If you’re chasing fun and adventure, take a refreshing drive to Anna Maria Island (AMI) on the Gulf of Florida. Holmes Beach is one of three municipalities on this barrier island and the 600-acre (243-hectare) post-war community has become a prime holiday spot. Locals call it a piece of paradise with tropical foliage, gorgeous white-sand beaches, and blue waters that are home to dolphins and manatees. Travelers can relish vivid sunsets, savory dishes, and sport fishing adventures. You can walk around in flip-flops, sunbathe in a private cove, and spend all day in one of the best public beaches in the state. This coastal city also offers free trolley rides to and from local attractions and homey vacation rentals that let you relax after day trips to Bradenton Beach and the City of Anna Maria. Check out the best Airbnb vacation rentals in Holmes Beach, Florida, below.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Coastal condo with luxury touches (from USD 234)
A group of six can live comfortably in this Airbnb. This updated coastal condominium offers a luxurious atmosphere, two well-appointed bedrooms, a modern kitchen, indoor and outdoor dining areas, and two screened balconies for sunset viewing. Best of all, this vacation home is steps away from a heated pool, a park, and a pristine beach.
Here, coastal comfort entails spacious living spaces, a reading nook, baby equipment, and beach gear. Do take note of rules and fees regarding pets upon booking.
Top guest reviews
Amenities & Room:
the mattress in the large bedroom was super cozythe beds were super comfortable and we so enjoyed our times eating out on the screened in porchCleanliness:
condo was very clean and had everything we neededthe pool was clean and well- maintainedjean and mike's condo is clean and decorated in a cute beachy stylethe place was clean and better than expectedthis place was great it was clean and sanitizedHost:
they are wonderful hostsyou will like the hostshost are wonderful to work with and respondjean was very responsive and provided great recommendationsRead more reviewsLocation:
the location was greatthis location is a nice place to stay near the beachthe location was great just a straight walk to the beachit was wonderful perfect locationgreat place walking distance to the beach and grocery store across the street
2. Gulf Breeze (from USD 181)
This is a professionally managed Airbnb in a residential area only four minutes away from the beach on foot. If you prefer a master bedroom on a separate level from the main living spaces, this is the retreat you are looking for. The ground floor contains two other bedrooms, a shared bath, a kitchen with stainless steel fixtures, and a spacious living and dining area arrayed in nautical colors.
The heated pool is exclusive to guests, so engage in all sorts of fun on these private grounds. Take the bicycle for quick errands in the city center. This gorgeous home is a warm and comfortable haven to return to after excursions in Holmes Beach.
Top guest reviews
Amenities & Room:
the heated pool was perfect during a cold snappool was very nice and got the perfect amount of sunthe pool and backyard were private and so nice to enjoy on evenings and cooler beach dayskitchen is great with all needed appliances and a nice blenderCleanliness:
i would go back there super cleanthe house itself was nicely decorated spacious clean well-supplied and so close to everythingHost:
10/10 would book again ami locals was also awesome very professional and communicativeRead more reviewsLocation:
the location is fantasticgreat location right off the main strip & 2 blocks from the beachbeautiful house with a perfect locationeasy 5 minute walksuper close to a quiet beach front area and 10 min walk to a couple restaurants
3. The Peachy Beach House (from USD 535)
For your extended family, three floors of bright and spotless living spaces should suffice. This lovely house is minutes away from the shore and guests can easily transport picnic and beach essentials. You’d be doing plenty of stair climbing, but that’s the only work expected of you. Look forward to leisurely hours in the ground floor family room, breakfast area, and kitchen. There are two porches on the main level for guests to delight in the ocean breeze.
This Airbnb has two bedrooms on the third level with a spa tub in the master bath. A crib and high chair are also available for the younger guests. When booking, ask the Airbnb host for updates on their swimming pool with spa.
Top guest reviews
Amenities & Room:
beautiful landscaping all around and two open-air porches off the main level (one with table & chairs)sofas and chairs are comfortableamazing views from kids rooms and the master can’t wait to come againCleanliness:
roomy clean just a beautiful homethe house was clean and had all the appliances we neededHost:
wonderful host as well was quick to answer all our questionsshe is an excellent host she is easy to contact and quick to respondin my contact with her she was very friendly and hospitablefrances was very accommodating responsive and quick to assist us with anything that came upjust a quick walk to a private beach beautiful and peaceful home and awesome hostRead more reviewsLocation:
the location was excellent very close to the beachthe location was perfect and a very short walk to the beachloved our stay the location is perfectvery nice house and close to the beachif you’re looking for a great location this is it
4. Rental cabin at Spinnakers Vacation Cottages (from USD 214)
Here is an adorable cabin right next to a well-maintained swimming pool and the fun doesn’t end there. Snorkeling gear, beach umbrellas, beach towels, and beach blankets are available to booked guests and the beach is a short walk away.
