Anna Maria Holiday Rentals

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Check prices for these dates

Tonight
4 Aug - 5 Aug
Tomorrow
5 Aug - 6 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Holiday Rentals in Anna Maria

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Interior

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

9.0 out of 10, Wonderful, (2)
"Well maintained propert and enjoyed our stay."
The price is HK$3,356
HK$10,745 total
includes taxes & fees
1 Sept - 2 Sept
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Guests can enjoy a wide, sandy beach with ocean views and a scenic backdrop of trees and shrubs.

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (273)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Adorable Beach cottage just steps Bean Point beach!
Relax by the pool surrounded by lush greenery and a comfortable seating area.

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (57)
"Our family of 6enjoyed our stay!"
Adorable Beach cottage just steps Bean Point beach!
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Enjoy a serene beach scene with gentle ocean waves lapping against the shore.

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

9.8 out of 10, Exceptional, (163)
"The location is just a block from the beach and lots of unique restaurants. The pool area is great!"
The price is HK$3,393
HK$6,463 total
includes taxes & fees
10 Aug - 11 Aug
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar
Stunning coastal landscape with a pristine white sandy beach and lush vegetation.

Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

3.0 star property
9.2 out of 10, Wonderful, (10)
"The location and amenities are amazing. Would definitely stay here again."
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar
Beachfront Home | Pool + Spa | Games | Ocean Views
Relax by the serene pool overlooking the ocean, surrounded by lounge chairs and a shaded area.

Beachfront Home | Pool + Spa | Games | Ocean Views

10.0 out of 10, Exceptional, (38)
"This property was a dream to stay at! It truly has everything you need. The property was beautiful, all the amenities, great communication with/from owner. Our families had a wonderful vacation and can’t to come back!"
Beachfront Home | Pool + Spa | Games | Ocean Views
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Enjoy the serene ocean views from this balcony with a pool and access to the sandy beach.

Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

10.0 out of 10, Exceptional, (1)
"Exceptional property! We truly had the most amazing stay. The property is so beautiful and clean. It has a ton of charm, and the view off the entire back of the home of the emerald green bay is unmatched!Between waking up to amazing sunrises, hearing the sound of the water, while enjoying the bay breeze and watching all of the dolphins swim by, it was one of the most serene and tranquil experiences. The pool and spa are brand new and we loved having options to swim in the pool, paddle board...
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Near Bean Point!! Short stays available! Heated Pool
Stunning pool surrounded by lush greenery and palm trees, set amidst a variety of architectural styles.

Near Bean Point!! Short stays available! Heated Pool

9.4 out of 10, Exceptional, (50)
"This place is wonderful!!! Just a few steps from the beach, the location is excellent! The house was extremely clean and had everything we needed! Everything was perfect and we even had an incredible barbecue. We had a great time!!! Thank you for welcoming us so well. We will definitely be back."
Near Bean Point!! Short stays available! Heated Pool
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
Outdoor pool, a heated pool

Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT

The price is HK$3,532
HK$10,603 total
includes taxes & fees
2 Sept - 3 Sept
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!
Relax by the serene pool, surrounded by lush greenery and a shaded seating area.

LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

9.4 out of 10, Exceptional, (130)
"Our family had a wonderful time here for spring break. The pool was especially nice because the wading area was perfect for our 2 year old to play with water toys. And we had a very short walk to the beach at Bean Point, which was lovely. The beds were very comfortable and the kitchen was supplied with everything we needed. We rented an electric golf cart, which was easily charged at the outdoor outlet. Also, we appreciated the pack and play, the beach wagon, beach chairs, and pool toys....
LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
Relax in comfort with ocean views from this serene outdoor seating area featuring a hammock and wicker furniture.

Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!

9.6 out of 10, Exceptional, (37)
"Dolphins everyday. Great spot. Can’t really think of any negatives. Really a nice place."
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
Relax by the ocean-view pool surrounded by lounge chairs and a shaded area.

South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool

9.8 out of 10, Exceptional, (56)
"We had an amazing stay! Can’t wait to return!"
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
Outdoor dining

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

10.0 out of 10, Exceptional, (179)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
AUGUST SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Enjoy the serene beachfront setting with a balcony overlooking the ocean and lush greenery.

AUGUST SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (181)
"Great location. Private beach with great sun rise view. Close to local shops and restaurants "
The price is HK$3,525
HK$7,398 total
includes taxes & fees
14 Aug - 15 Aug
AUGUST SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Escape to Anna Maria Island!
Enjoy cooking in this well-equipped kitchen with a central island, refrigerator, microwave, and coffee maker.

Escape to Anna Maria Island!

10.0 out of 10, Exceptional, (118)
"Our stay was fantastic. Easy walking access to the beach, trolley and restaurants. "
Escape to Anna Maria Island!
Private Home on North End AMI. Private Heated Pool
Relax by the pool in this outdoor space, featuring a grill, lounge chairs, and dining area.

Private Home on North End AMI. Private Heated Pool

10.0 out of 10, Exceptional, (4)
"Great location! Had a wonderful stay. Kids loved the pool and hot tub. Great walking distance to shops/food. "
Private Home on North End AMI. Private Heated Pool
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
Enjoy sunbathing and relaxation on this popular beach with umbrellas and chairs.

Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...

9.0 out of 10, Wonderful, (14)
"Easy to rent. Great location to the beach, shopping and food."
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
Beautiful, Gulf-Front Home on Bean Point--Halcyon House
Enjoy a serene coastal retreat with access to a sandy beach and a scenic path leading to residential homes.

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

10.0 out of 10, Exceptional, (229)
"Beautiful Home, Best Location on beach & Perfect family escape"
Beautiful, Gulf-Front Home on Bean Point--Halcyon House
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
pool area with a blue door, surrounded by a low wall and palm trees.

Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

9.4 out of 10, Exceptional, (36)
"We loved the house and the location! Definitely would book this house again."
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Beachfront - New Listing!
Relax in this outdoor living space with a pool view, comfortable seating, and a bar area with TV.

Beachfront - New Listing!

10.0 out of 10, Exceptional, (26)
"Great property and location! Nicole was amazing to work with in planning our vacation and throughout our stay!"
Beachfront - New Listing!
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 Hotel Reviews

LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

10/10 Excellent
"My family loved everything about this house! It’s much bigger inside than you would think. Very spacious and clean. I accidentally left my work cell phone there when I checked out so I reached out to the owner. He went above and beyond to help get it shipped back to me. I’ll definitely stay here again!"
Amy T. 7-night trip
Posted 5 days ago
LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

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?

Adorable Beach cottage just steps Bean Point beach!: This highly rated holiday home rental in Anna Maria is located near the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Anna Maria are Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue! and 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬.

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.