Anna Maria Island Villas ￥37,062

An aerial view of a coastal town with a long pier extending into turquoise waters.

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Our top choices for Anna Maria Island villas

A multi-story hotel with a pool, beachside location, and a parking area.

1. NEW!~ Beach Front/Heated Pool! Coconuts 107

Holmes Beach

Zulett L.

￥110,531 total

includes taxes & fees

Oct 13 - Oct 14

A resort with a swimming pool, a covered patio, and a view of the ocean.

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

Bradenton

Terri B.

￥45,650 total

includes taxes & fees

Sep 30 - Oct 1

A modern single-story house with a paved driveway, a basketball hoop, and a well-maintained lawn.

3. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

South Bradenton

￥94,807 total

includes taxes & fees

Oct 1 - Oct 2

A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

4. Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Bradenton

Craig C.

￥45,650 total

includes taxes & fees

Sep 30 - Oct 1

A serene lakeside setting with large trees and a white gazebo.

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

Bradenton

Perry W.

￥45,650 total

includes taxes & fees

Sep 30 - Oct 1

A single-story house with a white exterior, a dark roof, and a front door.

6. Lakefront 2BR Bradenton Rental Near IMG & Beaches

South Bradenton

Laura

￥37,062 total

includes taxes & fees

Oct 5 - Oct 6

A residential property with a driveway leading to a house, surrounded by well-maintained lawns and large trees with hanging moss.

7. Heated Pool • Sleeps 25 • Pickle/Bball • Theater

Bradenton

Adam D.

￥136,777 total

includes taxes & fees

Sep 28 - Sep 29

A bicycle parked outside a building with a 'Hello' mat at the entrance.

8. [Beach Elements] pool view withprivate beach access

Siesta Key

Natalie M.

￥42,012 total

includes taxes & fees

Sep 28 - Sep 29

A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

9. SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

Sarasota

￥74,455 total

includes taxes & fees

Sep 25 - Sep 26

10. 3-bedroom villa in enchanting St. Petersburg with AC comfort

Childs Park

￥72,627 total

includes taxes & fees

Sep 25 - Sep 26

A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

11. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Sarasota

Jennie A.

￥63,342 total

includes taxes & fees

Sep 26 - Sep 27

12. BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

Sarasota

Eliot f.

￥75,634 total

includes taxes & fees

Sep 25 - Sep 26

A residential house with a fenced front yard, a parked car, and a palm tree.

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

South Village

Karyn C.

￥46,226 total

includes taxes & fees

Sep 30 - Oct 1

A balcony with a white sofa and a view of the sea and buildings.

14. Luxury Beach Home N/POOL

Madeira Beach

Rachel K.

A balcony with three white chairs, a grey wall, and a view of a road with palm trees and a body of water.

15. Beach Home Luxury S/POOL-Golf Cart

Madeira Beach

"We thoroughly enjoyed our stay at this property! The owner was wonderful to work with and always responded quickly to any questions we had. The house was exceptionally clean, spacious, and well-maintained, and the pool was absolutely amazing. The location was perfect—close to the beach and surrounded by plenty of great restaurants. The golf cart was a fantastic bonus and made getting around even more convenient. We would definitely stay at this property again and highly recommend it to others! "

Jennifer R.

A balcony with a table set for breakfast, including croissants, fruit, and coffee, with a city view in the background.

16. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Madeira Beach

Dr Rachael M.

￥159,086 total

includes taxes & fees

Sep 29 - Sep 30

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Top Anna Maria Island Hotel Reviews

Anna Maria Beach Resort

10/10 Excellent

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Tropic Isle at Anna Maria Island Inn

10/10 Excellent

"This hotel it’s just renovated and it’s so beautiful, the strategic location and friendly staff. They have several plus; room easy access to the car (we travel with 2 kids that’s a must), pet friendly, they have free ice and free beach chairs. I think they just need to improve their cleaning a little and I will say 10/10"

Bridgewalk Resort

10/10 Excellent

"Would highly recommend this lovely resort for anyone visiting the area. We were checking in very late due to our flight time and the staff couldn’t have been more helpful providing us with all necessary info to ensure we could check in. We had a minor issue checking in around midnight and the on call manager Julie answered our call super quickly and helped us gain access to the room. The next morning the lady on the desk very helpfully gave us our parking pass and couldn’t have been nicer. The room itself was a fantastic size and clean. The surrounding area has loads of shops and bars and you are a 5 min walk to the gorgeous beach. Hoping to return to this resort during another visit to Florida!"

Captain's Quarters at Anna Maria Island Inn

10/10 Excellent

"Would definitely stay here again. Very clean. Close to the water in both directions. Walking distance to food options, bars, and a convience store. Several nearby sports bars if you want to watch a game while your there. Perfect for a solo traveler or a couple."

Silver Surf Gulf Beach Resort

10/10 Excellent

"Checkin was super easy. Private beach is a plus. They gave us beach towels. Umbrella and beach chairs when you walk on the beach. The downside is the shopping in the area. Staff were super friendly. Offered breakfast every morning. Allowed us to leave car in the parking lot after checking out to use the beach for the day!"

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews	263
Accommodation	30 Villas
Lowest Price	￥37,062
Highest Price	￥159,086

Frequently asked questions

What are the best villas in Anna Maria Island?

Anna Maria Island offers multiple villas with a total average guest review rating of 9.9. Organizing a visit to Bradenton Beach? Bridge 2 Bradenton Beach - 1 Bedroom Hotel Room is a highly recommended 3-star option that features a terrace and an oven. Another favorite pick is Bridge 7 Bradenton Beach - 2 Bedroom Hotel Room. It has a 3-star rating and conveniences that include a terrace and WiFi.

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 ￥37,062 per night, which means your vacation 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.

Why book your villa in Anna Maria Island with Expedia?

Use Expedia to find your ideal villa in Anna Maria Island. Taking the kids on a break? Use our handy filters to search for stays with a pool or free WiFi. If you're on a budget, click on how much you'd like to spend and the star rating of the property. We'll help you find the right stay in tune with your style and taste.

How can I find cheap villas in Anna Maria Island?

An excellent way to score cheap villas in Anna Maria Island is with Expedia's handy filter tool. Fine-tune your search results by budget, star rating and amenities to find unbeatable rates in only a couple of clicks.

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Anna Maria Island Vacation Rentals

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Anna Maria Island villas

1. NEW!~ Beach Front/Heated Pool! Coconuts 107

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

3. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

4. Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

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

6. Lakefront 2BR Bradenton Rental Near IMG & Beaches

7. Heated Pool • Sleeps 25 • Pickle/Bball • Theater

8. [Beach Elements] pool view withprivate beach access

9. SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

10. 3-bedroom villa in enchanting St. Petersburg with AC comfort

11. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

12. BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!