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Anna Maria Island Vacation Rentals

(296 rentals)
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book Crazy Mermaid • Waterfront canal views throughout the home • Private pool (heated upon request for additional fee) • Private dock for relaxing or fishing • Screened porch overlooking pool & water • Spacious 4BR layout for groups & families •...

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Featured review

"Two Thumbs Up"

This place was so fun and worked great for our family. Plenty of beds, lots of room to hang, and provided just about everything you needed. The pool and dock were a fun extra! We plan to come back!!

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$233
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

35 Steps to the Sea at Runaway Bay 112 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen...

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Featured review

"Fantastic vacation all around"

This was a very nice condo. Clean and well kept. Very close to the beach and to the pool. Location was everything we wanted. Walking distance to restaurants and the heart of town. Great food, great people....

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$144
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Heated salt water pool. Baby and beach equipment, BikesStay, Explore, Relax! We've got you covered! This listing, A Lazy River Day and Night includes Both sides of duplex home.Cleaning fee includes Professional Linen Service for all towels and bedding!A leisurely stroll (less than three...

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Featured review

"PERFECT AND BEAUTIFUL RENTAL"

Where do I start? This is a beautifully decorated with amazing location beach home where it is obvious that the owners care about their rental property. Decorated in beachy vibe, lots of bathrooms, super...

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$504
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Sunrise Vista on gorgeous Anna Maria Island. Pack up the family car and head to Anna Maria Island's perfectly located beach house, one of the last remaining generation-owned single-family cottages located directly on the beach.This is the place to put down your iPhones and reset your...

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$453
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Just a block and a half from the beach, this bright and airy elevated pool home offers the perfect blend of relaxation, comfort, and coastal convenience. With 3 bedrooms and 3 full bathrooms, this spacious single-family retreat is thoughtfully designed for both families and groups looking to enjoy beachside...

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$395
avg per night

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Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Wave From It All by Beach Retreats Vacation Rentals Holmes Beach, Anna Maria Island VRC23-000056 3 Bedroom | 2 Bath | Sleeps 6 Welcome to Wave From It All, your perfect island escape just steps from the sugar-white sands of Anna Maria Island. Whether you're sipping morning coffee on the porch...

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$419
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NO CANCELLATION FEES: $500 deposit due at time of booking; balance due 60 days prior to arrival Cancel 60+ days before arrival → Full refund (no fees). Cancel within 60 days of arrival → No refund. Cancellations must be made in writing and received by Beach Retreats on or before the...

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Featured review

"Excellent place to stay!"

This house was incredible! Absolutely beautiful, well stocked, an amazing pool and outdoor setup, and so conveniently located! While it's not beach-front, it's just a house or two away from the beach entrance...

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$635
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Run to the Sun is a 2 bedroom/2 bathroom updated condo located in the sought after Runaway Bay community and has breathtaking bay views. Everything you need to complete your ideal beach getaway, can be found at Runaway Bay! Runaway Bay is a Gulf to Bay complex that is less than a 1/2 block away from the...

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Featured review

"Pure PLEASURE"

Such a wonderful location right across from the beach, unit was spacious, clean everything use need. Anna Maria is so special the sunsets are amazing, it's walkable for restaurants, shopping. I've been...

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$156
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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$132
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise Beach House – Luxury 5-Bedroom Retreat with Pool & Jacuzzi 403 42nd Street, Holmes Beach, FL 34217 VRC 5 Bedrooms | 6.5 Bathrooms | Sleeps 12 | Heated Pool & Hot Tub This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors Welcome to Paradise...

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$696
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from the sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your...

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Featured review

"Tropical Sunset #1"

Location is where it's at! Close to everything, yet on a quiet street. We had a great time celebrating 5 years post cancer! Loved the Island and everyone on it. We didn't want to leave! Loved the way...

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$243
avg per night
Anna Maria Island Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Seahorse Beach House by Beach Retreats Vacation Rentals 202 81st St, Holmes Beach, FL 34217 VRC17-000118 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub Pet Friendly This home can park up to 2 vehicles Quiet hours at 10p-7a: please respect neighborsBook with confidence:...

