Holmes Beach beach vacation rentals

A panoramic view captures a sandy beach meeting the ocean, where gentle waves roll onto the shore. Beachgoers are seen enjoying the sun, while a volleyball court and recreational areas are present. Nearby, a parking lot accommodates vehicles shaded by palm trees.

4.95 out of 5 average rating, 103 reviews

Breezy Harbor AMI pool retreat near the Beach

Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

A light and airy bedroom features a spacious bed with striped linens, complemented by a soft area rug. Large glass doors open to the outdoor plunge pool area, providing a view of the patio. A ceiling fan and a decorative wall piece enhance the inviting space.

4.96 out of 5 average rating, 180 reviews

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

A wide view of a sandy beach stretches into the distance, dotted with volleyball nets. Lush green palm trees line the background, providing shade. A building with large windows can be seen, indicating nearby amenities. A clear blue sky fills the scene, enhancing the coastal atmosphere.

4.98 out of 5 average rating, 124 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean and comfortable, my unit at Sandy Pointe II is in a secluded setting just a few minutes walk to a less crowded, quieter section of beautiful AMI beach. From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! A FREE Island trolly stop is steps from our entrance with grocery, drug store, beach shops and so much more just across E Bay Dr.

4.99 out of 5 average rating, 137 reviews

Beach Escape - Make Memories on Anna Maria Island

Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

Cottage in Bradenton Beach

A beachside dining area is visible, featuring blue and white striped umbrellas. Beachgoers relax on soft white sand, while gentle waves of the Gulf of Mexico can be seen in the background. Lush palm trees provide natural shade to the seating area.

4.97 out of 5 average rating, 187 reviews

Bradenton Beach Sunsets 3, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with a queen pull out couch make this a great location for, solo guest, business travelers, and families. . Beach chairs/umbrellas/etc. provided. 3 blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

A close-up view of a yellow sticky note displaying contact information for the property owner. The note includes a name, phone number, and email address written in black ink. The background appears to be a dark, smooth surface.

4.85 out of 5 average rating, 146 reviews

Anna Maria Island-just a few steps to the beach

Our second-floor condo is located in Holmes Beach within a beachfront condo community that sits directly on the shores of the Gulf of Mexico in Holmes Beach. This 2 bedroom 2 bath condo has a full kitchen with all modern conveniences. Enjoy your morning coffee or your evening dinner on your private outdoor balcony. This recently renovated condo is perfectly situated overlooking the pool and just steps away from the beautiful sandy beach of Anna Maria and also a pickleball court.

A countertop area is featured with a coffee maker positioned beside a tray of assorted coffee pods. The backdrop consists of blue herringbone tiles, complementing the marbled surface below.

5 out of 5 average rating, 10 reviews

Oceanside Retreat-Rest & Recover-Hot Tub-Hammock

Whether escaping the cold winter days, or wanting to unwind from all the stress, Solace West is the perfect place for you. Walking distance to Anna Maria's beautiful beaches, restaurants, shops and more. The hot tub is set to 104*. With its waterfall feature and lights it's waiting for you to step in and unwind those overworked muscles. Whether inside enjoying the beautiful tranquil decor or outside enjoying any of the many amenities, we believe you may never want to leave.

4.99 out of 5 average rating, 116 reviews

A private heated pool oasis is surrounded by lush greenery and tropical plants. Comfortable lounge chairs are positioned around the circular pool, while a BBQ grill is set against a wooden fence, providing an ideal space for relaxation and gatherings.

Home in Anna Maria

1 block to Beach on Pine Ave! Private Pool Oasis

Sat-Sat rentals, usually... Our 3 bedroom, 2 bath townhouse, with a private heated-pool oasis, is on Pine Ave in the heart of Anna Maria - 1 ½ blocks from the best white sand beach on the island - 3 blocks in the other direction to the bay - from sunrise at the City Pier to Sunset on the Gulf of Mexico. Walk or ride a bike to all the quaint stores, shopping and restaurants (plus the local doughnut, taco shop and Northshore Cafe next door) without ever getting in your car!

Apartment in Holmes Beach

A serene swimming pool is set within a tropical landscape, surrounded by lush palm trees. Lounge chairs are placed around the deck, and an outdoor dining area is visible in the background. Sunlight reflects off the water, creating a calming atmosphere.

4.96 out of 5 average rating, 181 reviews

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

An open concept living area is showcased, featuring a central kitchen island with a granite countertop and dual sinks. Sunlight floods through multiple glass doors, enhancing the spaciousness, while a cozy seating area is positioned around a fireplace, visible at the far end.

4.94 out of 5 average rating, 106 reviews

The Peachy Beach House, steps to the gulf

Hurricane season cancellation possible. Saturday-Saturday for check-in and out. Two bedroom, 2 full bathroom, new heated private pool Steps from semi-private gulf beach, this 3 story on a quiet street in N. HB Well-stocked kitchen, 2 TVs, large master which is more like resort suite with new tempurpedic king bed Gulf views from bedrooms. You’ll find: crib, high chair, beach chairs, wagon, canopy, beach toys and towels!

An aerial view captures the coastline featuring soft, sandy beaches and vibrant turquoise waters. The layout of residential areas and greenery is visible, along with scattered clusters of beachgoers enjoying the sun. The sky is dotted with wispy clouds, enhancing the overall serene atmosphere.

5 out of 5 average rating, 12 reviews

L'Oasis West w/Dip Pool

Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.

Superhost

A serene beach scene features soft, golden sand meeting clear, turquoise waters under a bright blue sky. Gentle waves roll onto the shore, creating a calm atmosphere. A solitary bird stands at the water's edge, showcasing the peaceful coastal environment.

