Anna Maria Island Holiday Rentals

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Holiday Rentals in Anna Maria Island

Anna Maria Sunsets - studio

9.4 out of 10, Exceptional, (203)
"Perfect stay for couples. Small but beautiful. It was super easy to talk with owner. Just across from beach. "
The price is NZ$455
includes taxes & fees
1 Dec - 2 Dec
Anna Maria Sunsets - studio

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (177)
"I enjoyed my stay at the resort. I was there for 4 nights and it was great! The room spacious and the bed was very comfortable, "
Anna Maria Beach Resort

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (28)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Beach Bikes!

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

9.6 out of 10, Exceptional, (89)
"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."
The price is NZ$1,647
includes taxes & fees
1 Dec - 2 Dec
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Queen's Gate Resort

2.5 star property
9.0 out of 10, Wonderful, (406)
"I go here every year! Staff are friendly and make sure we have all we need. Quiet. Beach is close "
Queen's Gate Resort

Experience the passion of hospitality, cleaning, and good location!

9.4 out of 10, Exceptional, (138)
"Everything was very clean. They filled all of our needs, even the towels for both showering and for the beach. Perfect. And so close to every place we wanted to go. Walked to everything. "
Experience the passion of hospitality, cleaning, and good location!

Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!

9.8 out of 10, Exceptional, (68)
"We stopped in Anna Maria Island for three days on our road trip visiting Florida beaches. We loved Anna Maria Island. The Naut 2 Shabby Cottage was the perfect location for exploring the island. We loved the quaint charm of the cottage. "
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (192)
"Would book this property again. Had a few questions after checking in and the owner answered my quesions"
The price is NZ$498
includes taxes & fees
1 Dec - 2 Dec
Anna Maria Sunsets - studio

Beachfront Studio right on the Sand! Ground Floor - Free Parking - Ocean View

10.0 out of 10, Exceptional, (14)
"Had a wonderful 3 night get-away with my hubby. Location was amazing. Much quieter beach spot than down at the main public beaches. Anna Maria is a really fun island to explore. Saw a baby sea turtle, some baby manatees, fireworks, beautiful sunsets and a gorgeous rainbow on our last morning. Host was great and property was well equipped for our short stay."
Beachfront Studio right on the Sand! Ground Floor - Free Parking - Ocean View

Love Shack on the Water Most desirable location on AMI

10.0 out of 10, Exceptional, (21)
"Overall location was perfect, accommodations were exactly what we needed for our long weekend. Very inviting. "
Love Shack on the Water Most desirable location on AMI

Updated bayside condo with heated pool - across the street from the beach

9.2 out of 10, Wonderful, (83)
"Had a great stay. Highly recommend "
Updated bayside condo with heated pool - across the street from the beach

The Sailor Park

3.0 star property
3.0 out of 10, (20)
"This was a very welcome get away. Absolutely beautiful views. The owner is great. I definitely will come back. "
The Sailor Park

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (361)
"Me encantó el lugar, las casitas estan muy bien ubicadas con la playa, tienen un muelle que se puede pescar, la limpieza buena con excepción del sofá cama que no lo revisaron antes de entregar la habitación y estaba lleno de basura y el cubre colchón estaba sucio, lo recomiendo a pesar de este inconveniente."
Tradewinds Beach Resort

Haley's at The Anna Maria Island Inn

3.0 star property
8.6 out of 10, Excellent, (369)
"A very nice place and reasonable price. Don’t expect it to be a standard hotel facility. The property itself is very nice. It has a very small bathroom. A kitchen and full size fridge is a plus. It has no clothes closet to hang clothes, unless you count the bloom closet/Air Conditioner closet as a clothes closet. A small setback for inconvenience, but overall I still like the property very much. The location is superb. The communication with the front desk is excellent. They responded within a...
Haley's at The Anna Maria Island Inn

WE ARE OPEN, 11/27, Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (172)
"We loved this beachfront property, it was perfect for our family. The layout was nice, we had space for privacy and togetherness. The views were spectacular from the porch we got to see the sunrise and sunsets. The house is located in an upscale neighborhood within walking distance to Motte Marina. The kitchen had everything you might need to cook, also provided were linens and towels, as well as beach chairs. We hope to return soon."
The price is NZ$1,723
includes taxes & fees
30 Nov - 1 Dec
WE ARE OPEN, 11/27, Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

The Pink House Unit B: A Cozy Retreat Steps from the Beach

9.8 out of 10, Exceptional, (79)
"This is a great property for one person or a couple. It is such a cute apartment in a great location."
The Pink House Unit B: A Cozy Retreat Steps from the Beach

Vacay in luxury! So close to the beach!

9.6 out of 10, Exceptional, (54)
"An absolutely beautiful stay. The room was cute and quiet. I would recommend by far. "
Vacay in luxury! So close to the beach!

Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest

9.8 out of 10, Exceptional, (186)
"We had a wonderful experience this past weekend. I had family from NY and Connecticut. The place was neat, clean and cozy with a perfect location to great restaurants and the beach!"
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest

Completely remodeled beach front condo with full ocean views, steps to the water

9.8 out of 10, Exceptional, (198)
"We enjoyed our stay."
Completely remodeled beach front condo with full ocean views, steps to the water

Palm Tree Villas

3.0 star property
9.2 out of 10, Wonderful, (159)
"Our studio villa was perfect for our stay. Very clean, loved the outdoor patio! Pool is heated, nice and relaxing. Having a beach wagon with umbrella and chairs was an added bonus. The villas location is excellent. short walk to the beach, restaurants and stores very close by."
The price is NZ$681
includes taxes & fees
24 Nov - 25 Nov
Palm Tree Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Anna Maria Island you may be interested in

Bali Hai Beachfront Resort and Spa

3.5 star property
8.4 out of 10, Very good, (516)
"The place was excellent, a perfect location"
The price is NZ$673
includes taxes & fees
3 Dec - 4 Dec
Bali Hai Beachfront Resort and Spa

Tortuga Inn Beach Resort

2.5 star property
9.4 out of 10, Exceptional, (755)
"Stayed here over Labour Day weekend and already can’t wait to go back. Clean and comfortable room with a lovely, beachy interior. Great pools and overall relaxed vibe. 1 minute walk to the beach and around 5-10 minutes to get to Bridge Street so really convenient location. Parking throughout the hotel made it really easy to unpack and settle in. Never struggled to get back into a space if we used the car too. Staff are friendly and willing to help."
Tortuga Inn Beach Resort

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (28)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Beach Bikes!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.