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Featured review

"Pleased"

We enjoyed our stay. The access to the beach and other amenities was perfect for our family. The rental was very clean and well kept. Most everything you needed for the stay was available. The pool was...

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$509
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to La Isla Bonita!- Steps to Anna Maria Island's powdery-white sandy beaches - Private heated pool, ping pong table, and basketball game - Impressive deck with breathtaking views - 4 spacious bedrooms & 4 bathrooms - 3-story home with elevator - Close proximity to local dining,...

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Featured review

"Seas the Day"

Great accommodations..good location to shopping, marina, Anna Maria Island, restaurants.. quick response from Mgmt Team for minor issue.. quiet area, carport, security gate.. enjoyed our time there..

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$447
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Very few beachfront vacation homes will get you as close to the sand as Hidden Cove #1— a beautiful 2-bedroom condominium with exquisite views and unlimited access to the aquamarine Gulf of Mexico. Located within a charming coastal community that also offers a crystal-clear swimming pool, your family...

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$386
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your ultimate beachside escape! This beautifully renovated 2 bedroom, 2 bathroom condo offers the perfect blend of modern style, comfort and location. Whether you're here for a quick escape and a longer stay, "Days Like This" at Runaway Bay 116 offers everything you need for...

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$176
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Charming 1-Bedroom Condo in Runaway Bay – Anna Maria IslandPrime Location – Steps to the Beach: - Located in the highly sought-after Runaway Bay community on Anna Maria Island - Just across the street from white sand beaches and crystal-clear waters - Walkable to shops, restaurants,...

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$140
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Step into island luxury at this beautifully renovated 2-bedroom, 2-bath vacation retreat, perfectly situated just across the street from the white-sandy shores of Bradenton Beach on Anna Maria Island. Located on the lower level for easy access, Margaritaville at Runaway Bay 137 is a light, bright, and...

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$178
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Island Escape by Beach Retreats Vacation Rentals 307 65th St, Holmes Beach, FL 34217 VRC18-000047 Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions....

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Featured review

"Pleasantly surprised"

We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly...

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$697
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Dune Our Thing, your relaxing beachside getaway on Anna Maria Island. This thoughtfully designed unit is all about comfort, convenience, and making lasting memories—just steps from the sand and full of amenities that make your stay easy and enjoyable.The Space: - End unit in a quiet...

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$130
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the perfect beach getaway in this beautifully updated 3-bedroom, 2-bath condo, designed to comfortably accommodate up to six guests. Thoughtfully renovated with modern finishes, the space offers a bright, open layout ideal for relaxing after a day in the sun. Located directly on Holmes Beach, this...

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$344
avg per night
Anna Maria Island Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from...

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Featured review

"Great for families!"

Great unit, excellent communication, comfortable beds! Kids utensils, pool/beach toys, pack n play, and toddler bed rail all there!

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$234
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The elevator at Bradenton Beach Club is currently not operational due to a licensing issue. For updates, please contact SeaBreeze Vacation at . ​​​​​​​ Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the sandy white beaches offering you all of the...

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Featured review

"A great stay!"

We’ve visited AMI for many years but this was the first time at a rental. SeaBreeze #242 was the right place to stay. Great location steps from the beach and behind the units was a pier on the bay to...

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$247
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Reef Romance special: - Concierge Collection Property - Golf cart included! - Three houses from beautiful beaches on Anna Maria - Heated pool / separate covered spa, outdoor shower - Grill (propane included) - Putt-putt golf - Professional Linen Services - Complimentary...

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$718
avg per night
New
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Location, Location, LocationStaying near the Holmes Beach public beach means you get the best of the island without the hassle:Easy, stress-free beach access (no long walks or parking) Nearby public amenities like restrooms, showers & lifeguards Walk to restaurants, cafes & beach...