It’s a delightful vacation home with a full kitchen, two snug beds, and laundry room access. Spend lazy afternoons on the front porch contemplating whether you’ll swim in the pool or drive to the dunes on the northern part of Anna Maria Island.
Top guest reviews
Amenities & Room:
our cottage looked out onto the pool area which was a great playground for our familythe cottage has everything you need for two people to be quite comfortable for a week or sothe cottage/cabin was super clean had working appliances good water pressure great air conditioning etcweber grill next to the pool was perfect for grilling outit was perfect for us - very clean with many kitchen amenities and nicely decoratedCleanliness:
everything was clean pool was cleansuper clean and cozyquite clean friendly placeclean and a comfy bedit was clean and tidyHost:
kriss and cam are excellent hostskris is a great hostfirst i have to say that kris is a great hostwe really appreciated kris and cam they went beyond being a great hostgreat communication with our host and very accommodatingRead more reviewsLocation:
loved this cute little placestayed in this cute place and loved the locationcharming place and so close to everythingwe love the location to the beach restaurants and storesgreat location definitely would stay again
5. Cappy Hour
This two-bedroom Airbnb is suitable for a company of six people. The host supplies clean towels and bed linens, as well as essential supplies. You will love your stay in this pet-friendly condominium and won’t mind the 10-minute walk to the shore with a wagonful of beach equipment provided by the host.
Walk to retail stores and restaurants in the neighborhood and to a northbound trolley station. Bicycles can take you a few blocks in every direction so leave the car in the garage. When booking, ask the host about golf carts rentals, which is a popular way of getting around Anna Maria Island.
Holmes Beach, Florida, United States
1.5 km (1.0 mi) from Manatee Public BeachAccommodates: 6
Top guest reviews
Amenities & Room:
minimally stocked kitchen beds weren’t overly comfortable beach supplies were functionalthe other full/queen bed in main bedroom was perfectthe apartment is very clean and has everything you need including towers soup and dryermy husband and i stayed an entire week in the apartment and loved itCleanliness:
debbie’s place was very cleancondo looked just like the pictures-very clean and prettygreat place very well put clean and cozyit was very clean and we had everything what we neededthis was a beautiful condo and sparkling clean ample towels and really everything we could needHost:
the host is very responsiveshe was very responsivedebbie the owner was very nice and her service it's amazingparking a vehicle was easy and debbie was a brilliant hostRead more reviewsLocation:
super close to food and gas stationgreat location on the islandloved the location as easy access to everywhere we wanted to gocondo has everything you need and the location is perfectwe loved the location so close to the island trolley you can get anywhere on the island from here
6. Sunshine Kiss Villa (from USD 126)
This Airbnb is equipped for a satisfying beach vacation. What you get is a modern and comfortable space with elegant furnishing, a gorgeous shaded deck with classy outdoor furniture, and a barbecue grill.
The host also provides guests a beach wagon and sand toys. Wash off the salt and sand under the outdoor shower before resting inside this modern and roomy studio. After a postcard-worthy sunset, stay in with chips and drinks and check out the board games and entertainment options. Find out what “Island Time” really means on your trip to Holmes Beach.
Top guest reviews
Cleanliness:
this place was neat and cleanvery cozy and clean condo everything updated with nice little detailsplus the place was extrmemely cleanthe place was very clean well stocked and a short walk to the beachthe house felt just like home and everything was very cleanHost:
the host was very helpful and responded quicklyhost was responsive and quick to answer our few questions during check interry was a great hostRead more reviewsLocation:
good location with a short walk to the beachgreat place and location was perfectwhat we loved was the overall location cleanness and was decorated wellgreat access to restaurants and shops extra 5 min drive to access good beachesgrocery store and walgreens were very close as well
7. Beach condo with heated pool (from USD 219)
This private hideaway is in a condominium complex on a quiet road, a block from the shore. This modern rental offers essential amenities, plus baby and beach equipment. Pack an extra pair of flip-flops for your beach holiday, but in this Airbnb, you can go barefoot after hours of snorkeling, swimming, and fishing in Anna Maria Island. Booked guests will have access to a heated pool, as well.
If you need anything from the grocery store, there’s a nature trail from the property that will bring you there.