4.93 out of 5 average rating, 111 reviews

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4

Spacious and remodeled 1-bedroom condo that sleeps 4 located just STEPS away from the beach. Condo features a large heated swimming pool, private beach access, eat-in kitchen - fully stocked with amenities including coffee maker, WiFi, Smart Tv's, beach accessories, fishing poles, paddle boards, games, & much more! Early Check-in / Late Check-out available upon request.

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Popular amenities for Holmes Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Holmes Beach

Apartment in Holmes Beach

A sandy path leads through lush beach grass to the shoreline, with the expansive Gulf of Mexico visible in the distance under a clear blue sky. The scene conveys a sense of tranquility and natural beauty, inviting guests to explore the beach.

5 out of 5 average rating, 7 reviews

Sand & Sea Oasis: Condo with Private Beach Access

TammyRating, 5 stars2 weeks ago

Great location with beautiful beach! Cute condo with everything you need!! Only thing lacking is a view which is ok when you have a great location on the beach with a pool! Would definitely stay here again! Clean, comfortable and charming place!

A covered patio is presented with two wicker chairs and a glass-top table, inviting relaxation. Bright cushions add a pop of color. Lush greenery and palm trees provide a vibrant backdrop, while ceiling fans enhance comfort in this spacious outdoor area.

5 out of 5 average rating, 33 reviews

Elite~FamilyTides 30 sec walk to beach~Heated pool

StephanieRating, 5 stars1 week ago

We had an amazing week at this beautiful beach home! Everything was exactly as described. My family usually packs up everything, down to household items like paper towels, hand/dish soap, toilet paper, laundry supplies, etc, and drive to our destination. We flew this time (first time to AMI/ Holmes Beach) and didn’t have room to pack all of that. Not to worry- it was all provided! Beach equipment- all provided! Now, I was a little skeptical upon booking about that walk to the beach, as we are used to staying directly on the beach. However, that was an easier walk to the beach than any place we’ve ever stayed! And location!!! We practically had the beach to ourselves, which we enjoyed! It was so peaceful. Mark is a very responsive host. He checked in with us a few times during our stay to make sure everything was going smoothly. If you’re considering this property, book it. You won’t regret it! 10/10 recommend FamilyTides and AMI/ Holmes Beach! Thank you to Mark and his wife!

Townhouse in Holmes Beach

The image captures a serene beach scene, where soft waves gently lap at the shore. The clear aqua waters blend harmoniously into a bright blue sky, with few wispy clouds scattered above. The sandy beach stretches along the shoreline, inviting relaxation.

4.9 out of 5 average rating, 39 reviews

Getaway Family Beach Townhome w/Pool!

DawnRating, 5 stars1 week ago

This was a great vacation for my family, including two boys ages 10 and 12. Anna Maria Island is a wonderful place! We loved all the local restaurants. The location is perfect right in the middle of the island . We were close to the beach and free the trolley is right out front. We absolutely loved the bagel place next-door and having a grocery store so close. It was nice to have two bathrooms and the boys had their own room to hang out in. The space was clean and the pool was also a nice amenity. Communication with the host was great! We would come back.

Apartment in Holmes Beach

A private patio area features comfortable seating arranged around a coffee table, all situated on lush green turf. Large glass doors provide access to the interior space while a white picket fence partially borders the area, enhancing the outdoor ambiance.

4.98 out of 5 average rating, 44 reviews

Luxury 2BD Oceanfront Condo + Private Parking

JenniferRating, 5 stars6 days ago

Our family had a wonderful stay at Akira’s condo. It was so clean and welcoming, the perfect size for all of us. The location can’t be beat for easy beach access as well as walking distance to some restaurants, shops, and coffee. Communication was top-notch and we appreciated the information in the provided guidebook. We loved our stay and highly recommend this Airbnb.

Superhost

A thatched gazebo stands on the beach, providing shade near the water's edge. Two green chairs are positioned in front of the gazebo, facing the calm blue ocean. The sandy beach is visible, along with a clear sky dotted with soft clouds.

Vacation home in Holmes Beach

5 out of 5 average rating, 9 reviews

pink peacock

JulieRating, 5 stars1 month ago

We had the best time on AMI! So beautiful! This place was amazing! Perfect for us and close to both sides of the island. Spent the days at the beach then a dip in the pool. It was perfect for all our needs. Jose was so accommodating and amazing to work with.

An aerial view showcases the elegant neighborhood with well-spaced homes surrounded by lush greenery. The shimmering Gulf waters are visible in the distance, indicating proximity to the beach, just a short walk away.

4.89 out of 5 average rating, 9 reviews

Charming 2Bdrm Coastal Cottage 3 min from Beach!

JackieRating, 5 stars10 months ago

We really enjoyed our stay! We stayed through tropical storm Debby and the host was very responsive to all our questions and concerns! They went above and beyond to make sure our stay was safe and comfortable! We will definitely be returning soon! Thanks for an amazing vacation!!

The exterior of the home is showcased at sunset, highlighting a welcoming entrance framed by palm trees. A paved pathway leads to the door, surrounded by tropical landscaping and a white picket fence, creating an inviting first impression.

5 out of 5 average rating, 66 reviews

Private Luxurious Ground Level Home

JemimaRating, 5 stars1 month ago

Wonderful stay at this special home. Excellent location. Perfectly laid out and well designed home. Really appreciated the separate patio area to the pool area which was very safe with kids. Walk to coffee, restaurants and beach. Quick golf cart ride around the island. 10/10 recommend!