Holiday Rentals in Anna Maria

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Holiday Rentals in Anna Maria

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

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

9.6 out of 10, Exceptional, (15)
"Very nice walkable neighborhood. Walk to beach and restaurants. "
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
*NEW LISTING* Boutique Spanish-Style Villa - perfect for family/couple getaway
Outdoor dining

*NEW LISTING* Boutique Spanish-Style Villa - perfect for family/couple getaway

10.0 out of 10, Exceptional, (18)
"Nice residential part of AMI. Fantastic job on the remodeling both inside (especially) and out. Very comfortable for the four of us adults. I imagine kids would really like the "Surf Room" addition. Host was very responsive to the couple of questions we had. Great place to idle away some Island Time. Would return."
*NEW LISTING* Boutique Spanish-Style Villa - perfect for family/couple getaway
JAN. SPECIALS Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Exterior

JAN. SPECIALS Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (172)
"We loved this beachfront property, it was perfect for our family. The layout was nice, we had space for privacy and togetherness. The views were spectacular from the porch we got to see the sunrise and sunsets. The house is located in an upscale neighborhood within walking distance to Motte Marina. The kitchen had everything you might need to cook, also provided were linens and towels, as well as beach chairs. We hope to return soon."
The price is €757
includes taxes & fees
19 Jan - 20 Jan
JAN. SPECIALS Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Beach nearby

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

9.6 out of 10, Exceptional, (89)
"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."
The price is €999
includes taxes & fees
14 Jan - 15 Jan
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Canal-front home with private dock, covered lanai with heated pool and grill
Beach

Canal-front home with private dock, covered lanai with heated pool and grill

9.2 out of 10, Wonderful, (71)
"I have beer coming to AMI for many years and love staying in the North end. This house is near everything we love about the area. Walking distance to the beach and short car ride or bike ride to AMI pier, Rod and Reel and all the great shops on Pine St. Pool area was great and my grandchildren spent most of their time out there. Also loved being g on the canal. Great getaway"
Canal-front home with private dock, covered lanai with heated pool and grill
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Beach nearby, sun-loungers

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

9.8 out of 10, Exceptional, (11)
"This place is amazing. Location is great, walking distance to one of the beaches (2 min walk) and close to many dinning options. The property ws under renovations due to the recent storms so we couldn’t enjoy the pool. I will stay here again soon! "
The price is €567
includes taxes & fees
17 Jan - 18 Jan
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Canal front with Dock and Pool -Honeywood House
Pool

Canal front with Dock and Pool -Honeywood House

9.2 out of 10, Wonderful, (9)
"We enjoyed our stay. The pool alarms were a bit cumbersome. We didn't need them. The kitchen is not open to the living space. The mattresses need to be changed, especially in the twin/trundle. Otherwise, it was very peaceful, and we enjoyed access to the canal and lounging in the pool!! "
Canal front with Dock and Pool -Honeywood House
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
Beach nearby, sun-loungers, beach towels

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

9.8 out of 10, Exceptional, (77)
"We had the best day. The house went above and beyond and preparing this property after the recent devastating hurricane. Everything was impeccably done, we could not have asked for better accommodations. The location is ideal, only brought from the beach. The only sad part is that the real pier was destroyed. We plan to return to this wonderful property soon."
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
Waterfront home with beautiful views
Property grounds

Waterfront home with beautiful views

8.8 out of 10, Excellent, (23)
"Great location. Property smelled like cat urine but we understand that this is a pet friendly location. We bought new plugins to manage the smell. A few ants in the kitchen but mostly clean. Shower curtain needs to be replaced in guest bathroom (moldy). The lock was tricky but we replaced the batteries after calling help desk. Overall, we would recommend to others."
Waterfront home with beautiful views
The TipSea Turtle managed by Beach Retreats
A heated pool

The TipSea Turtle managed by Beach Retreats

10.0 out of 10, Exceptional, (15)
"A few of us missed connecting flights thanks to “ Tropical storm/ Hurricane Debby” but once we arrived it made all the travel stress worth it. Beautiful home, kids loved the pool and the beach was amazing. This might be our new annual family destination. "
The TipSea Turtle managed by Beach Retreats
2nd House from the Beach with No Roads to Cross
On the beach

2nd House from the Beach with No Roads to Cross

10.0 out of 10, Exceptional, (161)
"We are fortunate to visit AMI a couple times of year and we enjoyed our stay here more than anywhere else! The proximity to the beach was ideal. The quiet street and neighborhood were perfect with our dog. It was so much safer and easier than the busier sections off of Gulf. The property manager was super responsive to our request and made our stay that much nicer The unit had everything we needed and was extremely comfortable for the 4 of us. The views from the balcony were simply amazing. I...
2nd House from the Beach with No Roads to Cross
AMI Retreat: 200 Steps to Beach, Dog Friendly Pool Home by Anna Maria Life Vacation Rentals
A heated pool

AMI Retreat: 200 Steps to Beach, Dog Friendly Pool Home by Anna Maria Life Vacation Rentals

8.8 out of 10, Excellent, (28)
"We picked this home because it had many things for kids to do,was assured by asking many times if the pool was going to be working by email we were told the pool was going to be working for our stay nov23-dec5 pool was not in working order,very cloudy asked if it was safe to swim in was told yes pump was not working had someone out to fix that daily heater was not working had been replaced 5 days into our stay,4 of the people got chemical burns from the water,I would of rather them tell me I’m...
AMI Retreat: 200 Steps to Beach, Dog Friendly Pool Home by Anna Maria Life Vacation Rentals
Once Upon A Tide managed by Beach Retreats
Fridge, microwave, oven, stovetop

