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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.

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Top Guest favourite
Home in Holmes Beach
5.0 out of 5 average rating, 11 reviews

Carissa A | Beachside Retreat | Golf Cart | Pool

Carissa Loft A🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!

Guest favourite
Home in Holmes Beach
4.9 out of 5 average rating, 20 reviews

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

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
The outdoor pool area is surrounded by lush tropical vegetation, creating a secluded atmosphere. A rock waterfall gently cascades into the clear water. An umbrella provides shade over a section of the pool deck, highlighting the tranquil setting on a sunny day.
Home in Anna Maria
4.77 out of 5 average rating, 30 reviews

La Cocolia located north end of Ami, Lagoon Pool

Need a Great Ami Getaway? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated 2 bedrooms, 2 bath island beach house. La Cocolia offers privacy, comfort, luxury, and relaxation. Its location is ideal … on a quiet street, north of Pine Ave and just a few flip flop steps away from ...

Top Guest favourite
Home in Holmes Beach
5.0 out of 5 average rating, 16 reviews

Holmes Beach 5BR | Steps to Beach, Pool + Hot Tub

5-minute stroll to the private beach, heated pool, bubbling spa & ping-pong fun—perfect for families seeking sunshine! 5 bedrooms - 3 kings & 2 queens (sleeps 10) Chef-ready kitchen, outdoor grill & fast 654 Mbps Wi-Fi Beach wagons, beach chairs + beach umbrellas Pack ’n play, stroller, + high chair included Explore nearby cafés, boutiques and coastal bike paths, then unwind under the stars by the pool. Ready for a worry-free getaway? Click “Reserve” before your dates disappear!

Guest favourite
A private pool is surrounded by tropical landscaping, featuring a clear blue water surface that reflects soft lighting. Several lounge chairs are positioned nearby, providing relaxation space under the palm trees. The serene area is perfect for unwinding after a day at the beach.
Home in Anna Maria
4.96 out of 5 average rating, 102 reviews

Beach House w/Private Pool & Spa

Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

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.

Superhost
Home in Anna Maria
4.89 out of 5 average rating, 18 reviews

The Beach House 2 by Duncan Real Estate

Welcome to The Beach House 2! Price Reduction due to construction on Tuna St through April 30, 2026 arrival! Enjoy newly renovated absolute beachfront on the North end of Anna Maria. Directly on the Gulf of Mexico, North of Pine Avenue on beautiful Anna Maria Island, The Beach House 2 is a spectacular beach retreat. This Old Florida beach house on the outside, the interior has been remodeled and updated with all the comforts of a family home.

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.

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
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Destinations to explore

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