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Holmes Beach (Anna Maria Island, Florida) Vacation Rentals

(134 rentals)
Anna Maria Island House
Sleeps 10, 5 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

One of the highest rated vacation homes on Anna Maria Island with more than 160 five-star ratings from Airbnb/VRBO!Stay at the home of a NY Times best-selling food writer! Big 5-bedroom house, pet friendly, lots of space and charm, great location (5-min walk to beach) with private lagoon-style heated...

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Featured review

"Hidden paradise"

We were attending a beach wedding and made a vacation out if it. I connected with the owner Kath immediately. She was generous, attentive, available and without a doubt the best host we have ever met....

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$782
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

- 7 min. walk to beach, beach chairs, umbrellas, towels, beach wagon provided- sleeps 4, 2 bedroom/2 bath, very private- On second floor with covered stairs. No elevator.- all linens provided, washer/dryer in unit- stores within short walk; Publix, Walgreens, CVS, Dollarama, Dunkin...

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Featured review

"Great condo!"

We enjoyed our stay! The condo was clean, spacious & inviting! The location was wonderful. We will definitely stay again. The owner was very quick to reply to my emails.

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$192
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Less than a minute's walk to the beach!Watch the sunset from the house!King sized bed in every bedroom.PARKING FOR ALL...Bring your boat or RV...Invite guests... There's room for everyone!Shell House is a two-story, 3-bedroom, 2-bath, multi-level fun-house on a extra large...

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Featured review

"Great Two Weeks in Holmes Beach"

I lived in Holmes Beach for many years. It was always my favorite place to be. When I needed to move I promised myself I would rent and come as often as I could. SunPlaza West has always been my go to...

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$413
avg per night
Anna Maria Island House
Sleeps 14, 6 bedrooms, 5.5 bathrooms
15 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

ASK US ABOUT MULTI WEEK DISCOUNTS!! Featuring 6 bedrooms 5.5 baths (sleeps 14) and a fantastic location - just a 1 minute walk to the white sands of the 65th St Beach Access!This vacation home offers a huge heated pool with spa, rock water slide and grotto waterfall. Covered outdoor entertaining...

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Featured review

"Wonderful beach location"

Our party of 10 has stayed at this wonderful property multiple times and plan to come back. The house is in wonderful shape and has all amenities you could want including heated pool and hot tub with slide,...

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$1,399
avg per night
Anna Maria Island House
Sleeps 16, 6 bedrooms, 4 bathrooms
4 reviews

Distance to beach: 45 feet to Gulf of Mexico

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Enjoy breathtaking views of Egmont Key, Tampa Bay, and the Gulf of Mexico right from your doorstep! Walk straight ahead and you are on North Bay Boulevard Beach. Walk 4 more lots to the left and you are on Bean Point! Or walk 5 lots further left and you are on the Gulf of Mexico. Perfectly situated next...

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$1,002
avg per night

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Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
13 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...

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Featured review

"Great Location and Spacious Condo"

We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...

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$391
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white sandy beaches.The spacious living area is perfect for relaxing after a day at the beach, with comfortable seating and a large flat-screen TV. The kitchen is fully equipped with everything...

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Featured review

"Fabulous on beach condo"

This 3 bedroom, 2 bath condo in Holmes Beach was a fabulous place for our vacation of 6 retirees. From the spacious living area, open kitchen, sunny lanai, pool and good size bedrooms to being located...

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$472
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
24 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Located on 5th Avenue in Holmes Beach this unit is out of the way on a dead end street. Seaduction offers a heated pool, and every amenity to make your stay here a comfortable one. There are only 4 units in the complex so to pool is "semi private".This beautiful unit sleeps six with a king...

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Featured review

"Wunderschöne Wohnung"

Wir haben eine Woche in der Wohnung auf Anna Maria Island verbracht. Es war traumhaft schön. Die Wohnung ist sehr gut ausgestattet: vom Eiswürfelspender bis zur Waschmaschine, vom Strandwegen mit Stühlen...