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$787
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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$637
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sea Salt special: - 5 min walk to Holmes Beach - Private heated pool, ping pong, outdoor shower - Gas grill (propane included) - Professional Linen Services - Complimentary WiFi - Beach chairs, beach wagon, & beach umbrella - Parking for 4 vehiclesSea Salt is an updated...

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$376
avg per night
Anna Maria Island House
Sleeps 10, 6 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxury Beach Home • Gulf Views • Heated Pool • Steps to Beach • Sleeps 10Welcome to Sunset Paradise, a stunning Anna Maria Island vacation home located just three houses from the Gulf and steps from the beach. With breathtaking Gulf views, a private heated pool, and multiple balconies...

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$863
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your charming coastal getaway! This beautifully renovated 2-bedroom, 1-bathroom duplex cottage is perfectly situated right across from the stunning beaches of Bradenton Beach, ideal for your next seaside escape. Inside, you'll find a bright and modern space with all the comforts of home....

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$175
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bayfront complex that is less than a 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...

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Featured review

"Our stay between Christmas and New Years"

We really enjoyed our stay at Runaway Bay. The outside of the complex looks pretty dated but the condo was freshly renovated. We had everything we needed to enjoy our stay. We appreciated all the beach...

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$176
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfectly located 2 bedroom/2 bathroom condo is directly across the street from the gulf beaches. Pelican Cove is located in a small, private complex on a very unique part of the Island. It is one of the few condos with views of both the Gulf and the Bay. Pelican Cove is just 40 yards from one of the...

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Featured review

"Perfect"

Our stay at Pelican Cove 3 couldn't have been better. The condo was clean, steps away from the beach, and check in was a charm. We truly enjoyed our evening view of the beach and the sunsets from our balcony....

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$234
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. This beautiful townhouse sleeps up to eight people with 3 bedrooms/2.5 bathrooms, full laundry, elevator, garage, and large...

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Featured review

"Best week!"

My family and I travel every year for the 4th of July, this year we decided to visit Anna Maria Island. WE LOVED IT! Everything was great, the weather, the relaxed atmosphere, the water temperature and...

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$296
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Bimini Sunrise special: - Concierge Collection Property - Golf cart included! - Anna Maria on Anna Maria Island - A short walk to Pine Avenue - Spacious heated pool / spa - Rooftop deck, elevator, private dock - Gas grill (propane included) - Professional Linen Service -...

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$866
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bring your family and guests to this 2-unit house! About 40 steps to the beach entrance of Anna Maria white, sandy beach, this home combined boasts 5 bedrooms, a sleeper sofa and 5 bathrooms. Bean Point Unit A boasts 3 bedrooms/3 bathrooms, while Unit B has 2 bedrooms/2 bathrooms. Both units feature well-equipped...

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$760
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VRC19-000071 Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful Anna Maria Island. This 2-bedroom, 2-bathroom condominium offers all the charm and comforts you will come to expect from a Salty Mermaid Vacation Rental....

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$301
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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$983
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to this 2-bedroom, 2-bathroom end unit condo, perfect for your next getaway. Sun Stack is a 1/2 block away from the beautiful Bradenton Beach. Inside, you'll find a fully-equipped kitchen with sleek stainless steel appliances, a spacious dining area and living room, which has a sleeper sofa,...

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$157
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from...

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$235
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW MANAGEMENT! Spend your days at the beach, your afternoons by the pool, and your evenings unwinding at Cheerful North Beach Getaway — a peaceful island villa just a three-minute walk from the soft white sands of the Gulf in Holmes Beach on Anna Maria Island.This freshly renovated 2-bedroom,...

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$221
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Recently Renovated!Welcome to your perfect beach retreat! This beautifully renovated 2 bedroom/2 bathroom condo offers fresh charm with brand new stainless steel appliances, new flooring, and stylish new furniture and decor throughout. Every detail has been thoughtfully updated, and you get to be...

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$187
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • 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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$478
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Tropical Sunset 4, a refreshed and inviting two-bedroom, two-bath retreat just a quick two-minute walk from Holmes Beach. This third-floor condo blends comfort, style, and convenience, offering beautiful water views along with access to a heated community pool, BBQ grills, and a picnic area....

