Anna Maria Island Vacation Rentals

Vacation Rentals in Anna Maria Island

Anna Maria Beach Resort
On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (156)
"Two-story beachfront resort. Every room is pool side, and every second-floor room has a view of the beach! Great place to stay!"
The price is $707
$887 total
includes taxes & fees
2 Jun - 3 Jun
Anna Maria Beach Resort
Perfectly Located Home with Pool and Spa
A heated pool
Perfectly Located Home with Pool and Spa
9.8 out of 10, Exceptional, (21)
"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
Pelican Post at Anna Maria Island Inn
Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (188)
"Great property, it’s close to the beach, restaurants, checking in and out very easy (all done via text and phone). The beach across the street is beautiful. Definitely coming back."
The price is $365
$457 total
includes taxes & fees
2 Jun - 3 Jun
Pelican Post at Anna Maria Island Inn
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Queen's Gate Resort
Outdoor pool, pool umbrellas, sun loungers
Queen's Gate Resort
2.5 star property
9.0 out of 10, Wonderful, (380)
"The Location 100 steps to the beach ! Property manager Kathy and assistant manager Pete were amazing they attended to every need we had , gave us a tour of the property and followed up every day on how our stay was ."
Queen's Gate Resort
Tradewinds Beach Resort
Private beach nearby, sun loungers, beach towels
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (353)
"Friendly staff. Diane was very helpful."
The price is $260
$409 total
includes taxes & fees
16 Jun - 17 Jun
Tradewinds Beach Resort
Anna Maria Sunsets - studio
Sun loungers, beach towels
Anna Maria Sunsets - studio
9.4 out of 10, Exceptional, (185)
"Nice room, a little small but adequate, although an outside area for sitting (private) would have been nice. Excellent location across a busy street from a beautiful beach with a shady gazebo to sit in and next to a jet ski rental! Anna Maria Free Shuttle takes you up and down the island and runs every 20 minutes, with a stop very close by. Walking distance to the "Bridge Street" shopping and dining block!"
The price is $150
$283 total
includes taxes & fees
30 Jun - 1 Jul
Anna Maria Sunsets - studio
Haley's at The Anna Maria Island Inn
Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (347)
"Peaceful "
The price is $329
$413 total
includes taxes & fees
2 Jun - 3 Jun
Haley's at The Anna Maria Island Inn
The Pink House Unit B: A Cozy Retreat Steps from the Beach
View from property
The Pink House Unit B: A Cozy Retreat Steps from the Beach
9.8 out of 10, Exceptional, (66)
"The Pink House Unit B was one of the best units I have stayed using VRBO for years now. The pictures do it perfect justice. It’s a nice quaint space with a 1 min walk to beach. The unit is literally across the street from the beach which was quiet, not crowded at all. The only tiny drawback was the bathroom. The shower and toilet do need updates but don’t let that detour you one bit. Great place and location! I would rent again for sure!!!"
The Pink House Unit B: A Cozy Retreat Steps from the Beach
The Sailor Park
Exterior
The Sailor Park
3.0 star property
3.2 out of 10, (15)
"This was a very welcome get away. Absolutely beautiful views. The owner is great. I definitely will come back. "
The price is $65
$181 total
includes taxes & fees
2 Jun - 3 Jun
The Sailor Park
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
Beach nearby, sun loungers, beach towels
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
9.8 out of 10, Exceptional, (258)
"Absolutely beautiful property & location was amazing!!! We had an absolutely wonderful time!! The house has a wonderful lanai and pool area that accommodates many people …. This home has a lot of steps that was the only downfall so if you have somebody in your party, that can’t handle steps. This wouldn’t be a good location for them but other than that everything was great."
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
Completely remodeled beach front condo with full ocean views, steps to the water
On the beach, sun loungers, beach towels
Completely remodeled beach front condo with full ocean views, steps to the water
9.8 out of 10, Exceptional, (190)
"This is a lovely modern condo with excellent furnishings. This was an effortless vacation."
The price is $333
$545 total
includes taxes & fees
11 Jun - 12 Jun
Completely remodeled beach front condo with full ocean views, steps to the water
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (159)
"This property checked off the boxes for a wonderful generational trip for the girls. It was clean, beach access was so private, and the deck furniture worked well for our needs. Baby gate was helpful. All equipment was working and the air conditioning unit was very good and kept us cool on the warmer days. Location was great! The pier was a close walk and instacart delivers to the address so no leaving for groceries!"
The price is $350
$821 total
includes taxes & fees
2 Jun - 3 Jun
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL
Outdoor pool, a heated pool
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL
9.8 out of 10, Exceptional, (156)
"PROPERTY WAS IN A PERFECT LOCATION ON THE ISLAND Had a fantastic week."
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL
Vibrant Island Home w/ Pool, 1 Block to Beach
Property grounds
Vibrant Island Home w/ Pool, 1 Block to Beach
9.6 out of 10, Exceptional, (28)
"Home close to beach and restaurants."
Vibrant Island Home w/ Pool, 1 Block to Beach
Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!
Beach nearby
Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!
9.8 out of 10, Exceptional, (58)
"We had a wonderful week at Villa By The Sea #3! You can walk to the beach and lots ofshops and restaurants. Condo is small but nice for a couple."
Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!
Charming cottage in quiet area, close to beach & bay.
Beach nearby, sun loungers, beach towels
Charming cottage in quiet area, close to beach & bay.
9.8 out of 10, Exceptional, (234)
"This charming 2 bed, 1 bath cottage is in the perfect location. It is in walking distance to coffee shops, breakfast spots and dinner restaurants. Close to the beach one direction and city pier the other. It is well stocked with all you would need and exceptionally clean. The screened porch in back with solar lighting in the back yard is ideal for your evening glass of wine! Definitely recommend!"
Charming cottage in quiet area, close to beach & bay.
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
Pool | A heated pool
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
10.0 out of 10, Exceptional, (97)
"This was our 2nd year staying at Rum Cove and we would definitely book this house again. The property managers were very responsive to one minor issue that we had on check in. The house is in walking distance to the beach, the pier and many restaurants and shops."
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
Anna Maria Beach Condo 1/1
Beach
Anna Maria Beach Condo 1/1
9.8 out of 10, Exceptional, (178)
"Property was as advertised. Location was good and quiet. Close to ocean and walking distance to several reasonable restaurants"
Anna Maria Beach Condo 1/1
Anna Maria Sunsets - studio
Property grounds
Anna Maria Sunsets - studio
9.2 out of 10, Wonderful, (174)
"Beautiful"
Anna Maria Sunsets - studio
Gulf & Sunset Views!!! 1BR Apt. B is a Centrally Located, walk to all location
Beach nearby, sun loungers, beach towels
Gulf & Sunset Views!!! 1BR Apt. B is a Centrally Located, walk to all location
9.8 out of 10, Exceptional, (132)
"Loved the convenience of the location. The manager was very helpful when needed"
Gulf & Sunset Views!!! 1BR Apt. B is a Centrally Located, walk to all location
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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 types of properties in Anna Maria Island you may be interested in

