Discover a selection of 49 vacation rentals in Anna Maria Island, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $139 per night, and houses and cottages are popular options for a stay in Anna Maria Island. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Anna Maria Island
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Destination guide

Beautiful sunsets and delicious food in Anna Maria Island

Anna Maria Island has all the trapping of an exotic tropical paradise, from its hidden white-sand beaches to its turquoise waters. This beautiful island has a relaxing atmosphere across towns with distinct personalities, giving you plenty of options for vacation home rentals that suit your taste.

Things to do

Fun in the sun in Anna Maria Island

Vacation homes in Anna Maria Island are close to unique venues and landmarks for any interest, whether you enjoy history, art, or the natural environment. The Robinson Preserve is perfect for animal lovers and outdoor enthusiasts, thanks to its boating, hiking, biking, and native wildlife, while the Island Gallery West features masterpieces of painting and sculpture for art lovers. The DeSoto National Memorial is of interest to history buffs, due to its living-history camp dedicated to the famous explorer, and the Perico Preserve is a serene location for strolling through marshlands.

Natural features

Exploring the beaches and other natural features in Anna Maria Island

Travelers enjoy Anna Maria Island for its island views, sunsets and seaside. Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Anna Maria Island is a great place to get out in nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Lido Beach (16 mi / 25.7 km)
  • Siesta Key Beach (19.2 mi / 30.9 km)
  • Coquina Beach (4.1 mi / 6.5 km)
  • Fort De Soto Park (9 mi / 14.5 km)
  • St. Armands Circle (15.3 mi / 24.7 km)
  • Bradenton Beach (0.5 mi / 0.8 km)
Beaches

Wildlife and water sports in Anna Maria Island beaches

Whether you want to hit the waves, sun on the sand, or view the wildlife, Anna Maria Island has a variety of unique beaches that cater to different vacationers. Vacation home rentals can put you right in the heart of the beautiful beaches, such as Manatee Public Beach, a soft-sand beach with clear turquoise waters, or Coquina Beach, a pristine natural beach with a backdrop of Australian pine trees. You could also try you luck spotting sea turtles nesting at Anna Maria Beach, or experience the quiet Florida lifestyle at Bayfront Park, a beachfront location with a pier and seaside attractions.

Restaurants and bars

Local seafood in Anna Maria Island

Florida island life is all about the fresh-caught seafood, but there’s plenty more to be had on Anna Maria Island. Though you can eat oysters, grouper, crab, and other local fare, Anna Maria Island has a range of culinary delights, including traditional pizzerias, Cajun restaurants, southwest cuisine, and gourmet cafes all within reach of your summer rental.

Family friendly

Family fun in Anna Maria Island

Kids will have a blast with all the activities and sights in Anna Maria Island. Vacation homes are located near some of the best family-friendly venues, ensuring that no one is ever bored on the trip. The Egmont Key National Wildlife Refuge is perfect for animal lovers, thanks to its large population of endangered marine life, and kids will love picnics or nature walks at Beer Can Island. The Florida Maritime Museum will delight history buffs, due to its many exhibits on model boats and artifacts of maritime history, and the Anna Maria Island Historical Society features a 1920s icehouse and the city’s original jail.

Good for couples

Romance and relaxation in Anna Maria Island

Anna Maria Island is a great destination for a romantic getaway, thanks to its endless stretch of beaches, excellent dining, and abundance of activities. Vacation rentals can give you and your partner the best the island has to offer, such as Bean Point Beach, a beautiful beach hideaway with sunset views, and Leffis Key, an island nature reserve and tidal habitat for nature walks. Cortez Beach is another lovely spot for an intimate afternoon sunbathing, and the Palma Sola Botanical Park has colorful blooms and glistening lakes for long strolls.

What are the top vacation rentals in Anna Maria Island?

Whether you're organizing your next exciting adventure with friends or a romantic escape with your darling, one of these top vacation rentals in Anna Maria Island is sure to tempt you:

  • "Best Little Beach House On Anna Maria Island. . . With A Pool": If you're after somewhere in Ilexhurst with 1 bedroom and plenty of home comforts, consider this escape. Amenities include a heated pool and heating.
  • "New Completely Renovated Beach Front With Heated Pool Gulf View #102": Located in Bradenton Beach, this home away from home has 2 bedrooms and lots of handy amenities. A blender and a microwave oven are among them.

For even more great options, use the search bar at the top of the page to find the perfect Anna Maria Island vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in Anna Maria Island?

Clock off work on Friday and leave behind all those sales targets and spreadsheets. You can look forward to a few days of R&R — with a side order of adventure — at one of these leading weekend getaways in Anna Maria Island:

  • "Seaside Sanctuary - 1 Minute Walk From Front Door To Toes In The Sand" in Anna Maria is an excellent base if you love the outdoors. Visit a few of the area's natural hot spots, such as Turtle Beach and Circus Sarasota, or throw yourself into some activities. Horse riding and hiking and biking will add a little excitement to your visit.
  • Otherwise, spend your mini break at "Ami North End Ground Level Close To Beach Heated Saltwater Pool" in Anna Maria. Here, you'll be in the ideal position to explore Treasure Island Golf Tennis Recreation Center and Terra Ceia Preserve State Park. There are some fun activities to keep you busy too, including fishing and windsurfing.

Can I find studio apartments for rent in Anna Maria Island?

