Anna Maria Island Holiday Rentals

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Our top choices for Anna Maria Island holiday rentals

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (406)
"Beautiful location. Walking distance to beach. "
United States
Maria
Haley's at The Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (336)
"Amazing location! Clean and well kept! Adding a microwave and black out curtains would be a bonus because the room isnt dark at night due to the spot light above the door! "
United States
Bernadette
Pelican Post at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (68)
"Very great stay will stay again "
United States
Joseph
Seabreeze at Anna Maria Island Inn

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.6 out of 10, Exceptional, (4)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
The price is HK$1,765
HK$3,558 total
includes taxes & fees
20 Jan - 21 Jan
Alamanda Villas

Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
Holmes Beach
9.8 out of 10, Exceptional, (62)
"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "
United States
Enis
The price is HK$1,303
HK$4,749 total
includes taxes & fees
8 Jan - 9 Jan
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (37)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is HK$1,345
HK$4,622 total
includes taxes & fees
8 Jan - 9 Jan
Beautiful Bungalow with Pool and Bay Views!

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (35)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
The price is HK$1,268
HK$3,700 total
includes taxes & fees
8 Jan - 9 Jan
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Anna Maria
9.8 out of 10, Exceptional, (36)
"Location was perfect"
United States
Michael S.
The price is HK$1,236
HK$3,557 total
includes taxes & fees
11 Jan - 12 Jan
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
2.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (3)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is HK$1,168
HK$4,173 total
includes taxes & fees
9 Jan - 10 Jan
Romantic Island Getaway! Just Steps from the Beach

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (771)
"The staff was very courteous, friendly and helpful."
United States
Edward
The price is HK$1,955
HK$2,210 total
includes taxes & fees
9 Jan - 10 Jan
Bridgewalk Resort

Bayfront Villa: Dock, Walk to Beach and Bridge Street

Bayfront Villa: Dock, Walk to Beach and Bridge Street
Bradenton Beach
10.0 out of 10, Exceptional, (12)
"We have stayed here multiple times and it is exactly as described and what we want. Great location and views. Close to restaurants, beaches and free shuttle."
United States
Mike C.
The price is HK$1,557
HK$5,459 total
includes taxes & fees
4 Feb - 5 Feb
Bayfront Villa: Dock, Walk to Beach and Bridge Street

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!
2.0 star property
Bradenton Beach
9.4 out of 10, Exceptional, (19)
"Wonderful stay ! Our family loved it ! "
United States
Daniel
The price is HK$1,510
HK$5,194 total
includes taxes & fees
31 Jan - 1 Feb
Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
Palm Tree Villas

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes
Bradenton Beach
9.6 out of 10, Exceptional, (17)
"Clean, great communication, convenient location. "
United States
Teri
The price is HK$810
HK$4,151 total
includes taxes & fees
8 Jan - 9 Jan
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.2 out of 10, Wonderful, (35)
"Lived the location so close to the beach and really enjoyed having the pool close by "
United States
nicki h.
The price is HK$1,606
HK$4,711 total
includes taxes & fees
11 Jan - 12 Jan
Beach Condo with Pool Near Holmes Beach!

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

Experience the passion of hospitality, cleaning, and good location!
Bradenton Beach
10.0 out of 10, Exceptional, (8)
"Great location and newly remodeled."
United States
Chad C.
The price is HK$809
HK$1,849 total
includes taxes & fees
8 Jan - 9 Jan
Experience the passion of hospitality, cleaning, and good location!

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

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (99)
"Everything was great"
United States
lillybet h.
The price is HK$802
HK$2,517 total
includes taxes & fees
23 Jan - 24 Jan
Updated bayside condo with heated pool - across the street from the beach

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (4)
"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "
United States
Justin B.
The price is HK$1,286
HK$4,287 total
includes taxes & fees
13 Jan - 14 Jan
Cute Cottage Near Beach and Shops

Beachside Duplex w/ Pool and Private Suite

Beachside Duplex w/ Pool and Private Suite
2.5 star property
Anna Maria
9.0 out of 10, Wonderful, (2)
"We have stayed here over the years and have enjoyed the perfect location to the beach. The house is a bit dated and needs a few upgrades but overall the house was very clean and comfortable. Please note there were no beach umbrellas supplied but did have plenty of beach chairs. You may want to plan on alternate shade options once there as the sun is intense and can be challenging. We would stay there again as the price was very affordable. "
United States
Mark T.
The price is HK$1,075
HK$5,468 total
includes taxes & fees
12 Jan - 13 Jan
Beachside Duplex w/ Pool and Private Suite

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

Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Anna Maria
9.6 out of 10, Exceptional, (102)
"Perfect place to stay, loved it, walking distance to everything you need beach right across the street. Loved it."
United States
jason l.
The price is HK$498
HK$2,075 total
includes taxes & fees
14 Jan - 15 Jan
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
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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Top Anna Maria Island Hotel Reviews

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