Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
9.8 out of 10, Exceptional, (14 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
The price is ¥64,972
¥136,290 total
includes taxes & fees
Feb 16 - Feb 17
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
Anna Maria
8.8 out of 10, Excellent, (8 reviews)
" The place was great, and the location to the beach was wonderful."
United States
Norman N.
The price is ¥62,660
¥132,980 total
includes taxes & fees
Feb 16 - Feb 17
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
The price is ¥72,566
¥191,817 total
includes taxes & fees
Mar 10 - Mar 11
The Hideaway - Less than a block from beach!

Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic

Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic
Anna Maria
9.8 out of 10, Exceptional, (15 reviews)
"We had a great time and the accommodations were great. "
United States
Sara B.
The price is ¥67,784
¥228,869 total
includes taxes & fees
Feb 15 - Feb 16
Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (39 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is ¥47,188
¥119,152 total
includes taxes & fees
Mar 11 - Mar 12
Beautiful Bungalow with Pool and Bay Views!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
Anna Maria
10.0 out of 10, Exceptional, (25 reviews)
"The cottage was clean, well appointed with great proximity to the beach. Would definitely stay here again. "
United States
Melissa E.
The price is ¥64,970
¥136,115 total
includes taxes & fees
Feb 17 - Feb 18
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Tortuga Bay~Canal & Waterslide Putt Putt! TIKI HUT

Tortuga Bay~Canal & Waterslide Putt Putt! TIKI HUT
Anna Maria
9.6 out of 10, Exceptional, (4 reviews)
"The house is beautiful!! Plenty of room for a family, and plenty to do!The owner was readily available through messages and the phone if we had any questions. It was an easy process, and an excellent experience!!!I highly recommend this house if you just feel like hanging out, or exploring Anna Maria, it’s a beautiful location!!And don’t forget to go down the slide!! "
United States
Patricia H.
Tortuga Bay~Canal & Waterslide Putt Putt! TIKI HUT

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (123 reviews)
"Great place and great location........"
United States
chris w.
The price is ¥54,844
¥110,241 total
includes taxes & fees
Mar 12 - Mar 13
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

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

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Anna Maria
9.8 out of 10, Exceptional, (177 reviews)
"Perfect. "
United States
Mary Suzanne
The price is ¥69,510
¥130,328 total
includes taxes & fees
Mar 4 - Mar 5
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Charming cottage with heated pool, tropical landscaping in prime location.

Charming cottage with heated pool, tropical landscaping in prime location.
Anna Maria
10.0 out of 10, Exceptional, (60 reviews)
"We had a wonderful stay at this property. Perfect condition and location. The air conditioning did stop working on Friday evening, but the host was very responsive and had it repaired by Saturday morning. I would 100% book this property again. "
United States
Shannon g.
The price is ¥115,952
¥210,271 total
includes taxes & fees
Feb 21 - Feb 22
Charming cottage with heated pool, tropical landscaping in prime location.

Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!
Anna Maria
10.0 out of 10, Exceptional, (30 reviews)
"Amazing place and location "
United States
Evelyn C.
The price is ¥80,459
¥172,003 total
includes taxes & fees
Feb 16 - Feb 17
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Beach Don't Kill My Vibe by Beach Boutique Rentals

Beach Don't Kill My Vibe by Beach Boutique Rentals
Anna Maria
10.0 out of 10, Exceptional, (16 reviews)
"We really enjoyed our brief stay here. Very clean. Great location. Very helpful staff/owner. Great location."
United States
Drew N.
The price is ¥74,628
¥103,303 total
includes taxes & fees
Feb 23 - Feb 24
Beach Don't Kill My Vibe by Beach Boutique Rentals

Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (35 reviews)
"The cottage was cute and rooms/bathrooms were clean. It's on a nice quiet side street with a very short walk to the beach. Would definitely stay here again and would recommend to others."
United States
sherri g.
The price is ¥80,426
¥166,176 total
includes taxes & fees
Feb 16 - Feb 17
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

Mermaid’s Purse~Private Pool! 40 steps to beach!

Mermaid’s Purse~Private Pool! 40 steps to beach!
Anna Maria
The price is ¥61,108
¥169,132 total
includes taxes & fees
Feb 20 - Feb 21
Mermaid’s Purse~Private Pool! 40 steps to beach!

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Anna Maria
10.0 out of 10, Exceptional, (5 reviews)
"Great pool and short walk to bay and beach!"
United States
Eric S.
The price is ¥25,665
¥109,884 total
includes taxes & fees
Feb 17 - Feb 18
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Kiwi Cottage~Private Heated Pool!~Shopping close!

Kiwi Cottage~Private Heated Pool!~Shopping close!
Anna Maria
The price is ¥76,385
¥169,995 total
includes taxes & fees
Feb 14 - Feb 15
Kiwi Cottage~Private Heated Pool!~Shopping close!

Coast is Clear! Heated pool/spa~Close to shops

Coast is Clear! Heated pool/spa~Close to shops
Anna Maria
The price is ¥61,108
¥159,431 total
includes taxes & fees
Feb 16 - Feb 17
Coast is Clear! Heated pool/spa~Close to shops

Dog friendly cottage - One block to the Bay!

Dog friendly cottage - One block to the Bay!
Anna Maria
9.6 out of 10, Exceptional, (11 reviews)
"Great stay. "
United States
Mandy R.
Dog friendly cottage - One block to the Bay!

Coconut Cottage~Private Heated Pool~Block to shops

Coconut Cottage~Private Heated Pool~Block to shops
Anna Maria
The price is ¥61,108
¥159,431 total
includes taxes & fees
Feb 16 - Feb 17
Coconut Cottage~Private Heated Pool~Block to shops

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

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria
9.4 out of 10, Exceptional, (25 reviews)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
The price is ¥45,836
¥103,827 total
includes taxes & fees
Mar 12 - Mar 13
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
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

Find out more about Anna Maria

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Frequently asked questions

Can I find a vacation rental in Anna Maria?

Yes, we give you a choice of vacation rentals close to top points of interest in Anna Maria, or you can go with 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 vacation rentals that Anna Maria has to offer?

Waterfront -Canal, Tampa Bay, Large Heated Pool, Tiki Bar, Minutes to the Beach!: Visitors give good reviews to this Anna Maria vacation home rental, which is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Other favorite homes for rent in Anna Maria are Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit and Bayfront Escape with Stunning Water Views and Steps to Bean Point.

How many vacation rentals are there in Anna Maria?

With 453 Expedia vacation rentals, you're sure 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 like Lido Beach and Tampa Bay.

What are vacation rentals like in Anna Maria?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Anna Maria. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.