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, 181 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.

4.98 out of 5 average rating, 124 reviews

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.

Condo in Holmes Beach

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.

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, 46 reviews

Luxury 2BD Oceanfront Condo + Private Parking

🏡 Modern Condo with Stunning Ocean Views: - Cozy turf patio - Smart TVs & high-speed WiFi - Fully equipped kitchen for easy meals - 2 private parking spots for hassle-free stays - 2-minute walk to the beach ✨ Unique Features: - Robot vacuum keeps things tidy - Insta-worthy grass wall adds charm - 2 comfy queen beds for a restful sleep - Queen-sized inflatable extra bed 📍 Prime Location: - Next to the AMI trolley stop for island exploring - Walking distance to dining, gym & more!

A landscaped patio area features a heated saltwater pool surrounded by palm trees and tropical foliage. A thatched umbrella provides shade over a round table and chairs, while a patio grill and lounge chairs are also visible, creating an inviting outdoor space.

4.95 out of 5 average rating, 37 reviews

AMI Ohana Beach Resort A with fabulous salt pool!

The location is perfectly situated in the middle of the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

An orange golf cart is parked on a brick pathway leading to a two-story home with a wooden facade. The surrounding area features well-maintained landscaping, including tropical plants and palm trees. A balcony is visible above, overlooking the entrance.

4.97 out of 5 average rating, 30 reviews

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart

Loggerhead is back and ready to welcome you! ️ Escape to the tranquility of Anna Maria Island in this charming 2-bedroom, 2-bathroom home nestled on a peaceful, secluded street. Relax in your private tropical backyard featuring a heated saltwater pool. You'll never need to worry about parking just steps from the beach, about a 4 minute walk. We provide everything for your getaway including beach essentials and a 6-person street-legal golf cart. Your perfect family paradise awaits!

5 out of 5 average rating, 15 reviews

One Level Large Home 2 Minute Walk to the Beach!

Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope you will enjoy your stay in our 1850 sq ft beach house with 3 bedrooms and 2 baths. Our property features a living area and a full kitchen with dining area which makes it great for spreading out. Our little slice of heaven is perfect for family vacays, fishing or golfing trips or that annual girls trip! You are only 6 houses to the beach or right out the back door to the large pool (extra charge for heating).

A modern villa presents a light blue exterior set against a backdrop of palm trees and clear skies. Gravel landscaping surrounds the property, with a white picket fence accentuating the front. The entrance is framed by tropical plants, inviting guests to explore the welcoming space within.

5 out of 5 average rating, 11 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.

4.98 out of 5 average rating, 64 reviews

A golf cart is parked on a gravel driveway beside a blue cottage, which features a sloped roof and a light-colored exterior. Lush green grass surrounds the area, complemented by vibrant tropical plants and palm trees against a clear blue sky.

Cottage in Holmes Beach

Brand New Remodeled Villa + Large Private Pool!

Remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall and Swim-up Tiki Table, Weber Grill, patio bar with 55” Outdoor Smart TV! Calypso is outfitted with a cozy Coastal decor, you feel that vacation vibe as soon as you walk in the door. The kitchen offers quartz countertops with Stainless Steel appliances. Both bedrooms have King size beds, living room has a queen sleep sofa. All furniture was brand new in December of 2024.

A charming cottage is displayed amidst tropical landscaping, featuring a spacious deck with white outdoor chairs. The shaded area is enhanced by a pergola, while vibrant greenery and a sandy ground create a serene outdoor setting, inviting relaxation.

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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Holmes Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Holmes Beach

An aerial view captures the vibrant turquoise waters of the Gulf of Mexico, with a long wooden pier extending into the sea. The shoreline is dotted with greenery and residential buildings, illustrating the tranquil beachside atmosphere.

5 out of 5 average rating, 9 reviews

Sand & Sea Oasis: Condo with Private Beach Access

TrinaRating, 5 starstoday

This place was amazing! The unit was really nice and had all the amenities and more that we needed. We were able to cook our own food very easily. They had pots, pans, sharp knives, seasoning (and more than just salt/pepper), blender, and toaster. Being able to play at the beach right outside the unit, rinse off with the hose at the gate, and then jump in the pool was really nice! Can't say enough great things about it! Would definitely stay here again!

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, 34 reviews

Wk of 6/29 now avail at last minute SALE rate!

JasonRating, 5 stars1 week ago

We had an absolutely fantastic time. The home was delightful. The ease of getting to and from the beach plus all the beach chairs and amenities Mark provided for the beach really made it all so easy. Our kids loved the pool and the set up. Beds were very comfortable. Everything was easy to find. Thank you so much for letting us enjoy your home!!!

5 out of 5 average rating, 11 reviews

An aerial view captures the stunning shoreline with soft white sand meeting the turquoise waters. Beach umbrellas dot the sandy area, while lush greenery lines the beach. The sky is partially cloudy, complementing the serene coastal scene.

Condo in Holmes Beach

Anna Maria Island -walk to the beach!

ShoneRating, 5 stars3 months ago

Beautiful location. Lovely place. Highly recommend! Very comfortable for a family of four. Pool is a lovely amenity. Thank you. We will be back!

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 stars2 weeks 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.

5 out of 5 average rating, 6 reviews

A heated pool with clear turquoise water is surrounded by lush tropical plants. White adirondack chairs are positioned nearby, inviting relaxation under the sun. The pool's unique shape and textured bottom create an engaging visual appeal.

Home in Anna Maria

The Shell House

CindyRating, 5 stars2 weeks ago

Very beautiful house within easy walking distance to the beach. It was very clean and the check in and out process was easy. My family and I had a great time. The beaches were beautiful and just a short walk from the house. The pool in the back yard was private and perfect for my family. The decor and landscaping was great! I highly recommend staying here. It was perfect!

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, 10 reviews

pink peacock

JessicaRating, 5 stars1 week ago

We had a lovely stay. This house had everything we needed!

A modern dining area is accented by a wooden table surrounded by six chairs. A light pendant hangs above the table, illuminating the space. In the background, a well-equipped kitchen features sleek cabinetry and stainless-steel appliances, while a bookcase showcases a collection of books.

5 out of 5 average rating, 45 reviews

Perfect Hideaway- Post Storms Better Than Ever!

PixyRating, 5 stars2 weeks ago

Rebecca’s place was perfect for our family vacation of two young children, two parents and two grandparents. Her house sits on a dead end street just a few blocks from the beach. We found everything we needed for a few meals at home, and having a washer and dryer was convenient. The kicker was the outdoor pool, which we loved. We would easily recommend her place to anyone who wants a beautiful place to spend vacation.