Anna Maria Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Anna Maria Island vacation 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, (411)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
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 ¥35,166
¥71,149 total
includes taxes & fees
Jan 10 - Jan 11
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 ¥29,786
¥101,986 total
includes taxes & fees
Jan 11 - Jan 12
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 ¥27,078
¥92,712 total
includes taxes & fees
Jan 11 - Jan 12
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 ¥25,515
¥74,470 total
includes taxes & fees
Jan 11 - Jan 12
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 ¥24,871
¥71,597 total
includes taxes & fees
Jan 11 - Jan 12
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 ¥23,505
¥83,217 total
includes taxes & fees
Jan 10 - Jan 11
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 ¥39,095
¥44,178 total
includes taxes & fees
Jan 12 - Jan 13
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 ¥23,535
¥99,691 total
includes taxes & fees
Jan 13 - Jan 14
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 ¥30,439
¥104,684 total
includes taxes & fees
Jan 31 - Feb 1
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 traveler
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 ¥31,340
¥101,694 total
includes taxes & fees
Feb 6 - Feb 7
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 ¥31,139
¥93,197 total
includes taxes & fees
Jan 11 - Jan 12
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 ¥20,567
¥42,497 total
includes taxes & fees
Jan 13 - Jan 14
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, (100)
"Everything was great"
United States
lillybet h.
The price is ¥16,140
¥50,655 total
includes taxes & fees
Jan 23 - Jan 24
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 ¥25,385
¥85,498 total
includes taxes & fees
Jan 13 - Jan 14
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 ¥21,324
¥109,676 total
includes taxes & fees
Jan 12 - Jan 13
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 ¥9,402
¥42,113 total
includes taxes & fees
Jan 14 - Jan 15
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Maria Island Hotel Reviews

Find out more about Anna Maria Island

Search for holiday rentals in Anna Maria Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Anna Maria Island using one of the methods below:

  • View our selection of featured holiday rentals in Anna Maria Island
  • Use the map to find apartments and other holiday homes in the Anna Maria Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Anna Maria Island while they last

Look no further and take a look at our great range of rental properties in Anna Maria Island!