Anna Maria holiday homes

We found 4,932 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Anna Maria by choosing from 572 houses, 25 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:16 Oct - 23 Oct

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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:

  • 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)
  • Polynesian Putter (13.4 mi / 21.5 km)
  • Harborside Golf Course at Longboat Key Club (16.3 mi / 26.2 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)
  • Bean Point Beach (0.8 mi / 1.2 km)
  • Coquina Beach (6.2 mi / 10 km)
  • Fort De Soto Park (7.2 mi / 11.6 km)
  • St. Petersburg - Clearwater Beaches (21.7 mi / 34.9 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 most popular type of holiday home accommodation in Anna Maria?
Houses are the most popular kind of holiday home in Anna Maria, according to our data. Even if you have a different idea about what you'd like, Bookabach has properties in many shapes and sizes. Filter our options to find your perfect Anna Maria pad.
How much does it cost to rent a holiday home in Anna Maria?
The average price for a holiday home in Anna Maria is based on a number of factors, such as length of stay, property type and season. Whether you're dreaming about a villa with space for extended family or an apartment for just you and the kids, just enter your dates of travel to view stays with great value.
How much does it cost to rent a beach house in Anna Maria?
The average price for a holiday home by the beach in Anna Maria depends on when you're going and the type and size of property you're looking for. Find prices easily and quickly on Bookabach by entering your travel dates. Then use the handy filter tool to pick the number of bedrooms and amenities that you prefer, such as air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Anna Maria?
Yes. You can choose from 729 holiday homes that allow pets in Anna Maria. Several of our pet-friendly holiday homes come with a garden for your fur child to play around in, special dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect digs on Bookabach.
Can I rent a house with a pool in Anna Maria?
Pack your swimsuit and pool noodle, because there are 607 houses with a private pool in Anna Maria. Base yourself at one of these sought-after holiday homes and enjoy a pool day every day. Simply enter your travel dates into Bookabach, then use the "pool" filter to find the perfect place to make a splash!
What are popular home amenities in Anna Maria?
The most popular home amenities people are searching for in Anna Maria include a fireplace, a beach view and an ocean view. Whether you're taking a trip with your besties, family or even pets, Bookabach holiday properties come with the best amenities for fun and relaxation with your loved ones.
Are there large group holiday homes in Anna Maria?
With 73 properties that can host 10 or more people in Anna Maria, there's no need to limit the invite list. From fun family get-togethers to special events like birthday and Christmas parties, Bookabach will help you find a large group home to suit the occasion.
Are there holiday homes in Anna Maria that welcome kids?
Bring the whole group together for fun-filled adventures in Anna Maria at one of our 729 family-friendly holiday homes. Many of these stays offer conveniences that are great for getaways with the little ones, including dining rooms, bunk beds and entertainment areas. Just check the "Properties good for families" filter box and book your favourite.
What are the top attractions for families in Anna Maria?
There are plenty of awesome things to see and do with the family in Anna Maria, including:

  • Coquina Beach
  • Anna Maria Beach
  • Bradenton Beach

Are there one-bedroom holiday homes in Anna Maria?
Yes, you can take your pick from 41 one-bedroom homes in Anna Maria. Whether you want a cosy cottage or a cabin, Bookabach's one-bedroom properties are just right if you don't require huge amounts of space. One of the best parts about having your own place? You'll never need to share your getaway with strangers.
Can I find two-bedroom holiday homes in Anna Maria?
Anna Maria has 159 two-bedroom properties that you can choose from. Enjoy a holiday home with all the comfort and privacy you want at a price that's hard to resist on Bookabach.
Are there holiday homes with WiFi in Anna Maria?
Pick from 191 holiday homes with WiFi in Anna Maria. If you'd like to disconnect from the world during your break, but still want to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Anna Maria?
Choose from 723 holiday homes with air conditioning in Anna Maria offering that cooling breeze and extra comfort level. Simply enter your preferred travel dates and then make use of our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a holiday home in Anna Maria?
The minimum required age is typically 16, 18 or 21. It can differ from property to property on Bookabach, so look at the rules of your preferred Anna Maria holiday home before booking your trip.
How long can I rent a holiday home in Anna Maria for?
It's down to the Anna Maria property. To browse available options offering extended stays, just enter your travel dates and number of people into Bookabach's search page. You can enjoy having the property to yourself, along with the comforts of home like a fully-equipped kitchen, air conditioning and a backyard where the little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.