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$299
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

*Announcement* Please note that for all bookings with arrival between now and September 2025 the guest bedroom will have 2 twin beds. In September 2025 the twin beds will be replaced with 1 queen size bed.Welcome to Gone Coastal, Too! This sister property to Gone Coastal has all the comforts of...

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$410
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious 2 bedroom condo is close to the beach and in the heart of it all. This stunning condo offers everything you want in a beach retreat. The unit has ample space your family. The open concept living area is perfect for entertaining, with a kitchen featuring all new appliances. You can also open...

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Featured review

"Excellent Stay"

Location was perfect! Condo had everything we needed, nicely decorated and clean. Morgan was wonderful to work with. Thanks Morgan!

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$216
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Gone Coastal, where every detail was carefully crafted for an unforgettable stay.*Features include** Private saltwater pool * 2 bedrooms and 2 full bathrooms * Queen sleeper sofa - sleeps 6 total * Stainless appliances * Keurig coffee maker and regular drip coffee maker *...

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Featured review

"Perfect beach location with beautiful interior"

This duplex includes stunning beachy interior decorating, great location (quiet neighborhood with an easy walk to a white sands beach) with a bonus heated pool with outdoor shower, which was ideal after...

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$410
avg per night
Anna Maria Island Cottage
Sleeps 4, 2 bedrooms, 2 bathrooms
23 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the...

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Featured review

"Absolute paradise!"

This year marks our 3rd time staying at Walkers cottage. (Would have been 4th time but the hurricanes took care of last year.) Absolute paradise! Literally 50 steps to the beach to set up your chair! Breath...

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$269
avg per night
Anna Maria Island Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Brand New Listing! Hello Sunshine...Take time and breathe again at this special and tranquil getaway. This 1 bedroom 1 bath corner unit is in a charming beachside complex with a lovely pool & gardens directly across & just 20 steps from the beautiful beaches of Anna Maria Island & the sparkling...

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$295
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This stylish 3 bedroom, 2 and a half bath vacation home is located just a short walk from Anna Maria Island's sugar white beach. Gone Coastal 3 is amazingly updated and chic!*Features include** Super close to the beach * Heated private pool * Outdoor shower * Tiki Bar with games and...

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$618
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 100 yards to Manatee Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our home away from home on the breathtaking Anna Maria Island in the charming town of Holmes Beach Florida. Anna Maria is a barrier island on the Gulf of Mexico with an old time feel.Its only 7 miles long by 3 miles wide.Our condo is on the beach roughly 200 yds from the Gulf.We...

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Featured review

"In the league with the best…"

We can testify that, although there are some great gulf front places on AMI, this is among them. The interior was terrific – from the premium countertops, tiled floor, and tastefully decorated interior,...

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$314
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 1.5 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - have the best of both worlds - the sun and the shade.Beach...

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Featured review

"AMAZING!!!"

This house is the best rental we have ever stayed in! The scenery out back is incredibly relaxing.. trees, Adirondack chairs, the OCEAN!! It is so private, and also the best equipped kitchen I’ve ever...

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$523
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...

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$350
avg per night
Anna Maria Island Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Are you dreaming of mornings by the pool and evenings watching sunsets on the sand? Are you travelling with little ones and need baby gear ready and waiting for you? Are you ready to trade your everyday routine for an unforgettable island escape?If this sounds like you, we’d love to welcome...

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Featured review

"Beautiful house and Celine is an excellent host"

Beautiful house and Celine is an excellent host. We stayed here a week for a family vacation and really enjoyed our time. House had everything we needed and more. Very clean and super close to the beach....

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$765
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Shell Game has been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious living area with a newly upgraded kitchen.Located in the sought after complex of Playa Encantada; Shell Game is a tropical beach front community on the white sandy beaches of Anna Maria...

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$260
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

’Tis the season for a Sandy Christmas! The island glows with twinkling lights, festive hand-painted storefronts, and joyful holiday energy. This unit has a PRIVATE entrance in a 3-unit complex, sharing only the heated pool and grill area. Steps from AMI’s sandy shores, local eateries, boutiques,...