Silver Surf Gulf Beach Resort
Private beach nearby, beach umbrellas, beach towels, beach massages
Silver Surf Gulf Beach Resort
3.0 star property
9.4 out of 10, Exceptional, (1004)
"Family vacation. Loved having direct beach access, with chairs and an umbrella set up for us! Relaxing in the pool after the beach and taking trolley rides around town! "
The price is $275
$308 total
includes taxes & fees
16 Jun - 17 Jun
Silver Surf Gulf Beach Resort
Perfectly Located Home with Pool and Spa
A heated pool
Perfectly Located Home with Pool and Spa
9.8 out of 10, Exceptional, (21)
"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
Bali Hai Beachfront Resort and Spa
On the beach, white sand, sun loungers, beach umbrellas
Bali Hai Beachfront Resort and Spa
3.5 star property
8.6 out of 10, Excellent, (449)
"The staff was amazing! Mike the bartender is great! The manager was so kind. Front desk staff super helpful. Great place. We loved it so much, we WILL be coming back!"
The price is $412
$517 total
includes taxes & fees
9 Jun - 10 Jun
Bali Hai Beachfront Resort and Spa
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.

Everything you need to know about Anna Maria Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna Maria Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna Maria Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as CNY471 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Anna Maria Island rentals

At Expedia, we put the best Anna Maria Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Anna Maria Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Anna Maria Island properties
Expedia 亿客行 verified reviews

Anna Maria Beach Resort

Anna Maria Beach Resort

5/5 Excellent
"Two-story beachfront resort. Every room is pool side, and every second-floor room has a view of the beach! Great place to stay!"
A verified traveler from RANDOLPH stayed at Anna Maria Beach Resort
Posted 2 days ago
Anna Maria Beach Resort