Search Vacation Homes in Anna Maria Island

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Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Compare 1120 Vacation Homes in Anna Maria Island with updated reviews, rates, and availability.

Anna Maria Beach Condo 1/1
Room

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (164)
"The Condo was in a perfect location. Steps to the beach, steps to the free Trolley which was amazing to use to get around and see all of the Island. Was a perfect location!"
The price is AED 771
AED 1,596 total
includes taxes & fees
18 Mar - 19 Mar
Anna Maria Beach Condo 1/1
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach

Walk-up suite with on-site pool, private deck, full kitchen - walk to beach

9.0 out of 10, Wonderful, (8)
"Perfect spot within walking distance to Bridge Street. Definitely will stay here again!"
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach
The Wee Cottage | House in Anna Maria

The Wee Cottage | House in Anna Maria

8.6 out of 10, Excellent, (13)
"Found a little piece of paradise"
The Wee Cottage | House in Anna Maria
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
Terrace/patio

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

9.8 out of 10, Exceptional, (79)
"We had a great vacation at this rental property and will definitely stay here again when we return to Anna Maria island. House is beautiful, location is perfect, and it had everything we needed to make our week in Anna Maria island fun and relaxing. The pool was great, heated to the perfect temperature. Thank you to our great hosts for making our stay a great one! "
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
Private Home 1 Block to Beach with Pool and Hot Tub!
Beach You To It by Anna Maria Island Accommodations

Private Home 1 Block to Beach with Pool and Hot Tub!

9.8 out of 10, Exceptional, (39)
"House was great. Fantastic location, easy to beach, easy walk to the north end shops/restaurants. Pool was awesome. Hot tub was great especially with cooler weather!Amenities at the house are well stocked (eg. pans, utensils, coffee maker (Dual filter and Keurig!).Host is very responsive. Check in was easy."
Private Home 1 Block to Beach with Pool and Hot Tub!
Tropical luxury beach home with heated pool

Tropical luxury beach home with heated pool

9.8 out of 10, Exceptional, (29)
"The house was fabulous. Just wish check email or text we never got. Finally went over at 4. Directions for check! We didn’t know where to put dirty laundry. Were we supposed to strip beds? We did what we thought was best. Hopefully it was ok. "
Tropical luxury beach home with heated pool
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Living Room

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

9.8 out of 10, Exceptional, (79)
"We thoroughly enjoyed our stay in Anna Maria Island. The location was perfect! We did enjoy the use of the golf cart and I would recommend it for the area. There is still work being done in due to the hurricanes in summer 2024 but there was still plenty to do and the beaches are gorgeous!!! Our hosts were great and provided us with very helpful "local" dining options. The condo is beautiful, three floors, the first is garage and entry only, the second is the main living area and one bedroom...
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Sunny Beach to Bay Condo W/ Shared Pool, Free WiFi, Washer/Dryer, Garage Parking

Sunny Beach to Bay Condo W/ Shared Pool, Free WiFi, Washer/Dryer, Garage Parking

9.4 out of 10, Exceptional, (42)
"Went for tournament, perfect decision!"
Sunny Beach to Bay Condo W/ Shared Pool, Free WiFi, Washer/Dryer, Garage Parking
2nd-floor duplex near beach with heated pool, balcony, grill, W/D

2nd-floor duplex near beach with heated pool, balcony, grill, W/D

9.0 out of 10, Wonderful, (13)
"we enjoyed our stay and would like to book section A in the future..The king side bed was very uncomfortable.Bathrooms need a bit of updating ...kitchen lacking simple things like dish towels, can opener that works, Simple things to be fixed.As I mentioned the king bed was extremely bad and not comfortable. "
2nd-floor duplex near beach with heated pool, balcony, grill, W/D
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
Sand Castle - By Anna Maria Island Accommodations

Beautiful home with fenced yard, heated pool, hot tub, and elevator!

