Some info has been automatically translated. Show original language

House holiday rentals in Anna Maria

Find and book unique houses on Airbnb

Quick stats about house rentals in Anna Maria

  • Total holiday rentals

    Explore 420 holiday rentals in Anna Maria

  • Nightly prices starting at

    Anna Maria holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 8,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    370 properties feature pools

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wi-Fi availability

    420 of Anna Maria holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Anna Maria rentals

  • 4.8 Average rating

    Anna Maria stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Anna Maria

Guests agree: These houses are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
Home in Holmes Beach
5.0 out of 5 average rating, 16 reviews

Beautiful Beach house! Heated pool and spa!

Discover your dream getaway at this beautifully decorated vacation rental in Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom home offers luxury and comfort, featuring a spacious open-concept living area, modern kitchen, and elegant furnishings. Enjoy the private pool and hot tub, and the beach is just a 5-minute walk away. The highlight is the rooftop deck, where you can soak in breathtaking sunsets. Experience the perfect blend of style and convenience for your unforgettable vacation!

Top Guest favourite
A spacious living area features large windows offering water views and ample natural light. A comfortable sectional sofa is arranged around a round coffee table, and a cozy armchair is positioned nearby. Light-colored flooring complements the open layout, creating a bright and airy atmosphere.
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviews

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL

Welcome to Villa Mar- our charming 2BD/2BA waterfront retreat in Holmes Beach, FL. The property sleeps up to 6 people with two bedrooms w/ one king & queen bed, and a queen Murphy chest in the living area. Enjoy the water views 24/7 and a dock perfect for boating or fishing enthusiasts. Spacious outdoor area with dining table & grill. Fully-equipped kitchen, beach amenities, and comforts like Roku, Alexa, WiFi, & Nest. Just 4 blocks from the beach, surrounded by parks, dining and shops in AMI.

Superhost
Home in Anna Maria
5.0 out of 5 average rating, 8 reviews

The Lady Fish by Duncan Real Estate

Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a three-bedroom, two-bathroom vacation home. Guests will enjoy a full gourmet kitchen, perfect for cooking up your catch of the day! The living area is spacious, with plenty of seating for family and friends to take in a movie on the flat panel HDTV. 3 bedrooms offer comfortable sleeping for up to 6 guests. All have TVs. Step outside and enjoy a fantastic outdoor living.

Top Guest favourite
Home in Bradenton Beach
4.98 out of 5 average rating, 122 reviews

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Top Guest favourite
A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.
Home in Anna Maria
4.95 out of 5 average rating, 202 reviews

1/2 Block from Beach- Private Boat Dock & 30' Pool

o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.

Guest favourite
An outdoor view showcases a private pool surrounded by lush landscaping and tropical palm trees. The distant beach features soft white sand meeting turquoise waters. A spacious deck, complete with loungers, offers a perfect relaxation spot under clear blue skies.
Home in Holmes Beach
4.91 out of 5 average rating, 70 reviews

TOES IN THE SAND!

Waves Edge South is one of two very unique homes situated directly on the sugar white sands of Anna Maria Island. Welcome to a dreamy island which oozes the charm of ‘old’ Florida and will remind you of yesteryear when you were young and the pace was a little slower. A place where visitors and residents are as likely to use a bicycle or a golf cart as hop in a car. An Island where the warm waters will soothe your soul and you will leave longing to return once more.

Top Guest favourite
The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.
Home in Anna Maria
4.97 out of 5 average rating, 36 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

Top Guest favourite
Home in Anna Maria
4.97 out of 5 average rating, 75 reviews

Kiwi Cottage~Private Heated Pool!~Shopping close!

Kiwi Cottage is a newly remodeled 2-bedroom, 1-bath beach retreat on Anna Maria Island, just a 5-minute walk to the beach and Pine Avenue. Enjoy a private heated saltwater pool, tropical backyard, outdoor BBQ, and pet-friendly accommodations. Beautiful coastal décor, full kitchen, and king beds make this owner-managed cottage the perfect island escape for couples or small families. 🏖️🌴✨

Top Guest favourite
Home in Anna Maria
5.0 out of 5 average rating, 101 reviews

Bean Pt. Bungalow - Half duplex w/private pool

Welcome to Bean Pt. Bungalow! A charming 3/2 villa with a private saltwater pool in the heart of Anna Maria. You're only 0.2 miles from the nearest beach access and 0.2 miles from the Rod and Reel Pier. The home comes equipped with 6 beach chairs and cart. This boutique rental is the perfect place for your next getaway! Primary - King Bed Front bedroom - King bed Bunk room - 4 twin beds

Guest favourite
Home in Holmes Beach
4.89 out of 5 average rating, 44 reviews

Ocean72 | Heated Pool & Spa | 2BR Near Beach

Welcome to your island escape at Ocean72 in Holmes Beach! Just a short walk to sugar-white beaches, this coastal retreat features a private heated pool & spa, lush tropical landscaping, and seamless indoor-outdoor living. Enjoy a fully stocked kitchen, plush beds, and beach gear. Guests also have the option to add a private golf cart for easy island exploring and beach trips.

Top Guest favourite
A charming island home is presented on a landscaped property, featuring a paved driveway with ample space for parking. The elevated structure is accessible by a set of stairs, and palm trees add a tropical touch to the surroundings.
Home in Anna Maria
4.98 out of 5 average rating, 48 reviews

1 block to Pine Ave + Shopping + Beach + Dining!

Welcome to Spring Sea’Esta! 🏖️ 🌴A stunning island retreat situated in the heart of Anna Maria Island and less than 1 block away from Pine Avenue. 🌴 Enjoy easy access to shops, local boutiques, ice cream parlors, playgrounds and the beloved Waterfront Restaurant—all just steps from your door.

Guest favourite
The entrance showcases a welcoming porch adorned with vibrant tropical plants and flowers. A dark front door is flanked by well-maintained greenery. Soft light illuminates the area, creating an inviting atmosphere at the threshold of the property.
Home in Anna Maria
4.8 out of 5 average rating, 103 reviews

Island Oasis on Anna Maria Island off Pine Ave

Step into an ultra private, secluded, tropical paradise with a canal front setting on a quiet cul-de-sac located on the north end of Anna Maria Island minutes waking to Pine Avenue. There is a beautiful outdoor pool just steps outside your door. A 5 minute walk to Tampa Bay. Bring your boat.

Popular amenities for Anna Maria house rentals

When is the best time to visit Anna Maria?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$854 NZD$1,076 NZD$1,608 NZD$1,184 NZD$887 NZD$1,002 NZD$1,108 NZD$808 NZD$728 NZD$671 NZD$841 NZD$938 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Anna Maria
  6. House rentals