Easy to keep tidy and with everything you need close by, studio apartments are an excellent choice if you're traveling solo or with a friend. If you're looking for someplace small and comfy to call home while you're away, have a look at these studio apartments for rent in Anna Maria Island:

  • "Best Little Beach House On Anna Maria Island. . . With A Pool" is a cozy escape in Ilexhurst. You'll have lots of amenities to take advantage of here, including a kitchen and outdoor furniture. When it's time to get out and explore some of the area's cultural sights, Art Center Sarasota and Players Theatre should be among your first stops.
  • Located in Holmes Beach, "Tranquil Anna Maria Island Resort" is another terrific base for your adventure. When you're not out exploring hot spots like Florida Studio Theatre and Historic Spanish Point, make use of a microwave oven and air conditioning back at your apartment.

Can I find short term rentals in Anna Maria Island?

Ditch the generic hotel experience for the comfort and privacy of your own place. Even if you only have several days to spare, you'll find short-term rentals in Anna Maria Island that'll make you feel at home. Try these on for size:

  • Located close to the center of Anna Maria, "Seaside Sanctuary - 1 Minute Walk From Front Door To Toes In The Sand" is well suited to a short-term stay. Use it as your base to uncover famous attractions nearby, such as Coquina Beach and Bean Point Beach.
  • Come for the homely vibe of "Ami North End Ground Level Close To Beach Heated Saltwater Pool", stay for the riveting sights around it. This retreat in Anna Maria puts you near Bean Point Beach, Manatee Public Beach and other hot spots.

What are the best romantic weekend getaways in Anna Maria Island?

A romantic weekend getaway in Anna Maria Island is a surefire way to rekindle the passion. Light some candles, take your honey by the hand and get set to let the sparks fly at one of these retreats:

  • Catch up on quality time and cuddles at "Best Little Beach House On Anna Maria Island. . . With A Pool" in Ilexhurst. Beauty services and a dining table are some of the thoughtful touches you'll find here.
  • Another amorous option is "New Completely Renovated Beach Front With Heated Pool Gulf View #102" in Bradenton Beach. Enjoy amenities here including beauty services and a nearby bay, in addition to each other's company.

What are the best large group vacation rentals in Anna Maria Island?

If your idea of the perfect trip away is to bring along your nearest and dearest, you'll be needing a whole lot of space. Luckily, there are plenty of vacation rentals in Anna Maria Island that will house large groups, starting with these sprawling sensations:

  • "Blue Water Beach House: 5+ Bedroom": This popular retreat is a great choice for larger groups wanting to stay in Bradenton Beach. It has 6 bedrooms and conveniences that include a swimming pool and an ocean view.
  • "Family Fun Close To Beach, Pool Slide Spa And Elevator": Located in Bradenton Beach, this spacious option has 4 bedrooms and is another top pick for a fun family vacation. There's a whole lot to keep guests both entertained and comfortable, such as a swimming pool and a water park.

Are there large vacation rentals that sleep 30 or more in Anna Maria Island?

If you're organizing a big family vacation or a special event like a graduation in Anna Maria Island, you won't have to worry about leaving anyone off the guest list. We've got a range of large vacation rentals that'll fit all the people you love. Here are some examples:

  • "Villa 70 Meters From The Sea, With Infinity Pool And Stunning Views": With 2 bedrooms comfortably sleeping up to 99 people, you'll have ample space at this sizable property in Anna Maria. Convenient amenities here include a swimming pool and an ocean view.
  • "Bay View Condo H In Bradenton Beach": Sleeping up to 99 guests and with a host of great amenities including a kitchen and a swimming pool, this is another top pick. It has 2 bedrooms and is located in Bradenton Beach.

What are the best houses for rent with a pool in Anna Maria Island?

In Anna Maria Island, you'll find plenty of house rentals where a pool day can be every day. Having a splashing good time will be your highest priority at one of these superb escapes:

  • Mum, dad, kids, grandparents — everyone will love relaxing by the pool at "Best Little Beach House On Anna Maria Island. . . With A Pool". Take the whole family on a vacation at this Ilexhurst rental home which also comes with a separate dining area and a barbecue grill.
  • "Spectacular Beachfront House With Pool" in Southeastern United States is another popular pick. There's plenty to love about this place apart from its pool, such as a DVD player and a swimming pool.

What are the best large family vacation rentals in Anna Maria Island?

Start working on your guest list, because there are plenty of family vacation rentals in Anna Maria Island that'll welcome your crew. Try these on for size:

  • "Ami North End Ground Level Close To Beach Heated Saltwater Pool" in Anna Maria will make your escape one you'll never forget. It has 3 bedrooms sleeping up to 8 guests and a host of amenities, including a living room and towels.
  • Another popular option, "Blue Sky: Luxury 5 Bedroom/4 Bath With Heated Pool" in Holmes Beach features 5 bedrooms and accommodates up to 10 people. A kitchen and a balcony will keep everyone content and comfy.

Can I find family cabin rentals in Anna Maria Island?

If you're dreaming of a trip with the fam, choose one of these cabin rentals in Anna Maria Island and give your loved ones an experience they'll always remember:

  • "Secluded Nautical Theme Cozy Cabin Awaits You" - Book a wonderful weekend at this getaway in Palmetto. Amenities like a TV and coffee and tea making facilities will help make your stay extra comfy.
  • "Convenient Cottage With Pool - Easy Access To Trolley Stops And The Beach" - Create magical memories together at this popular property. Located in Holmes Beach, it provides guests with a TV, a separate dining area and more.

For more options, use the search bar at the top of the page and adjust the filters to find the Anna Maria Island vacation rental that's perfect for your needs.