Villas in Anna Maria Island

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Compare 47 Villas in Anna Maria Island with updated reviews, rates, and availability.

Beach nearby, sun loungers, beach towels
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
10.0 out of 10, Exceptional, (142)
"We loved everything about our bungalow- super clean, five minute walk to the beach with all included beach amenities, would rent again in a second!"
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
Beach nearby
Bean Point Unit A by SeaBreeze Vacation
10.0 out of 10, Exceptional, (1)
"Location and premise was great. I prefer to do my communications through the VRBO app and disappointed when I am forced to communicate directly with a property management company. This request was not accommodated. But the property is beautiful and loved everything about it."
Bean Point Unit A by SeaBreeze Vacation
Beach nearby, sun loungers, beach towels
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
10.0 out of 10, Exceptional, (86)
"Palm Oasis is well situated in the Holmes beach area of Anna Maria island Only five minutes walk from the beach and a couple of minutes to the free trolley stop Pool has plenty shade and chairs Kitchen well equipped We had a fantastic time"
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
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A heated pool
Modern home near Gulf beaches with private heated pool & WiFi
10.0 out of 10, Exceptional, (31)
"We loved staying in this home! It was in a great location, just a few blocks from the beach. Very nice home, great outdoor spaces and clean! Would definitely stay here again!"
Modern home near Gulf beaches with private heated pool & WiFi
Beach nearby, sun loungers, beach towels
Cute Bungalow 3 properties from Beach 🏖️ Watch Sunsets from Deck
10.0 out of 10, Exceptional, (3)
"First time staying in a Bungalow like this and it was very enjoyable. Had everything you need in the kitchen. Very quiet and peaceful area and only a few steps from the beach. Would love to stay here again."
Cute Bungalow 3 properties from Beach 🏖️ Watch Sunsets from Deck
Beach nearby
Bean Point Unit B by SeaBreeze Vacation
10.0 out of 10, Exceptional, (3)
Bean Point Unit B by SeaBreeze Vacation
Beach
Starfish East- Beautiful Villa private pool and a few steps to the beach
10.0 out of 10, Exceptional, (64)
"The house is beautiful! The location is great! Kitchen is lacking-very old Teflon. Make sure you bring everything you need because there’s nothing to get you started in kitchen-not even salt and pepper. Pool is nice."
Starfish East- Beautiful Villa private pool and a few steps to the beach
Pool | Outdoor pool, a heated pool
🌴”Calypso” - Awesome for Couples! Private Pool + Walk to the Beach! 🌞
10.0 out of 10, Exceptional, (8)
"Perfect property for two couples with two master bedrooms. The backyard with pool was very private and lovely, a shame the pool heater had just been repaired so the water was too cold to enjoy. The backyard landscaping was fantastic, extremely private from the neighbors including the other side of the duplex. Craig was very responsive, we genuinely enjoyed our stay at lovely Anna Maria."
🌴”Calypso” - Awesome for Couples! Private Pool + Walk to the Beach! 🌞
Beach nearby, sun loungers, beach towels
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
10.0 out of 10, Exceptional, (102)
"Loved using your house rental. So very easy to walk to the beach and close to restaurants and bars."
Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided!
Beach nearby
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow
9.8 out of 10, Exceptional, (31)
"Beautiful one bedroom with large living area right across the street from the bay! What a wonderful first time to Anna Maria Island! we will be back many times in the future!"
The price is $220
$589 total
includes taxes & fees
May 30 - May 31
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow
Interior
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
9.8 out of 10, Exceptional, (115)
"Clean, comfortable and everything we needed!"
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
Beach nearby
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
9.8 out of 10, Exceptional, (53)
"We had an amazing trip the condo was gorgeous and we loved the pool. It was a very walkable distance to the beach."
The price is $285
$621 total
includes taxes & fees
May 30 - May 31
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
A heated pool
Amazing Villa at Islands West Resort! Close to beach with pool!
9.8 out of 10, Exceptional, (43)
"The place itself was very clean and had everything needed. The star of the show is the outdoor area which is where we wanted to hang out as it is very tranquil and the pool was very nice."
The price is $220
$491 total
includes taxes & fees
May 27 - May 28
Amazing Villa at Islands West Resort! Close to beach with pool!
Outdoor pool, a heated pool
Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B
9.8 out of 10, Exceptional, (123)
"Beautiful property in an ideal location 1 block from beach. Private pool and waterfall are a highlight as well and are perfectly maintained. Feels like being at home with kitchen that has everything you need for cooking, beach towels, pool toys, etc. You can walk to Publix, beach stores and several good restaurants In 5 minutes. Can’t think of what I would change. We loved our 3 week stay."
Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B
Beach nearby, sun loungers, beach towels
Ideal Location, Stunning Villa! Close to beach, beach gear provided!
9.8 out of 10, Exceptional, (104)
"Enjoyed the short walk to the beach. This place was very clean and the beds were comfortable. Would definitely rent this place again."
Ideal Location, Stunning Villa! Close to beach, beach gear provided!
Beach nearby, sun loungers, beach towels
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
9.8 out of 10, Exceptional, (144)
"Great location with easy access to bean point (best beach on Anna Maria), pine street restaurants/shops. The beds and pillows are SO comfortable! The house is well stocked with kitchen supplies, beach gear, and sand toys. We would definitely rebook here when we visit next year."
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
Beach nearby
Vacay in luxury! So close to the beach!
9.6 out of 10, Exceptional, (48)
"My husband and I stayed at Shrimps for a spring break vacation March 2024. We had a great time and the location could not be beat! 2 min walk to the beach. This is a studio, so compact, but had all that we needed as we spent a majority of our time outside, walking on the beach, going to restaurants and shopping! All that we needed for week stay. I would definitely recommend and look forward to our next vacation adventure!"
The price is $230
$508 total
includes taxes & fees
May 29 - May 30
Vacay in luxury! So close to the beach!
Beach nearby
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
9.6 out of 10, Exceptional, (88)
"Great location Had all amenities needed( host even provided a turkey pan). Would definitely go back. Beds a little noisy box springs. Kitchen trash can a little small to accommodate large group. Also would of been nice to have broom available"
The price is $400
$894 total
includes taxes & fees
May 23 - May 24
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Beach nearby
Adorable luxury Resort Unit in a perfect location! Great Pool area!
9.6 out of 10, Exceptional, (49)
"Nice unit, but a bit difficult without a washer and dryer in the unit and one can easily be put in in the closet of the main bedroom. We asked for more towels and were told they would be coming, but none were delivered. The kitchen was nicely equipped with what we needed and we liked the pool, outdoor patio, and proximity to the pier. Thank you for a lovely stay."
The price is $285
$674 total
includes taxes & fees
May 28 - May 29
Adorable luxury Resort Unit in a perfect location! Great Pool area!
Beach nearby
Luxury villa at Islands West Resort, near beach, with pool!
9.6 out of 10, Exceptional, (20)
"I would definitely rent this again"
The price is $285
$617 total
includes taxes & fees
May 28 - May 29
Luxury villa at Islands West Resort, near beach, with pool!
Don't see what you're looking for?
See all available properties in Anna Maria Island
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.