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$235
avg per night
Anna Maria Island Condo
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sunset Penthouse special: Concierge Collection Property Bradenton Beach on Anna Maria Island - Beachfront Top floor of Bradenton Beach Club Community beachfront pool, private elevator Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, & beach umbrella Parking...

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$696
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect coastal getaway on beautiful Holmes Beach, just one block from the shimmering Gulf of Mexico with its turquoise-blue waters and powdery white sand. This charming 3-bedroom, 2.5-bath single-family home captures the essence of Anna Maria Island living, featuring soft pastel interiors...

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$388
avg per night
Anna Maria Island House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

Casa Amiga by Beach Retreats Vacation Rentals 144 Crescent Dr. Anna Maria, FL 34216 City of Anna Maria | 4 Bedrooms | 4.5 Bathrooms | Sleeps 10 | Heated Pool + Jacuzzi | Rooftop Deck | Shared DockLuxury Island Living Near Bean Point Welcome to Casa Amiga, a beautifully designed 4-bedroom, 4.5-bath...

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$763
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 6 bathrooms
1 review

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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Featured review

"Great getaway !"

A time much needed . We so enjoyed our stay at 2311 ave.c that we hope to return every year . We just felt like we were at home .

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect beach getaway! This beautifully renovated 2-bedroom, 2-bathroom condo comfortably sleeps up to 4 guests and offers everything you need for a relaxing coastal escape.The primary bedroom features a luxurious king-size bed and a private ensuite bathroom with a spacious walk-in...

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$161
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated...

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Featured review

"Just right"

The property is centrally located on the island which makes it very convenient. It has everything you need, and was very clean. We would definitely rent it again.

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$410
avg per night
Anna Maria Island Cottage
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located just a few sandy steps from the turquoise Gulf of Mexico, Seaglass Cottage is the Anna Maria Island beach house you've been dreaming about. This quintessential beachfront bungalow has a footpath across the street that leads directly to the sugary white sand of Bean Point — one of the...

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Featured review

"Great place!"

Super cozy! Great place for a perfect vacation! Definitely will be one of my choices when we plan our next vacation!

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$364
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

Surf Side Beach House – Gulf Views Hosted by Beach Retreats Vacation Rentals 6605 Gulf Drive, Holmes Beach, FL 34217 VRC19-00290 4 Bedrooms | 4.5 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors Welcome...

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Featured review

"Ideal family vacation home!"

The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally...

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$968
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2.5 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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$400
avg per night
Full map
Map

Anna Maria Island Weather

 | 

7423°  5211°
JANUARY
Ocean 6518°
7624°  5412°
FEBRUARY
Ocean 6518°
7926°  5714°
MARCH
Ocean 6820°
8328°  6116°
APRIL
Ocean 7423°
8831°  6719°
MAY
Ocean 7926°
9133°  7222°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9233°  7423°
AUGUST
Ocean 8731°
9032°  7323°
SEPTEMBER
Ocean 8529°
8630°  6719°
OCTOBER
Ocean 8228°
8127°  6016°
NOVEMBER
Ocean 7624°
7624°  5412°
DECEMBER
Ocean 7021°

FAQ

How many vacation rentals are there in/around Anna Maria Island?

There are 296 Anna Maria Island vacation rentals available on FloridaRentals.com. From house rentals to condo rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Anna Maria Island?

There are vacation rentals available in Anna Maria Island for as low as $123 per night with an average price per night of $339.

Can I find a vacation rental in Anna Maria Island?

Yes, you can find vacation rentals in Anna Maria Island close to Holmes Beach, Coquina Beach, and Bradenton Beach. Don't forget to stop in to Bean Point or Manatee Public Beach.

Do any vacation rentals in Anna Maria Island have a pool?

Yes, there are 220 vacation rentals with a pool in Anna Maria Island on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Anna Maria Island vacation rentals on the ocean?

There are 23 oceanfront rentals in Anna Maria Island available on FloridaRentals.com. Use our filters to search and book yours today!