Search Villas in Anna Maria Island

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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Anna Maria Island villas

Exterior
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 NZ$1,142
includes taxes & fees
13 Jan - 14 Jan 2026
Beautiful Bungalow with Pool and Bay Views!
Exterior
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 NZ$1,370
includes taxes & fees
5 Jan - 6 Jan 2026
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
Exterior
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!

Villa #4 Sand Dollar! Pool, Porch, Near the Beach!

Villa #4 Sand Dollar! Pool, Porch, Near the Beach!
Holmes Beach
9.6 out of 10, Exceptional, (47)
"would stay here again"
United States
Richard H.
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!
Exterior
Lemon Fish Villa! Walk to Beach + Pool!

Lemon Fish Villa! Walk to Beach + Pool!

Lemon Fish Villa! Walk to Beach + Pool!
Holmes Beach
9.4 out of 10, Exceptional, (35)
"Place itself was fine, clean. Very short walk to supermarket and beach. There is a terrible situation with the alarm that goes off when you open the door to the pool. Also the very late check in and insulting check out times would stop me from going back there. But the place itself was clean and efficient. "
United States
Joseph
The price is NZ$2,045
includes taxes & fees
2 Jan - 3 Jan 2026
Lemon Fish Villa! Walk to Beach + Pool!
Exterior
Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
2.5 star property
Holmes Beach
Beachfront Paradise! Ground level with Heated pool
Exterior
NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
2.0 star property
Holmes Beach
The price is NZ$1,502
includes taxes & fees
12 Jan - 13 Jan 2026
NEW!~ Beach Front/Heated Pool! Coconuts 107
Exterior
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (59)
"Really nice."
United States
Dee J.
The price is NZ$1,111
includes taxes & fees
13 Jan - 14 Jan 2026
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Exterior
Resort-Style Pool Steps from the Bay and Pine Ave!

Resort-Style Pool Steps from the Bay and Pine Ave!

Resort-Style Pool Steps from the Bay and Pine Ave!
Anna Maria
9.6 out of 10, Exceptional, (51)
"We had a great time here. Tiny apartment style. Great location. Loved it. Would definitely stay again."
United States
Shelly R.
The price is NZ$1,369
includes taxes & fees
13 Jan - 14 Jan 2026
Resort-Style Pool Steps from the Bay and Pine Ave!
Exterior
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Anna Maria
9.6 out of 10, Exceptional, (72)
"Everything was as in the pictures "
United States
Julio César R.
The price is NZ$1,521
includes taxes & fees
13 Jan - 14 Jan 2026
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Exterior
Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!
Anna Maria
9.6 out of 10, Exceptional, (93)
"Gorgeous view. No squeaky box springs as reported in past reviews. Lovely sleep. Lovely space. Alarm is unbearable. It goes off not just when it’s opened but for each person that passes through while it’s open. It must be that way as a pool alarm for kids as there is no gate between this unit and the pool. Very loud. Would not have been bearable through our stay if we had not figured out how to turn it off. Would love to stay again. Not the best beach across the street but enough for walking and...
United States
Ellen S.
Bayfront Bliss! Pool, BBQ and Dolphin Views!
Property grounds
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
2.0 star property
Bradenton
9.2 out of 10, Wonderful, (12)
"Perfect spot for golf tournament. "
United States
Amy K.
The price is NZ$739
includes taxes & fees
4 Jan - 5 Jan 2026
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Property grounds
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (30)
"Enjoyed our stay."
United States
Nathan H.
The price is NZ$645
includes taxes & fees
13 Jan - 14 Jan 2026
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Exterior
Updated Downtown Sarasota Villa, 2b/2b

Updated Downtown Sarasota Villa, 2b/2b

Updated Downtown Sarasota Villa, 2b/2b
Central Sarasota
9.6 out of 10, Exceptional, (7)
"Would stay again "
United States
Josh R.
The price is NZ$550
includes taxes & fees
6 Jan - 7 Jan 2026
Updated Downtown Sarasota Villa, 2b/2b
Property grounds
3-bedroom villa in enchanting St. Petersburg with AC comfort

3-bedroom villa in enchanting St. Petersburg with AC comfort

3-bedroom villa in enchanting St. Petersburg with AC comfort
2.0 star property
Childs Park
The price is NZ$559
includes taxes & fees
26 Jan - 27 Jan 2026
3-bedroom villa in enchanting St. Petersburg with AC comfort
Exterior
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (21)
"This property is amazing!"
United States
Heather R.
The price is NZ$670
includes taxes & fees
3 Jan - 4 Jan 2026
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior
Quiet Downtown Sarasota Villa. Updated 2022.

Quiet Downtown Sarasota Villa. Updated 2022.

Quiet Downtown Sarasota Villa. Updated 2022.
Central Sarasota
8.2 out of 10, Very good, (10)
"Enjoyed our stay."
United States
Greg M.
The price is NZ$550
includes taxes & fees
6 Jan - 7 Jan 2026
Quiet Downtown Sarasota Villa. Updated 2022.
Exterior
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.4 out of 10, Exceptional, (51)
"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "
United States
John K.
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Property grounds
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Bradenton
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Property grounds
Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Madeira Beach
10.0 out of 10, Exceptional, (1)
"Could not have asked for a better place to stay. Everyone in our party commented on how amazing it was. We were just a few steps from beach access and felt pampered. They provided everything we needed for an amazing stay! You won’t be disappointed with this place. Thank you "
United States
stacy w.
The price is NZ$1,931
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
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

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"Very clean rooms. Nice location to beach and restaurants and shops. Wonderful and friendly staff"
Barbara 7-night trip
Posted 19 hours ago
Silver Surf Gulf Beach Resort

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
514
Accommodation
40 Villas
Lowest Price
NZ$550
Highest Price
NZ$2,045

Frequently asked questions

What are the best cheap villas in Anna Maria Island?
That depends on which corner of Anna Maria Island you're hoping to visit. If you're headed to Bradenton Beach, Bridge 4 Bradenton Beach - 1 Bedroom Hotel Room is a popular pick. This low-priced property includes a terrace and an oven. Making a stop in Holmes Beach? Bridge 4 Bradenton Beach - 1 Bedroom Hotel Room is an affordable option in this city. A terrace and WiFi are two of the conveniences at this stay. Villas start at just NZ$550 per night, which means your holiday won't make a big dent in your finances! If you'd like to hold on to your hard-earned money and still enjoy the best of Anna Maria Island, add some fantastic free attractions to your must-do list. Anna Maria Beach and Coquina Beach are always great choices. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

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