Anna Maria Island Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Anna Maria Island

Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (177)
"Love the ocean view "
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!
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$498
includes taxes & fees
27 Nov - 28 Nov
Anna Maria Sunsets - studio
HEATED & CHILLED POOL..Private outdoor living with grill, fire pit, and hot tub!
9.8 out of 10, Exceptional, (271)
"A perfect spot to celebrate!! Very clean and close to beach. Beach supplies and pool supplies provided . Outside grill - sitting Area is perfect to relax .Plenty of room for 5 adult ladies. . I give this place 5 stars !!!"
HEATED & CHILLED POOL..Private outdoor living with grill, fire pit, and hot tub!
Seabreeze at Anna Maria Island Inn
3.0 star property
8.4 out of 10, Very good, (303)
"Disappointing. People don't like being taken advantage of. Value for price was lacking."
Seabreeze at Anna Maria Island Inn
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$1,005
includes taxes & fees
15 Nov - 16 Nov
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (261)
"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"
Pelican Post at Anna Maria Island Inn
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
Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (369)
"The bed in our room was extremely comfortable."
Haley's at The Anna Maria Island Inn
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
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!
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
Waterfront home with beautiful views
8.8 out of 10, Excellent, (23)
"Great location. Property smelled like cat urine but we understand that this is a pet friendly location. We bought new plugins to manage the smell. A few ants in the kitchen but mostly clean. Shower curtain needs to be replaced in guest bathroom (moldy). The lock was tricky but we replaced the batteries after calling help desk. Overall, we would recommend to others."
Waterfront home with beautiful views
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
Beachfront Paradise w/ Totally 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$2,038
includes taxes & fees
16 Nov - 17 Nov
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Your Very Own Paradise by the Beach, Outdoor Deck, Free WiFi, Laundry in Unit
8.2 out of 10, Very good, (34)
"It was great but the property it wasn’t ready @4pm. We found 2 cockroaches"
Your Very Own Paradise by the Beach, Outdoor Deck, Free WiFi, Laundry in Unit
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
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.
Don't see what you're looking for?
See all available properties in Anna Maria Island
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Anna Maria Island you may be interested in

Tortuga Inn Beach Resort
2.5 star property
9.4 out of 10, Exceptional, (754)
"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
Silver Surf Gulf Beach Resort
3.0 star property
9.4 out of 10, Exceptional, (1000)
"Great long weekend getaway before the winter hits us here in the Northeast! Brought my girl down for her Bday and just relaxed. They made it very easy."
The price is NZ$471
includes taxes & fees
1 Dec - 2 Dec
Silver Surf Gulf 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.