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$249
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's 7-mile long beach of pure white sand, our 2-bedroom condo is the ideal location for relaxing in the sand and soaking up the sun.Our home underwent a complete renovation during...

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$285
avg per night
Anna Maria Island House
Sleeps 5, 2 bedrooms, 1 bathroom
16 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Holidays are here and we are excited to share them with you. Our space provides the perfect backdrop for escaping the hurried pace of the holidays and slowing things down. With the sandy beaches just steps away, spending your days soaking in the sunshine and hearing the crashing waves is just what...

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$359
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Buckeye Haven is situated in one of the most sought after communities on Anna Maria Island. Playa Encantada is a tropical beach front community with the white sandy beaches of Anna Maria Island! This popular destination is sure to please beach goers, as well as tennis and pickleball enthusiasts. The...

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$268
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Dreaming of a sandy Christmas? This charming unit with a PRIVATE entrance sits in a cozy 3-unit complex sharing only the pool and grill. Step outside to sparkling beaches, tasty local eats, unique boutiques, and FREE trolley rides. Or float the afternoon away in the pool. Inside, breezy coastal décor...

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$310
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 0.1 miles to Beach Access 45th St

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217ARECA COVE - A bright and wonderful 4 bedroom/ 3.5 bath home just a 3-minute walk away from an astonishing white sand beach. With a heated pool in tropical and private surroundings, a covered patio by the pool area and multiple balconies...

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Featured review

"Perfect home and wonderful hosts!"

Olaf and Marissa were wonderful hosts - welcoming and responsive. Their home was absolutely perfect for a family get together with mixed ages. They have everything you need for a beach stay and the space...

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$481
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

Your Own Oasis on Anna Maria Island awaits you and your family with this custom built island retreat. The large, central great room is a wonderful place to gather to share a meal or play a game, while the split bedroom configuration creates privacy. Hand scraped hardwood floors and 11' ceilings complete...

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$363
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

From the moment you step inside this hidden gem you are struck by the breathtaking views. Whether you are cooking in the kitchen, enjoying a meal in the dining room, sitting at the desk, or out on the screened lanai, you are captivated by the calming waters, beautiful yachts, and the many birds that call...

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$336
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Beach Access 45th St

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Address of Manatee Watch: 205 N Harbor Drive, Holmes Beach, FL 34217MANATEE WATCH - A marvelous waterfront 3 bedroom/ 2 bath home just a short walk away from an astonishing white sand beach. Heated pool, hot tub and a spacious dock with beautiful views of the canal. Many months each year you can watch...

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$508
avg per night
Last Minute Deal
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Palm Cay unit 10 is a two bedroom , one bath condo just 50 steps from the pristine Gulf waters of Homes Beach. There is a shared pool centered in a courtyard surrounded by lush , tropical vegetation. There is a double sofa bed in the living room. The kitchen is fully equipped , including a coffee...

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Featured review

"Enjoyed it very much."

The unit was lovely. Well equipped and very clean. The pool area is very nice and a 1 minute walk to a beautiful beach.

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$239
avg per night
Anna Maria Island Condo
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beachfront Holidays are the gift everyone loves! Celebrate the season steps from the beach at Island Suites Unit 1. The island charms you with music, holiday lights, festive eats, shops, and holiday cheer - providing the perfect atmosphere for an unforgettable holiday together. Relax on our large screened...

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$477
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book The Cranes Nest: - Prime Holmes Beach Location on Anna Maria Island - 3 Bedrooms · 3 Bathrooms · 3 Stories - Community Pool Access (Heated Nov–April) - Bikes, Beach Gear & Golf Cart Rental Available - Dog Friendly! (2 Max & Additional Fees Apply) -...

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$371
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Island Dream is your perfect coastal escape. This spacious 4-bedroom, 4-bathroom coastal retreat with a fully equipped kitchen and a stunning backyard perfect for outdoor entertaining. Ideally located near the beach, shops and restaurants, it offers the perfect blend of comfort, convenience and relaxation.Step...