Other property types in Anna Maria Island

A heated pool
Perfectly Located Home with Pool and Spa
9.6 out of 10, Exceptional, (20)
"The house is great, with the ease of having a pool and the beach being only 2 blocks away. This was our first time visiting Anna Maria. We have been finding other options the last couple years since we used to go to Captiva and that was destroyed in the hurricane almost 2 years ago. The island is pretty small but has different sections to explore. We enjoyed Coquina beach for a coupem hours one day, the restaurants were good very vactiony normal island grub type places. We did enjoy a great meal...
Perfectly Located Home with Pool and Spa
On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (155)
"Had an amazing stay. Will definitely be back!"
The price is $683
$857 total
includes taxes & fees
May 23 - May 24
Anna Maria Beach Resort
Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.0 out of 10, Wonderful, (186)
"Very nice rooms. Lots of space. Newly renovated. Walking distance to everything and great pool. "
The price is $347
$435 total
includes taxes & fees
May 23 - May 24
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.

Anna Maria Island Villas information

Number of reviews
948
Accommodation
47 Villas
Lowest Price
$220
Highest Price
$400

Frequently asked questions

What are the best villas in Anna Maria Island?
There are multiple villas in Anna Maria Island with a total average guest review rating of 9.5, so you’ll have no difficulty finding a place that checks all your boxes. Organizing a trip to Bradenton Beach? Take a look at Bridge 2 Bradenton Beach - 1 Bedroom Hotel Room. This popular 2.5-star villa features a terrace and an oven. Bridge 7 Bradenton Beach - 2 Bedroom Hotel Room is another traveler favorite. A terrace and an oven are a couple of the amenities you’ll find at this 2-star retreat in Bradenton Beach.
Why book your villa in Anna Maria Island with Expedia?
We think that vacations shouldn’t be difficult, so if you’re in search of villas at an affordable price, Expedia can help. Keep the budget in check and pick an all-inclusive stay, or splurge on a deluxe villa to spoil your sweetheart. Our handy filters make it easy to find a getaway in Anna Maria Island that fits your needs.
How can I find cheap villas in Anna Maria Island?
Expedia can help you track down cheap villas in Anna Maria Island. Simply use our filter tool to choose amenities, budget and star rating to refine your search and find an ideal stay in just a few keystrokes.

Recent reviews of Anna Maria Island hotels
Expedia verified reviews