Anna Maria holiday homes

We found 4,960 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Anna Maria by choosing from 594 houses, 29 flats and other holiday rentals. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Anna Maria

Showing deals for:18 Dec - 25 Dec

Image gallery for Large pool/spa home minutes from beach with arcade games and canal for fishing.

Four barstools and large area for eating
9.4 out of 10, Exceptional, (87 reviews)
Exceptional
(87 reviews)

Large pool/spa home minutes from beach with arcade games and canal for fishing.

Bradenton

7% off
Price is NZ$5,674
for 7 nights, 1 home
NZ$811 per night
includes taxes & fees
Large pool/spa home minutes from beach with arcade games and canal for fishing.

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Why visit Anna Maria

  • Pristine Beaches: Enjoy the beautiful, sandy shores ideal for sunbathing and swimming in crystal-clear waters.
  • Outdoor Adventures: Engage in various activities like kayaking, paddleboarding, and biking along scenic paths.
  • Cultural Heritage: Discover local history and art at the charming museum that highlights Anna Maria's unique past.
  • Marina Charm: Stroll around the marina, where you can admire boats and enjoy waterfront dining.
  • Relaxed Island Vibe: Experience a laid-back atmosphere perfect for families and solo travellers seeking tranquility.

Top attractions in and around Anna Maria

Anna Maria, Florida, offers a delightful blend of beaches, scenic outdoor escapes, and cultural experiences. Visitors can explore pristine shores, delve into local history at the museum, and enjoy the marina's charm. Ideal for those seeking a laid-back holiday, the city provides opportunities for both relaxation and adventure, ensuring a memorable experience for family, friends, or solo travellers from New Zealand. Enjoy the natural beauty and local heritage that makes Anna Maria unique.

  • Anna Maria Beach: Enjoy the relaxed beach vibes on this sandy stretch, located 1km from the city centre. Its calm waters and scenic sunsets make it perfect for a leisurely day by the sea.
  • Anna Maria City Pier: Experience the charm of local excursions as you stroll along this pier, right within Anna Maria. Ideal for catching a glimpse of the vibrant community life.
  • Riverwalk: Immerse yourself in the outdoors and scenic views along the river, 16km away, offering a refreshing change of pace.

Things to do recommended for couples

For a romantic getaway in Anna Maria, indulge in a sunset stroll along the pristine beaches, explore the charming local shops, or enjoy a candlelit dinner at a beachfront restaurant. Don't miss a kayak adventure through the mangroves for a unique experience together.

Things to do recommended for families

Families visiting Anna Maria, Florida, can enjoy a relaxed day at the beautiful beaches, explore the local shops, and savour delicious seafood at family-friendly restaurants. Adventure awaits with water sports and interactive local museums for unforgettable experiences.

Things to do recommended for groups

Groups visiting Anna Maria can enjoy a beach day at the quiet stretches of sand, explore local art scenes and dine on fresh seafood at waterfront eateries, making the most of a relaxed, community-focused holiday experience.

*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

Whether you're travelling with a group, as a family, with your furry friends, or planning an extended stay, be sure to filter by the right criteria. Here are some Vrbo booking tips for you.

  • Traveling to Anna Maria with a group: Consider how many bedrooms you'll require, along with features like a full kitchen or outdoor area for a group get-together. Luckily, you can filter for all these options, and even more, on Vrbo.
  • Traveling to Anna Maria with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, as well as access to 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, a family holiday isn’t truly complete without the presence of their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer essentials like feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Anna Maria: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include extras 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 offers the perfect beach holiday experience with its pristine shores and charming island vibe. Enjoy boutique holiday escapes and family-friendly excursions while soaking in the serene, outdoor scenery. This coastal gem is ideal for travellers seeking a budget-friendly, business-savvy yet laid-back atmosphere, making it a must-visit destination for a memorable seaside retreat.

  • Anna Maria Island: This naturally charming island is a short 3km journey away from Anna Maria, presenting a vibrant blend of outdoor and family-friendly experiences. Visitors can enjoy its inviting beach and family beach settings, ideal for a relaxed day out. Beyond the shoreline, explore the local resort areas, recreational zones and shopping mall centre. Its proximity to scenic capes adds a unique geographical allure, making it a delightful escape for those seeking a mix of leisure and nature.
  • Bradenton Beach: A mere 8km drive from Anna Maria, Bradenton Beach offers a welcoming coastal town experience. Renowned for its beach and family-friendly outdoor activities, this city provides ample opportunities for shopping and leisure. The area’s recreational parks and resort facilities enhance the travel experience, while the town neighbourhood and family beach landmarks invite visitors to enjoy its local charm and relaxed ambience.
  • St. Pete Beach: Located 24km from Anna Maria, St. Pete Beach is a vibrant city known for its engaging blend of outdoor, family and beach experiences. The area features a variety of enticing activities including resort areas and bustling shopping centres, offering a dynamic travel experience. With its local family beach and town neighbourhood attractions, visitors can immerse themselves in the coastal lifestyle and scenic beauty of this popular destination.

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.

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

Booking with Vrbo is a breeze

If you’re looking to cut costs on your next getaway, consider being flexible with your travel dates as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To help you find the ideal Vrbo property for your budget, use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

VRBO’s Trip Board provides a dedicated space for you to start planning new adventures, pick up where you left off, or manage your existing bookings. Saved or confirmed properties are now neatly organised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.bookabach.co.nz/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 ambience to your holiday 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-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Anna Maria

Do you want to discover attractions to visit in the city? Venture out of your holiday home and experience everything that makes Anna Maria a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Splash Island Water Park (13.7 mi / 22.1 km)
  • Harborside Golf Course at Longboat Key Club (16.3 mi / 26.2 km)
  • Manatee Golf Course (8.8 mi / 14.1 km)

Exploring the natural features in Anna Maria

Travellers enjoy Anna Maria for its island views, beaches and sunrises. Whether you're looking for adventure or just want to appreciate the scenery, Anna Maria is a great place to get outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • 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 holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 28°C.

Transport to and around Anna Maria

The nearest airport is in Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), located 14.8 mi (23.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to 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 holiday rental?
When considering a holiday 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.
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 holiday 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 holiday.

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 holiday rental accomodation in Anna Maria?
In Anna Maria, holiday houses are the most popular type of holiday 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 holiday 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 holiday 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 holiday home with a pool or hot tub in Anna Maria?
In Anna Maria, there are many holiday 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 holiday. Find your rental in Anna Maria with a pool or a hot tub.
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 holiday rentals in Anna Maria?
In Anna Maria, Florida, there are a wealth of options for remote work holiday 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 Bookabach.
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 holiday rental?
The peak travel season for a holiday 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.
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.
Are all fees included in the Anna Maria holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Anna Maria holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Anna Maria holiday homes?
You can find great discounts on holiday homes in Anna Maria on Bookabach, 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.
Can I change or cancel my Anna Maria holiday home booking on Bookabach?
To find Anna Maria holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Anna Maria?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Anna Maria holiday home?
Book your Anna Maria holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Anna Maria?
Prices for holiday homes 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. Bookabach offers something for every taste and budget, from affordable homes in Anna Maria to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 as applicable. 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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