Holiday Rentals in Anna Maria Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Anna Maria Island

Escape to Beach Sunrise Villa: 1-Min Walk to Bradenton Beach

9.2 out of 10, Wonderful, (5)
"The property was in a good location. The only thing not good was that we could not lower the thermostat to under 72 at night. We prefer a cooler temperature to sleep."
Escape to Beach Sunrise Villa: 1-Min Walk to Bradenton Beach

Adorable Cottage moments to beach w/ pool, beach gear, bikes

9.8 out of 10, Exceptional, (11)
"Loved how the cottage is wqlking distance to the beach and also restaurants."
The price is €731
includes taxes & fees
30 Jul - 31 Jul
Adorable Cottage moments to beach w/ pool, beach gear, bikes

Remodeled Coastal Retreat in Anna Maria, FL – Steps from the Beach!

8.2 out of 10, Very good, (30)
"Nice place to stay. Clean and stocked well with the essentials. Beds very uncomfortable, not enough pillows, thin blankets and flat pillows."
The price is €429
includes taxes & fees
30 Jul - 31 Jul
Remodeled Coastal Retreat in Anna Maria, FL – Steps from the Beach!

Home 5 minutes to the Beach with Great Backyard! - Bikini So Tiny

10.0 out of 10, Exceptional, (2)
"Beautiful home! So close to the beach, coffee, and shops. Will be back!"
The price is €579
includes taxes & fees
30 Jul - 31 Jul
Home 5 minutes to the Beach with Great Backyard! - Bikini So Tiny

Sunset View 3/2 Pet Friendly, 2 Living Rooms, Pool, Steps from Beach, Beach View

2.0 star property
10.0 out of 10, Exceptional, (18)
"Lovely home had all we needed for a wonderful vacation. Great location. Loved the salt water pool. None of us wanted to leave. Will be staying here in the future. We love AMI and this house is perfect. "
The price is €862
includes taxes & fees
13 Aug - 14 Aug
Sunset View 3/2 Pet Friendly, 2 Living Rooms, Pool, Steps from Beach, Beach View

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (180)
"Nice place very roomy easy check in very close to beach and restaurants"
Anna Maria Beach Condo 1/1

Water Lovers Dream-2-bedroom 2 bathroom apartment with POOL 2 blocks from BEACH

10.0 out of 10, Exceptional, (7)
Water Lovers Dream-2-bedroom 2 bathroom apartment with POOL 2 blocks from BEACH

Right across the street from Beach! Incredible Views! - Coquina Breeze

9.4 out of 10, Exceptional, (3)
"Pretty nice house, clean, feel like home"
The price is €660
includes taxes & fees
25 Jul - 26 Jul
Right across the street from Beach! Incredible Views! - Coquina Breeze

Enjoy Sunny Side Up Duplex in Bradenton Beach - Perfect Family Getaway!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay in AMI. The location of the property was perfect. It was close to so many things. It has all the necessities and close to stores in case you need stuff."
Enjoy Sunny Side Up Duplex in Bradenton Beach - Perfect Family Getaway!

1 min to beach, Beach Views, Shared Pool! - Emerald Shores East

2.5 star property
1 min to beach, Beach Views, Shared Pool! - Emerald Shores East

Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

9.2 out of 10, Wonderful, (35)
"We loved the house and the location! Definitely would book this house again."
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

Modern Anna Maria 3/2 Beach House w/Pool & Hot Tub, Short Walk to Beach

10.0 out of 10, Exceptional, (2)
"Beautiful home in a beautiful place. The home was clean and well appointed. The pool was absolutely perfect. Beds were comfortable. Host was helpful and responds quickly. We loved it! "
The price is €721
includes taxes & fees
21 Jul - 22 Jul
Modern Anna Maria 3/2 Beach House w/Pool & Hot Tub, Short Walk to Beach

Adorable home near the beach! - Bo's Beach Bungalow

8.6 out of 10, Excellent, (4)
"Nice quiet area. About a block from beach! Short walk to Pine Ave with many restaurants and shops. House was nothing fancy but clean and comfortable. Had everything we needed. Only compliant was could use some more silverware. Hope it's available for us next year!"
Adorable home near the beach! - Bo's Beach Bungalow

Charming cottage located close to beach - private heated pool

9.6 out of 10, Exceptional, (94)
"Plenty of room for a family with a 3 minute walk to the beach! Quiet location considering how busy the island is. "
The price is €775
includes taxes & fees
2 Aug - 3 Aug
Charming cottage located close to beach - private heated pool

Beach Front Home with Beautiful Sunset Views

8.6 out of 10, Excellent, (39)
"You can’t beat the location with direct views and access to a quiet peaceful and beautiful beach. The house itself is a bit older but provides the basics for a family beach trip."
Beach Front Home with Beautiful Sunset Views

Family Getaway at A Change in Latitude: Private Pool, Games, 5 Mins to Beach!

2.0 star property
Family Getaway at A Change in Latitude: Private Pool, Games, 5 Mins to Beach!

Rooftop Sunsets 2 Bedroom Unit Beach Club at Anna Maria Island #4 by RVA

9.0 out of 10, Wonderful, (65)
"We stayed for 2 nights. Unit was clean and comfortable. Ample parking, beach is right across the street. Great place to stay! "
Rooftop Sunsets 2 Bedroom Unit Beach Club at Anna Maria Island #4 by RVA

Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

10.0 out of 10, Exceptional, (28)
"This is our second time staying here. We love everything about this sweet cottage. It's in a perfect location close to the beach and great restaurants."
The price is €840
includes taxes & fees
27 Jul - 28 Jul
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Welcome to Set in Sand!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great location and family friendly! Can wait to go back only steps from the beach. "
Welcome to Set in Sand!

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

9.4 out of 10, Exceptional, (33)
"We had a wonderful experience staying at little pink house. The house was clean and a great location only a short walk from the beautiful Bean Point beach. We greatly enjoyed the pool area , the hot tub was perfect for the cool evenings. "
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
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