Holmes Beach, a picturesque island town in Florida, is well known for its panoramic views of Sarasota Bay. It has a lot to offer with its vast stretches of white sand beaches, pristine waters and pleasant climate. It houses restaurants such as The Feast Restaurant which specializes in steaks, fresh seafood and pasta. Island Gallery West showcases local artwork and one-of-a-kind jewellery exhibits crafted by various artists. There is plenty of adventure in store for daring travellers and the serene coasts, abundant sunshine and emerald waters of Gulf of Mexico are sure to excite everyone. If you are looking forward to a stay here, scroll down to learn about the best vacation rentals In Holmes Beach, Florida, for comfortable accommodation.
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 14, 2024.
1. Beachside cottage with pool (from USD 330)
Vacationers looking to reconnect with nature while staying on Anna Maria Island should consider booking this cottage. This place is worth the splurge because of the exquisite private heated swimming pool, outdoor shower, in-pool cocktail table and seating.
Outdoor amenities include lounge chairs, a dining table, a patio and a gas grill. The umbrellas and floats available in the house can also be brought to the beach.
Top guest reviews
Amenities & Room:
all amenities and a pool great locationCleanliness:
everything was very clean and well suppliedit was clean your own private heated pool and a very short walk to the beachHost:
the property owner was also very responsive and accommodatingeverything was excellent the owner’s were super about meeting our needscarolyn was the perfect hostthis owner has truly created a piece of paradise she also was always available to reach if neededthe property owner has created and encouraged the most relaxing stay to occur for the guestsRead more reviewsLocation:
this is the perfect place to come and relax and just get away from the chaos for a whileloved the house the pool and the locationbest little beach house at ami great location great amenitiesthe home is perfect for yourself and a close friend or partner
2. Bright and airy townhome (from USD 148)
This townhome on Anna Maria Island is ideal for guests looking for a stress-free and affordable stay while exploring beaches in Florida. Guests will appreciate how close it is to the beach, where they can enjoy fun activities. The house is fully furnished and has everything you need for a comfortable stay. The outdoor area features an in-ground private swimming pool and a grill on the back deck.
Top guest reviews
Amenities & Room:
There are two bikes to use beach chairs and a wagon to take your stuff to the beachthe kitchen had everything we neededThe private pool is amazingbut I'm now looking for one to purchase at homeThe pictures did not do this VRBO justiceHost:
Deborah was great to work with and checked in withDeborah was wonderful to work withis to make sure all was wellDeborah is wonderful to work with and is going to make sure your stay is greatDeb was wonderful to work with Very nice placeRead more reviewsLocation:
Little dock at end of street wasIf you want a quiet relaxing and convenient house to stay in Heliconia House is the placeNice home in quiet neighbourhood easy access to both beach and bay trolley stop just a few minutes awayHusband got fishing tips from these guysLocation is a little from the beach
3. Blue Sky Beach House (from USD 720)
This magnificent ocean-view villa provides a breathtaking view of the clear blue ocean waters. The private heated pool and spa are the best places to unwind in this holiday home. Take a seat at the indoor dining table to enjoy your freshly prepared meal. Wifi, air conditioning and free parking are available for a stress-free and relaxing vacation. Get some peace and quiet by visiting a nearby beach and watching the sunset.
Top guest reviews
Amenities & Room:
the back patio and pool are amazingthe house and pool were beautiful for our family of 10Cleanliness:
the house is clean spacious and very nicely decoratedwe had an incredibly relaxing week at this very clean comfortable and welcoming homeHost:
owner was great with letting us store our belongings until house was readyRead more reviewsLocation:
beautiful home and location perfectthe house was well equipped location was great and the pool was as amazing
4. Fully equipped ocean view house (from USD 259)
Enjoy the perfect ocean view from the front deck of this lovely house. The rental is close to the Gulf of Mexico where you can enjoy exciting water activities and beautiful sunsets. It comes with a fully stocked kitchen that also has beautiful granite countertops.
Cook and relish meals prepared using the gas barbecue on the back patio with plenty of tables and umbrellas. Enjoy your vacation at this rental, which is close to many shops, restaurants, bars and the beach.
Top guest reviews
Amenities & Room:
great sleeping and loved my bedCleanliness:
property was clean and beds were super comfortablethe home is clean and very cozythe house was clean and was right across the street from the beachHost:
the host was very responsivepravaneh was always quick to respond and helpfulanyway again wonderful trip and we booked again for december thank you to our hostRead more reviewsLocation:
close to beach stores restaurants and easy parkingi love tea the location is greatcute place right across the street from the beachit was really great good locationbeing able to walk right across the street to the beach and breakfast at the cafe was wonderful
5. Beautiful duplex with a large swimming pool (from USD 378)
This beautiful duplex promises a comfortable stay and features an open floor layout that integrates the living and dining areas with the kitchen, so it will be simple to prepare meals and relax. It includes free WiFi so you can stay connected while on vacation.
Get ready for a fun beach vacation and make use of the provided beach essentials such as chairs, towels, and sun loungers. There’s also a gas grill and a table on the patio. In addition to the beach, essential commercial establishments are within walking distance of the property.
