Anna Maria Vacation Rentals

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Jul 14 - Jul 15
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Vacation Rentals in Anna Maria

Adorable Beach cottage just steps Bean Point beach!
A heated pool

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (57)
"This house was perfect for our family of 4. Loved the open concept. The small pool was refreshing and the location was amazing - so close to the most beautiful section of the beach. We will be back! "
The price is CA $548
CA $1,342 total
includes taxes & fees
Jul 22 - Jul 23
Adorable Beach cottage just steps Bean Point beach!
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, (178)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
Sun loungers, beach towels

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

10.0 out of 10, Exceptional, (86)
"We have stayed in this house a couple of times and love the location the food, shopping and the beach! The backyard oasis is perfect for lounging after a day at the beach. Frankie is fabulous to work with and keeps the property in beautiful condition. Would certainly recommend!"
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
Beachfront Home | Pool + Spa | Games | Ocean Views
A heated pool

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
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Beach nearby, sun loungers, beach towels

Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

10.0 out of 10, Exceptional, (270)
"Family of 4 stayed here comfortably for 3 nights in April. Had an excellent time on the island. And we were really impressed with the property and its location. Cool little trail, steps from the door take you straight to Bean Point."
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
Interior

Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

9.8 out of 10, Exceptional, (87)
"Excellent place for relaxing beach vacation"
Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
Escape to Anna Maria Island!
Fridge, microwave, oven, stovetop

Escape to Anna Maria Island!

10.0 out of 10, Exceptional, (116)
"Our stay was fantastic. Easy walking access to the beach, trolley and restaurants. "
Escape to Anna Maria Island!
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar
On the beach

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

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

9.4 out of 10, Exceptional, (126)
"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!
Charming cottage in quiet area, close to beach & bay.
Sun loungers, beach towels

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (278)
"This house was perfect! Close to the beach and restaurants. It had everything we needed. The fenced in backyard was great for our dog. We would definitely stay here again. "
Charming cottage in quiet area, close to beach & bay.
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
A heated pool

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
Ideal Location, Stunning Villa! Close to beach, beach gear provided!
Beach nearby, sun loungers, beach towels

Ideal Location, Stunning Villa! Close to beach, beach gear provided!

9.8 out of 10, Exceptional, (120)
"Really cute place and the location was prime. "
Ideal Location, Stunning Villa! Close to beach, beach gear provided!
Near Bean Point!! Short stays available! Heated Pool
Exterior

Near Bean Point!! Short stays available! Heated Pool

9.6 out of 10, Exceptional, (48)
"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
AUGUST SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Exterior

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

9.6 out of 10, Exceptional, (180)
"Great location and very cute house with fantastic views. Just wish it was stocked slightly better. One beach chair, one seater kayak. No cooking spray or oil. Only salt and pepper. Deck of cards or other family games? With just a few more items to make this house comfortable for a family, this place would be awesome. For the price, it is a reasonable idea. Oh and the TV didn’t work in the master bedroom."
The price is CA $610
CA $1,296 total
includes taxes & fees
Jul 16 - Jul 17
AUGUST SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
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, (157)
"The house is really cute and cozy as advertised. Loved to stay on there. Had everything we needed."
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
Best location on the island. Private dock, steps to Anna Maria Beach and Pier
Beach towels

Best location on the island. Private dock, steps to Anna Maria Beach and Pier

9.8 out of 10, Exceptional, (66)
"We'll certainly be back to this beautiful Condo! Amaizing location!"
Best location on the island. Private dock, steps to Anna Maria Beach and Pier
Aloha Fern: North End Beach House, Pool by Anna Maria Life Vacation Rentals
Fridge, microwave, oven, stovetop

Aloha Fern: North End Beach House, Pool by Anna Maria Life Vacation Rentals

9.8 out of 10, Exceptional, (22)
"Had a great stay here! Clean place with plenty of kitchen hardware, 2 blocks to beach and close to everything else "
Aloha Fern: North End Beach House, Pool by Anna Maria Life Vacation Rentals
Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E
Beach

Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E

9.4 out of 10, Exceptional, (16)
"This home was absolutely beautiful! Everything was very clean, nicely taken care of, and the backyard and pool were fantastic. It was walking distance to lots of great shops and even to the beach, which was fantastic. We would definitely be back!"
Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E
Sand Dollar Cottage - Vintage - updated - flip flop walk to Gulf Beaches
Beach nearby

Sand Dollar Cottage - Vintage - updated - flip flop walk to Gulf Beaches

9.6 out of 10, Exceptional, (85)
"My family and I loved the house and of course Anna Maria island was the prettiest place we’ve been so far!!!!"
Sand Dollar Cottage - Vintage - updated - flip flop walk to Gulf Beaches
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
A heated pool

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

9.2 out of 10, Wonderful, (34)
"We loved the house and the location! Definitely would book this house again."
The price is CA $341
CA $956 total
includes taxes & fees
Jul 19 - Jul 20
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
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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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?

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬: Visitors give good reviews to this Anna Maria vacation home rental, which is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. Other favorite homes for rent in Anna Maria are Adorable Beach cottage just steps Bean Point beach! and Beachfront Home | Pool + Spa | Games | Ocean Views.

How many vacation rentals are there in Anna Maria?

With 784 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.