Once Upon A Tide managed by Beach Retreats

10.0 out of 10, Exceptional, (6)
"We had a two family stay at this home and it was very well stocked with kitchen items and beach accessories. Pool was wonderful and great location on the island!"
Once Upon A Tide managed by Beach Retreats
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Fridge, microwave, oven, stovetop

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

9.2 out of 10, Wonderful, (17)
"Survived the hurricane. It was a little rough but they made sure we had somewhere to stay. "
The price is €593
includes taxes & fees
24 Jan - 25 Jan
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
OPEN for booking after Helene & Milton! December and Jan dates available NOW!!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (183)
"Spacious and well equipped house. Great location!"
OPEN for booking after Helene & Milton! December and Jan dates available NOW!!
Pink Palm: Dog-friendly, 6-bedroom, 3-min walk to beach!
Terrace/patio

Pink Palm: Dog-friendly, 6-bedroom, 3-min walk to beach!

9.8 out of 10, Exceptional, (20)
"This property was perfect for 14 family members. The pool area was great to hang out with the kids. There were areas where everyone could hang out in the house separately if they wanted to get away. "
Pink Palm: Dog-friendly, 6-bedroom, 3-min walk to beach!
Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w/ Private Pool!
Fridge, microwave, oven, stovetop

Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w/ Private Pool!

10.0 out of 10, Exceptional, (21)
"A great place for a quick trip with friends!! Well equipped for eating in. Everything you need for the beach"
Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w/ Private Pool!
Tropical Island Sea-Cret. Now Remodeled. New floors and paint. New pictures.
Outdoor pool, a heated pool

Tropical Island Sea-Cret. Now Remodeled. New floors and paint. New pictures.

9.8 out of 10, Exceptional, (37)
"Property is beautiful with an amazing view of the bay! My children LOVED the pool and hot tub! So quiet and peaceful and very relaxing and just minutes from the best beaches! Will definitely be back!"
Tropical Island Sea-Cret. Now Remodeled. New floors and paint. New pictures.
Dog-friendly house with heated private pool, island views & nearby beach access
A heated pool

Dog-friendly house with heated private pool, island views & nearby beach access

9.4 out of 10, Exceptional, (44)
"Great place not fancy has it all. Not enough wash clothes had to wash every day. The remote control fans interfere with each other. AC struggles to get below 75 so needed fans. Pocket doors go off tracks alot. Could use hooks to hang towels/suits out to dry. Id remove rugs for pet friendly. Great outdoor space. Yard worker sprayed roundup (Bad 4 all us & worse for furry friends). Overall love place & would return. Quiet street & beach area. Close to shops/restaurants. Bungalow style one level....
Dog-friendly house with heated private pool, island views & nearby beach access
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
Beach

Anna Maria Guest House 401- 3 bedrooms in the middle of everything

10.0 out of 10, Exceptional, (15)
"The property was just as described. Location was great, walking distance to the beautiful beach. Loved the high ceilings in the unit. Only recommendation I would make is to put lights on the front deck as we would’ve love to stay out however it was too dark. Great place to stay to enjoy Anna Maria Island."
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
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 types of properties in Anna Maria you may be interested in

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

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

9.6 out of 10, Exceptional, (15)
"Very nice walkable neighborhood. Walk to beach and restaurants. "
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
*NEW LISTING* Boutique Spanish-Style Villa - perfect for family/couple getaway
Outdoor dining

*NEW LISTING* Boutique Spanish-Style Villa - perfect for family/couple getaway

10.0 out of 10, Exceptional, (18)
"Nice residential part of AMI. Fantastic job on the remodeling both inside (especially) and out. Very comfortable for the four of us adults. I imagine kids would really like the "Surf Room" addition. Host was very responsive to the couple of questions we had. Great place to idle away some Island Time. Would return."
*NEW LISTING* Boutique Spanish-Style Villa - perfect for family/couple getaway
JAN. SPECIALS Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Exterior

JAN. SPECIALS Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (172)
"We loved this beachfront property, it was perfect for our family. The layout was nice, we had space for privacy and togetherness. The views were spectacular from the porch we got to see the sunrise and sunsets. The house is located in an upscale neighborhood within walking distance to Motte Marina. The kitchen had everything you might need to cook, also provided were linens and towels, as well as beach chairs. We hope to return soon."
The price is €757
includes taxes & fees
19 Jan - 20 Jan
JAN. SPECIALS Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
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.

Frequently asked questions

Can I find a holiday rental in Anna Maria?

Yes, there are holiday rentals close to the most popular sights in Anna Maria, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Anna Maria. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best holiday rentals that Anna Maria has to offer?

Dog-friendly home with amazing backyard, pool, spa, putting green & game room: This highly rated holiday home rental in Anna Maria is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. Another good choice for your trip to Anna Maria is Canalfront Anna Maria Cottage w/ Pool & Hot Tub!.

How many holiday rentals are there in Anna Maria?

With 781 Expedia holiday rentals, you're guaranteed to find just the right place for your Anna Maria stay.

What can I see and do in Anna Maria?

Cultural attractions include Anna Maria Island Museum and Historical Park and Island Players, whereas Anna Maria Beach and Bean Point Beach are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places such as Lido Beach and Tampa Bay.

What are holiday rentals like in Anna Maria?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Anna Maria. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.