Top guest reviews
Amenities & Room:
the ac pumped really cold air the couches were comfy and the pool and pool area were amazingnice to have the heated poolthe furnishings are beautiful and the kitchen has everything you can possibly needperfect set up with comfortable beds and furnishings pool right out the back doorthe kitchen cabinets are very well stocked with anything you would need pots and pans bowls small appliancesCleanliness:
very clean and updated decorthe property was very clean and well stocked with everything you needthe beach decor was high end clean and just as advertisedeverything was sparklingly clean and the bedrooms and bathrooms were beautifulhouse was clean and had everything you would need for a comfortable vacationHost:
property management responsive and friendlyowners management always friendly and promptly helpfulthe owners ensured we were well prepared & checked on usowners allowing our dog was a must for us and we appreciate thatRead more reviewsLocation:
great location on the island to restaurants and shoppingi loved the location as it was near everything and really close to the beachlocation is great with several restaurants within walking distance and plenty others just a short ride awaylove the location and the housecute house great location minutes to walk to the beach
6. Well-equipped home ideal for small families (from USD 233)
This holiday home is near the Gulf of Mexico. With remodelled bedrooms, bathrooms and a new kitchen, this fully furnished rental is ideal for small families and groups. The kitchen comes with an island which is ideal for prepping meals or relishing a quick breakfast.
During your stay, you can use the ping pong table in the garage. Take advantage of the grill on the deck while admiring the beautiful scenery. Across the street is a beach that features a bar and restaurant.
Top guest reviews
Cleanliness:
the house was clean and exactly as describedthe property is exactly as it appears online and was very cleanHost:
the location ia great and the owner is very responsiveRead more reviewsLocation:
good value and great locationthe location was great it had everything we neededgreat place to walt here the sunsetthe property is right across from the beach with a restaurant and gift shopthis is a great place to stay on ami at a reasonable cost
7. Stylish home with heated pool (from USD 273)
This holiday home, located in the heart of Anna Maria Island, is ideal for guests who want to be close to the beach. The open-plan layout integrates a spacious living room with a dining area and a fully equipped kitchen. A washer and a dryer have been provided to help you take care of the laundry.
The bedrooms are spacious and have comfortable mattresses. There is a large sun shelf next to the heated pool for everyone to enjoy. You will find a gas grill, beach toys, lounge chairs and a shed on the patio.
Top guest reviews
Amenities & Room:
beds were very comfortableCleanliness:
villa was lovely and clean & had everything we could have neededthe house was extremely cleanclean cozy and close to everythingHost:
jackie was a fantastic host she checked on us to make sure we had everything we neededwe loved the place and jackie was an awesome hostRead more reviewsLocation:
neighborhood was nice and quiet and was very convenient to restaurants and shops
8. AMI Sand Dollar (from USD 192)
The bright and airy open-plan layout of AMI Sand Dollar incorporates the living, dining and kitchen areas. A dining table beside the kitchen is available for four people to enjoy delicious meals.
This vacation rental comes with a lovely custom private pool area. A poolside bar and lounge are available too. Inside, there is a fun game area with a ping-pong table and a few games for your enjoyment.
Top guest reviews
Amenities & Room:
we loved having our own private pool with outdoor dining area and grillbeautiful private pool and patio for relaxing grilling and enjoying the outdoorsCleanliness:
clean and welcoming spacevery clean home with lots of extras includedthe place was very clean as well which is always a dealbreaker for me :)the property was clean and well decorated and i would recommend staying herethe unit is clean and cozy and very close to the beachHost:
the host was very helpful and quick to respondi reached out to the host who told me they enjoy sleeping at 76kris was an excellent host and very accommodatingkris was very helpful and highly communicativeRead more reviewsLocation:
a wonderful place and locationgreat location to restaurants shopping and beach accesswonderful location 2 minutes from the beachthis place is in an absolutely wonderful locationvery quiet peaceful location and the pool was great
9. Peaceful waterfront retreat
This bungalow rental is right on the water’s edge and has lovely views of the surrounding area. It has everything you need for a comfortable stay including onsite parking and free Wifi. For the convenience of guests, there is also a kitchen equipped with a microwave, mini refrigerator, stove and oven. Air conditioning and hot water are also available.
This holiday home is excellent for those looking to have some outdoor fun. It is not only close to the beach but also provides quick access to fun activities such as kayaking, tennis and basketball.
Holmes Beach, Florida, United StatesSuperhost
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
10. Beautiful condo with beach access (from USD 234)
This property is a short walk from the white sand beach. Its private screened balconies are perfect for taking in the scenery during your stay. Indoors, there is a fully equipped kitchen for cooking food and a dining table that can accommodate four people at a time.
The living room, which has a comfortable couch and a TV, flows seamlessly into the kitchen and dining area. There is a washer and dryer as well as a dedicated workspace. Moreover, your four-legged friends are also welcome to join you on your vacation.
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
Prepare for an unforgettable vacation in Holmes Beach
Book one of the best vacation rentals in Holmes Beach, Florida listed above for an unforgettable stay. You can thank us later after you’ve experienced everything this beautiful island town in Florida has to offer.
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