Anna Maria Vacation Rentals

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Jul 11 - Jul 12
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Vacation Rentals in Anna Maria

🏝 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 had an absolutely amazing time! The location was perfect—close to everything, including the beach, shops, restaurants, and all the best parts of the island. The house was clean, comfortable, and had everything we needed for a relaxing and fun stay. We couldn’t have asked for a better pool and outdoor space. 10 out of 10—would absolutely recommend staying here, and we’re already looking forward to coming back!"
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
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! "
$879 nightly
The price is $980
Jul 22 - Jul 23
Total includes taxes and fees
Adorable Beach cottage just steps Bean Point beach!
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, (117)
"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.
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
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
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."
$850 nightly
The price is $946
Jul 16 - Jul 17
Total includes taxes and fees
AUGUST SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
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)
"This property was amazing! Exactly like the listing! Very clean and comfortable with everything you could need! The location is also great. The best breakfast and lunch place on the island is a 2 minute walk to the corner and there are also many other restaurants within walking distance. A beautiful beach only a block away. What more could you ask for? "
Ideal Location, Stunning Villa! Close to beach, beach gear provided!
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!
Serendipity Gulfront- gulf beach front
Smart TV

Serendipity Gulfront- gulf beach front

10.0 out of 10, Exceptional, (18)
"Great place to stay , the beach was wonderful."
$1,703 nightly
The price is $1,881
Jul 21 - Jul 22
Total includes taxes and fees
Serendipity Gulfront- gulf beach front
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
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."
$716 nightly
The price is $799
Jul 19 - Jul 20
Total includes taxes and fees
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bridgeview: Bay front with sweeping views, sleeps 12!
A heated pool

Bridgeview: Bay front with sweeping views, sleeps 12!

9.8 out of 10, Exceptional, (40)
"I would definitely recommend or stay here again"
Bridgeview: Bay front with sweeping views, sleeps 12!
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
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?

Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart: 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 3 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 selection of games and a hot tub. Other favorite homes for rent in Anna Maria are Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar and AMI North End Private Heated Pool. 1.2 blocks to beach!.

How many vacation rentals are there in Anna Maria?

With 777 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.