Anna Maria Island Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Anna Maria Island holiday rentals

Exterior
Seabreeze 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, (65)
"Very great stay will stay again "
United States
Joseph
The price is HK$1,459
HK$1,847 total
includes taxes & fees
7 Jan - 8 Jan 2026
Seabreeze at Anna Maria Island Inn
Outdoor pool
Alamanda Villas

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$1,780
HK$3,574 total
includes taxes & fees
5 Jan - 6 Jan 2026
Alamanda Villas
Beach nearby, white sand, sun-loungers, beach towels
Haley's at The Anna Maria Island Inn

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, (405)
"Beautiful location. Walking distance to beach. "
United States
Maria
The price is HK$1,825
HK$2,310 total
includes taxes & fees
2 Jan - 3 Jan 2026
Haley's at The Anna Maria Island Inn
Beach nearby, sun-loungers
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 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$1,233
HK$3,559 total
includes taxes & fees
6 Jan - 7 Jan 2026
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Outdoor pool, pool umbrellas, pool loungers
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (768)
"Great stay!"
United States
Sufyan
The price is HK$1,810
HK$2,046 total
includes taxes & fees
18 Jan - 19 Jan 2026
Bridgewalk Resort
Beach nearby
Beautiful Bungalow with Pool and Bay Views!

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$1,796
HK$5,178 total
includes taxes & fees
13 Jan - 14 Jan 2026
Beautiful Bungalow with Pool and Bay Views!
Exterior
Pelican Post at 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, (335)
"Easy access to Bridge St... Walk quick to beach. Quiet pool nice ... They can definitely improve the Internet as that was spotty. "
United States
Marc
The price is HK$1,825
HK$2,310 total
includes taxes & fees
2 Jan - 3 Jan 2026
Pelican Post at Anna Maria Island Inn
Beach nearby, sun-loungers
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 Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (34)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
The price is HK$1,265
HK$3,654 total
includes taxes & fees
5 Jan - 6 Jan 2026
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Property grounds
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

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

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes
Bradenton Beach
9.8 out of 10, Exceptional, (16)
"Clean, great communication, convenient location. "
United States
Teri
The price is HK$948
HK$4,396 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes
Beach nearby, sun-loungers
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Anna Maria
9.6 out of 10, Exceptional, (21)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
The price is HK$1,298
HK$3,798 total
includes taxes & fees
5 Jan - 6 Jan 2026
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Beach nearby, white sand, beach umbrellas, beach towels
Palm Tree Villas

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 nearby, sun-loungers
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (20)
"My fiancé and I stayed at the cottages this past weekend and it was one of most relaxing weekend. Everyone there was so nice and helpful. We can’t wait to book another trip soon!!"
United States
Matthew S.
The price is HK$1,266
HK$3,708 total
includes taxes & fees
5 Jan - 6 Jan 2026
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Beach nearby
Cute Cottage Near Beach and Shops

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$1,469
HK$4,531 total
includes taxes & fees
13 Jan - 14 Jan 2026
Cute Cottage Near Beach and Shops
Property grounds
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

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$715
HK$2,348 total
includes taxes & fees
14 Jan - 15 Jan 2026
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Pool
Sunset View Pet Friendly w/Pool Beach Home

Sunset View Pet Friendly w/Pool Beach Home

Sunset View Pet Friendly w/Pool Beach Home
2.0 star property
Bradenton Beach
10.0 out of 10, Exceptional, (28)
"Great property!"
United States
Jeff W.
The price is HK$1,329
HK$5,557 total
includes taxes & fees
7 Jan - 8 Jan 2026
Sunset View Pet Friendly w/Pool Beach Home
On the beach
Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.2 out of 10, Wonderful, (34)
"Lived the location so close to the beach and really enjoyed having the pool close by "
United States
nicki h.
The price is HK$1,628
HK$4,826 total
includes taxes & fees
5 Jan - 6 Jan 2026
Beach Condo with Pool Near Holmes Beach!
Fridge, microwave, oven, stovetop
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria
9.4 out of 10, Exceptional, (24)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
The price is HK$1,337
HK$3,853 total
includes taxes & fees
5 Jan - 6 Jan 2026
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Beach nearby, sun-loungers
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Anna Maria
9.8 out of 10, Exceptional, (30)
"Enjoyed the property, pool, the closeness to the beach"
United States
Susane D.
The price is HK$1,242
HK$3,626 total
includes taxes & fees
5 Jan - 6 Jan 2026
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Beach nearby, sun-loungers
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
9.8 out of 10, Exceptional, (14)
"Loved how the cottage is wqlking distance to the beach and also restaurants."
United States
Pamela
The price is HK$1,902
HK$4,997 total
includes taxes & fees
5 Jan - 6 Jan 2026
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Fridge, microwave, oven, stovetop
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

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$2,451
HK$6,185 total
includes taxes & fees
5 Jan - 6 Jan 2026
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
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

Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

10/10 Excellent
"Rooms were clean. Staff was very friendly. Easy access to beach. Great location for walking to restaurants and shops"
jason 2-night trip
Posted 3 days ago
Tortuga Inn Beach Resort

Find out more about Anna Maria Island

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