether they are looking to unwind by the pool or prepare meals in a convenient kitchen after a day of exploring.
When is the best time to visit Anna Maria for a vacation rental?
The best time to visit Anna Maria for a vacation rental is during the peak season from May to July, with June being particularly popular among travellers. This vibrant period attracts beach enthusiasts keen to take advantage of the warm sunshine and pristine sandy shores. Visitors can enjoy a wide array of outdoor activities, from kayaking in the calm waters to leisurely strolls along the picturesque coastline, all while soaking in the stunning sunsets that Anna Maria is famous for.

June typically boasts delightful temperatures, averaging in the high 20s to low 30s Celsius. This warmth invites you to relax by the beach or engage in water sports, ensuring comfort for all outdoor pursuits. The lively atmosphere during this peak season is complemented by local events and festivals that showcase the unique charm of the area.

If you're looking for a more budget-friendly time to visit, consider November. While this month is quieter, it still offers pleasant weather and the chance to enjoy the natural beauty of the region without the larger crowds. You can explore the local shops, dine at charming restaurants, and take in the serene surroundings at a more relaxed pace.
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, visitors can enjoy a range of attractions that highlight the area's natural beauty and laid-back charm. The pristine beaches along the Gulf of Mexico, particularly in areas like Bean Point, are superb for sunbathing, swimming, and enjoying breathtaking sunsets. Visitors can also explore the Anna Maria Island Historical Society Museum, which offers insights into the local history and culture.

The picturesque Pine Avenue is lined with quaint shops, restaurants, and art galleries, providing a delightful atmosphere for leisurely strolls. For those interested in outdoor activities, the Anna Maria City Pier is a great spot for fishing and watching dolphins. Additionally, nearby Coquina Beach offers picnic areas and walking paths, making it an ideal location for a family day out.
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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