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$540
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise Palms is a recently renovated and remodeled 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minutes walk to the white sandy beaches. Upon entry, you have the living room (with a sleeper sofa) where you can relax...

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$428
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to “Anna Maria Beach House,” your perfect island retreat on beautiful Anna Maria Island.This inviting coastal getaway blends relaxed beach-town charm with bright, comfortable spaces, offering everything you need for an unforgettable stay on AMI.From the moment you arrive, you’ll...

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$531
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court...

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$420
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$1,051
avg per night
Anna Maria Island House
Sleeps 9, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to the “Blue Pearl”. This gorgeous beach house offers all the charm and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island.Find ease and relaxation the moment you arrive …” Blue Pearl” is the perfect vacation rental...

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Featured review

"Family vacation"

The house was great! Close proximity to the trolly, which made exploring the island very easy!The beach is just a few minute walk, and was so convenient. Everyone loved the pool and hot tub, even though...

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$483
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please note that surrounding units may still be undergoing improvements. The shuffleboard, club house, and fitness center are currently unavailable until further notice. For updates, please contact SeaBreeze Vacation at .Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently...

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$268
avg per night
New
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll...

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$277
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 10/10/25 WITH A CHECK-IN DATE AFTER 1/17/26! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional...

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Featured review

"Nice house"

This house was nice, clean and well stocked. The furniture was a bit worn but very comfortable. The yard is small but nicely landscaped and the pool was large enough for our family. The walk to the beach...

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$488
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the paver driveway with a one-car garage and enter this light and airy home with wood floors and wood plank ceilings. The fully-stocked kitchen has stainless steel appliances, granite counters,...

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$371
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Coastal Serenity has a rooftop deck, private pool and spa, a ping pong table, and an EV Charger! This single family home boasts 4 bedrooms and 3.5 bathrooms and is only a three minute walk to the beach. Beautifully decorated, the kitchen is fully-equipped with a wet bar and an island with ample counter...

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$739
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking distance...

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$460
avg per night
New
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

This well appointed condo on Anna Maria is ready for rent! Everything you need is here for you. Pack some clothes and come to the beach! The condo is fully stocked with pots and pans and virtually any kitchen appliance you will need. We include house towels, beach towels, a washer and dryer and two TV's....

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$285
avg per night
Anna Maria Island House
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Castaway Cove, your relaxing home base on Anna Maria Island. Just steps from the beach and packed with everything you need for a stress-free stay, this cozy retreat is perfect for couples, families, or small groups looking to soak up the island vibe.The Space: - Just across the street...

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$202
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$828
avg per night
Anna Maria Island House
Sleeps 12, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Get ready to pack your bags because you'll be escaping to a tranquil oasis nestled within a lush tropical backyard, where a shimmering pool and soothing spa await your relaxation. Discover the serene charm of A Bean Point Paradise, a retreat boasting 5 bedrooms and 4.5 bathrooms with parking for...

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$1,051
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

New Name - A Wave From It All, formerly known as Island Dream, is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms/2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the...

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Featured review

"Family Vaca 2023"

This was my family's first vacation to Anna Maria island. The house was beautiful and in a great location, convenient to all the hot-spots! The lay-out of the house was great, master bed and queen beds...

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$358
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Kai Blue is located in Holmes Beach, just steps from the beautiful AMI beaches. This 4 bedroom/2.5 bathroom with an elevator also has a private backyard with a pool. Kai Blue gives you the dreamy coastal vibe and it's close to restaurants, Island stores and right next to the free trolley stop.Pull...

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$484
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Just a 2 minute walk across the street to the beautiful beaches of Anna Maria Island. This updated coastal beach condo is all you need for a stay in paradise, so slow down and enjoy the Beach life at 3 on Avenue Sea. Bradenton beach is centrally located just south of Anna Maria and Holmes Beach, just...

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$219
avg per night
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