Top guest reviews
Amenities & Room:
balcony and heated pool where nice to havethe private balcony above the pool was wonderfulthe heated pool was awesomeon the cool january days the heated pool was greatthe balcony overlooking the pool was a beautiful spot to hang out and relaxCleanliness:
it is clean and in a great placethe pool was very relaxing and clean as wellwonderful place clean comfortable and cozythe pool was warm and clean and perfect for two active boysthe condo was clean and very quiet at night which i lovedRead more reviewsLocation:
great location to be able to walk everywheregreat location to beach and walking distance to grocery store and drug storeamazing location and hostthe location was perfect just a short walk to publix and cvsi would recommend this place/location to anyone
8. New waterfront retreat for kayak enthusiasts
In this new, fully furnished retreat, guests can look out to the water and listen to the call of shorebirds. This attached townhouse sleeps a pair of kayak enthusiasts and is located five minutes from a public boat ramp. This Airbnb has a washer, dryer, and a full kitchen. There are beach towels, beach chairs, and a functional hose outside for washing off beach sand.
When booking, ask the host for recommendations on locals hangouts and restaurants. The island’s white-sand beaches and the trolley stop are just nearby.
Holmes Beach, Florida, United States
1.92 km (1.2 mi) from Manatee Public BeachSuperhost
Accommodates: 2
Top guest reviews
Amenities & Room:
very comfortable bed and sofajanet’s small bungalow has everything you need for a nice and cozy couple’s getawaythe interior was fresh tastefully decorated comfortable and welcominga large shower in the bathroom a comfortable bed it all made our stay very enjoyableupgraded kitchen and bathroom and a super comfortable bedCleanliness:
as described and very cleanvery neat and clean placeit's nice and clean and convenientthe rooms are decorated with charm and the quality and cleanliness is outstandinga very clean place and great locationHost:
she was awesome gave us all kinds of recommendations for food and things to dogreat area and neighborhood great hostour stay in holmes beach was perfect janet is very attentive and helpfulyou can't ask for more jan was super helpful and gave us wonderful suggestions for dining and entertainmentthe guidebook was very helpful too with restaurants and beach tipsRead more reviewsLocation:
place was perfect location quite north locationamazing location and close to everythingthe location is goodcozy place to stay and location was greatgood value within walking distance of many places to eat and very close to trolley
9. Villa Chez Shell
This Airbnb is a three-bedroom, Mediterranean-style abode with a heated pool, a covered lanai with a barbecue grill, and a tropical backyard. It’s a two-story family home a few blocks from the beach with updated appliances, professionally decorated interiors, a library of books and movies, and toys for the kids. There are two master en-suite bedrooms and one bedroom with bunk beds.
You will love hanging out by the lagoon-shaped pool and the Tiki-table, but don’t let the stone waterfall lull you to sleep. For some fun outside the villa, Anna Maria Island has several sugar-sand beaches waiting to be explored.
Holmes Beach, Florida, United States
242 meters (0.2 ft) from Manatee Public BeachAccommodates: 6
Top guest reviews
Amenities & Room:
the beds were comfortable as were the lounge chairs by the poolbar restauraunt ice cream and bath rooms all at beach is greatperfect for a family with kids; the playroom toys books costumes board games movie library poolmy little girls loved the books and stuffed animals in their roomthe pool toys beach equipment plush linens were all wonderful bonusesCleanliness:
the water was clean and warmvery clean and a great layoutclean lovehome with everything needed and quality linensthem the home: it is sparkling clean and super comfortable and easy to enjoygreat place clean all the beach stuff you would need great locationHost:
communications with owner was excellentalex is a wonderful hosthosts were responsive and helpful with our questionsalex and irina are great hostswonderful host who thinks of everythingRead more reviewsLocation:
house and location are amazingvery easy walk to manatee beachit is set at an amazing location with just a short walk to the beachif you're looking for paradise you found the right placegreat place if you want to be centrally located on anna marie
10. Chic on the Beach Side B
This centrally located listing near the beach is an elegant getaway in a laid-back city. Your side of the duplex is a luxury apartment with a private entrance, a separate backyard, and a one-car garage. This Airbnb has two ensuite bedrooms with soaker tubs, a lounge area, an outdoor dining set, and a heated saltwater pool with matching sun loungers.
You’ll enjoy cooking fresh seafood from the nearby market while soaking in the stylized interiors. You can walk around, go on a bicycle, or take the free trolley in Holmes Beach. Note that there is a pet fee if you plan to bring your furry pals. Book this modern space for a minimum seven-day rental today.
Holmes Beach, Florida, United States
1.41 km (0.9 mi) from Manatee Public BeachAccommodates: 6
Top guest reviews
Amenities & Room:
the backyard has a nice sitting area grill and heated spa poolprivate patio and pool very nice after the day at the beach with a good grillRead more reviewsCleanliness:
the villa was immaculate beautiful decor and finishes every where we turned
Experience island time in Holmes Beach
Update your definition of laid-back in Holmes Beach, where the sun shines brightly year-round. You can chase summer all year in this terrific coastal city in Florida.
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