9.6 out of 10, Exceptional, (36)
"We stayed for a family Girls Week trip. The central location on the island was perfect. The beach and the trolley stop were just 1.5-2 blocks away. Having a pool all to ourselves was a really nice treat. The house had everything we needed. Our only complaints were that the mosquitos were out in full force and sometimes drove us inside. We would definitely stay here again."
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

9.4 out of 10, Exceptional, (9)
"House is just as pictured, beautiful and great location. Pool is small but perfect size for a few people to cool off in. Walking distance from the bay side and rod and reel pier. Highly recommend staying here!"
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Quiet Villa, Steps to Beach, Close To Trolley Stop and Shopping!
Sea Glass Villa by Anna Maria island Accommodations

Quiet Villa, Steps to Beach, Close To Trolley Stop and Shopping!

9.6 out of 10, Exceptional, (7)
"Just beutiful"
Quiet Villa, Steps to Beach, Close To Trolley Stop and Shopping!
The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem
Look how close to the beach!

The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem

9.8 out of 10, Exceptional, (26)
"There's something for everyone at this home--steps to the beach, ping pong, pool table, resting on a hammock, sitting on the screened in porch or enjoying views from the spacious kitchen and living area. "
The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem
HEATED & CHILLED POOL..Private outdoor living with grill.
Exterior

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.
2 Bedroom / 2 Bath Ground Level With a Heated Pool
Exterior

2 Bedroom / 2 Bath Ground Level With a Heated Pool

10.0 out of 10, Exceptional, (161)
"Third stay here. Love it. Will be back "
2 Bedroom / 2 Bath Ground Level With a Heated Pool
OPEN for booking after Helene & Milton! December and Jan dates available NOW!!
Front Castaway Cove Jacaranda Rd Anna Maria

OPEN for booking after Helene & Milton! December and Jan dates available NOW!!

9.6 out of 10, Exceptional, (185)
"SimonWe had a great time on AMLI and staying at your place. Accomodations were great . Loved the pool , games , beach chairs etc. Beach was so convenient and used it every day plus sunsets. The island made a great recovery. Everything was wonderful. Will definitely recommend your place to others."
OPEN for booking after Helene & Milton! December and Jan dates available NOW!!
LaBella Casa: Hot tub, games, updated beachy chic home moments to the Gulf!

LaBella Casa: Hot tub, games, updated beachy chic home moments to the Gulf!

10.0 out of 10, Exceptional, (16)
"Clean beds and bathrooms, A. Great location across the street from public beach access. Updated and cute decor. Hot tub only worked the first two days of our stay. Response to communication about that took a day or more and it was not resolved so we didn’t have use of the hot tub for the majority of our stay. Management company seemed unbothered by our complaints that we booked the property based on hot tub access. Coffee machine and washing machine weren’t clean. "
LaBella Casa: Hot tub, games, updated beachy chic home moments to the Gulf!
Spacious beach house with a beautiful view of the gulf
Exterior

Spacious beach house with a beautiful view of the gulf

9.8 out of 10, Exceptional, (69)
"I had the best time at A.M.I. everything was great. Will definitely come back next year."
Spacious beach house with a beautiful view of the gulf
Walk-up duplex near beach with on-site pool & outdoor area - renovated interior

Walk-up duplex near beach with on-site pool & outdoor area - renovated interior

8.0 out of 10, Very Good, (3)
Walk-up duplex near beach with on-site pool & outdoor area - renovated interior
Dog-friendly home with amazing backyard, pool, spa, putting green & game room

Dog-friendly home with amazing backyard, pool, spa, putting green & game room

9.0 out of 10, Wonderful, (16)
"This house is on a great neighborhood on the north end of the island. The one draw back at the moment is the beach you are walking distance to is closed due to the hurricane. The back yard is cute, but you can't heat the hot tub up. "
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
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 property types in Anna Maria Island

Anna Maria Beach Resort
Exterior

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (188)
"All stay was friendly, very clean. Rooms cleaned daily. Would rate 5 "
The price is AED 2,163
AED 2,737 total
includes taxes & fees
25 Feb - 26 Feb
Anna Maria Beach Resort
Tradewinds Beach Resort
Living area

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (367)
"Me encantó el lugar, las casitas estan muy bien ubicadas con la playa, tienen un muelle que se puede pescar, la limpieza buena con excepción del sofá cama que no lo revisaron antes de entregar la habitación y estaba lleno de basura y el cubre colchón estaba sucio, lo recomiendo a pesar de este inconveniente."
Tradewinds Beach Resort
Pelican Post at Anna Maria Island Inn
Pool

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (265)
"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
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.