Anna Maria Island Holiday Rentals

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Holiday Rentals in Anna Maria Island

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (178)
"Love the place, near a beautiful beach, staff friendly and accommodating, best beds and linens ever! I did not want to leave! Thank you! "
The price is NZ$824
includes taxes & fees
5 Jan - 6 Jan 2025
Anna Maria Beach Resort

Anna Maria Sunsets - studio

9.4 out of 10, Exceptional, (204)
"Perfect stay for couples. Small but beautiful. It was super easy to talk with owner. Just across from beach. "
The price is NZ$444
includes taxes & fees
3 Jan - 4 Jan 2025
Anna Maria Sunsets - studio

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

9.2 out of 10, Wonderful, (193)
"The property was lovely - everything the listing said it would be. The location was perfect, right across the road from the beach with every place I wanted to go within walking distance. Highly recommend. "
The price is NZ$373
includes taxes & fees
24 Dec - 25 Dec
Anna Maria Sunsets - studio

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

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

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$685
includes taxes & fees
5 Jan - 6 Jan 2025
Palm Tree Villas

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

Bradenton Beach Escape: Steps to Ocean + Bay!

9.8 out of 10, Exceptional, (34)
"We love this beach-to-bay location. Great kitchen, huge TV, nice deck for relaxing with family, short walk to beach and just steps to bay. This was our second stay in his home. We love it! Thank you! :)"
Bradenton Beach Escape: Steps to Ocean + Bay!

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (199)
"Excellent VRBO directly across the street from the beach!"
The price is NZ$872
includes taxes & fees
22 Jan - 23 Jan 2025
Anna Maria Beach Condo 1/1

Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

9.8 out of 10, Exceptional, (77)
"The property was as listed with all the amenities. It was nice to have the beach chairs. , umbrella which we util I zed. The"
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

Family beach condo. Steps to sand and restaurants + bars!

9.8 out of 10, Exceptional, (175)
"I always expect every condo to honestly be the same, sofa that is worn out that you cant ever relax on, and typically the place you stay isnt even what is advertised in the pictures. I can say this place is amazing! Take the best place you have ever vacationed and that wouldnt live up to this condo! Rex is such a amazing host, if something is going on around the property you are his first priority. You can definitely tell he and wife Michelles main goal is to make sure you have a wonderful...
Family beach condo. Steps to sand and restaurants + bars!

Stylish bayside condo with WiFi & pool - close to the beach & restaurants

9.6 out of 10, Exceptional, (88)
"Couple small items need maintenance but otherwise up to date, modern and met our needs"
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

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$1,769
includes taxes & fees
14 Jan - 15 Jan 2025
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Fun in the Sun 😎 | Gulf front, steps to the sand, 4-bed with spectacular views!

9.2 out of 10, Wonderful, (20)
"This is an awesome house. A blend of remodeled with modern amenities and old Florida style, especially in the upper level. Beds were comfy. The views from the large windows in the upstairs bedroom and the downstairs living room are amazing! Walk out your door and across a tiny, sparsely trafficked street, and you are on the beach! Would definitely stay here again!"
Fun in the Sun 😎 | Gulf front, steps to the sand, 4-bed with spectacular views!

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!

HEATED & CHILLED POOL..Private outdoor living with grill.

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.

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!

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

9.4 out of 10, Exceptional, (64)
"We had a great time in AMI staying at this charming little pink house just across a bit from beach access. We had plenty of room."
The Pink House Unit A: A Cozy Retreat Steps 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
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

Silver Surf Gulf Beach Resort

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location, friendly staff, clean and comfortable "
The price is NZ$476
includes taxes & fees
12 Jan - 13 Jan 2025
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!

Bali Hai Beachfront Resort and Spa

3.5 star property
8.4 out of 10, Very good, (520)
"The place was excellent, a perfect location"
The price is NZ$666
includes taxes & fees
24 Dec - 25 Dec
Bali Hai Beachfront Resort and Spa
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.