Anyone looking for some peace and quiet should consider paying a visit to Holmes Beach, a suburban city located in the middle of Anna Maria Island. This relatively new community is one of the best places to live in Florida, and it is also a well-known tourist destination. If you’re on a family getaway, you shouldn’t miss a picnic along Manatee Public Beach. For dining options, try The Ugly Grouper, a family restaurant that features live music every night.
Looking for something to fuel your creative spirit? Make sure to drop by Artists Guild Gallery and watch out for non-profit events that they like to host. You can also do some souvenir shopping at Island Shopping Center.
Once you’re ready to embark on this ecstatic vacation, be sure to pause and read this list of the best vacasa rentals in Holmes Beach, Florida.
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 October 26, 2025.
1. Guava Getaway (from USD 150)
Enjoy hassle-free accommodation in this home with central air conditioning and a well-equipped kitchen. It is also inclusive of basic laundry facilities, making it an ideal venue for a long-term stay.
Of course, you can easily unwind by taking advantage of the wide outdoor space featuring a fire pit and a gas grill. There is also a small dining area with an umbrella on the patio, in case you’d like to get out of the sun. Other amenities include free parking for up to three vehicles.
2. Coquina Sands (from USD 185)
With complimentary parking space for up to two vehicles, Coquina Sands offers convenient and homey lodging that can accommodate a family. You can relax whenever you want by soaking in the private pool or staying on the balcony to admire the stunning Gulf of Mexico.
If you’re bringing a toddler with you, rest assured that baby gates are installed for their safety. Additionally, this is a dog-friendly property, so don’t hesitate to bring your furry friends and take them for a walk on the sandy beach close by.
Holmes Beach, FL
3. Wine Down (from USD 715)
Get warm and cozy in this rental house that features direct access to a lovely beach. Sports lovers can enjoy many nearby activities, such as badminton, golf, and boogie boarding. Board games are also an option for those who prefer to stay indoors.
Craving a hot and rejuvenating bath? You can request pool heating services at an additional charge with a 24-hour notice period. During the evening, you can light up the fire pit while enjoying some grilled food outdoors.
4. Almost Gulf Front (from USD 164)
Almost Gulf Front highlights a subtropical atmosphere, and its lagoon-style outdoor pool with a swim-up tiki bar is one of its most refreshing amenities. Aside from swimming, however, you can also look forward to other fun activities such as table tennis and foosball. If you’re with family, make sure to use the gas grill to prepare some barbeque.
Hoping to bring your pet? This specific rental only allows dogs on the property. Since this is located a short walk from the beach, you might feel more encouraged to bring your pet outdoors, too.
Holmes Beach, FL
5. Mermaid Sunset (from USD 119)
A lovely coastal escape awaits at Mermaid Sunset, where guests are gifted with an outdoor private pool and spa facility fit for relaxation. The living room is congenial and spacious, making it an ideal spot for bonding and board games. You can also stay on the patio and use the grill for some barbeque.
Of course, don’t miss a visit to the beach, which is only a short walk away! Don’t hesitate to get your clothes wet either because you can always use the washer and dryer in the unit.
Holmes Beach, FL
6. Tina's Piece of Paradise
This homey paradise is ideal as a family accommodation, especially since it is equipped with a highchair and game materials for children. Moreover, it has a congenial living area with a fireplace and a TV setting the tone for a warm movie night. There is also a gaming system and a sound dock.
To maximize outdoor opportunities, make sure to ride the adult bikes from time to time. On a chill afternoon, you can stay in the enclosed yard and try out the swing or the hammock.
Holmes Beach, FL
7. Turtle Cove West (from USD 89)
Are you looking for a peaceful somewhere with easy access to the beach? If so, consider staying at Turtle Cove West. This air-conditioned rental unit is fitted with a small outdoor pool, and just beside it is a small dining space ideal for an al fresco experience. Beach towels will be provided as an extra touch.
To keep yourself entertained, you can take advantage of the complimentary Internet access and DVD player to supply you with hours of movie marathons. There is a well-furnished kitchen, so make sure to stock up on food as well.
Holmes Beach, FL
8. West Bay Point 12 (from USD 202)
If you need a spacious home for the holidays, don’t hesitate to book at West Bay Point 12. It is an air-conditioned lodging with a comfortable living room that attracts plenty of natural light. It even offers access to a shared swimming pool and tennis court. Moreover, it has a small patio equipped with furniture ideal for al fresco dining.
Are you on a working vacation? Fortunately, this rental also provides an Internet connection. Whenever you need a break, don’t hesitate to find refreshment in the beautiful gulf views that this property highlights.
9. Royale View (from USD 149)
Experience royalty treatment in this classy accommodation that brags a stunning waterfront location. There is a small outdoor pool with sunbathing chairs on the side, and just right in front of it is a wooden dock that leads you right into the water. Just make sure to notify ahead of time when you need the pool and spa to be heated.
One of the activities you can enjoy nearby is boogie boarding. Otherwise, you may also comfortably stay indoors and stream some Netflix movies from the living room or the bedroom.
Holmes Beach, FL
10. 3 Oars (from USD 438)
This classy vacation rental has a grassy lawn especially ideal for guests who have dogs to play with. Furthermore, it features several nearby activities such as golf and badminton. There is also a playground in case you also have kids coming with you.
On a slow day, you can go for a satisfying soak in the heated pool or just savor a chilled drink on the balcony. You may also go for a stroll near the boat dock or even avail the boat rental offers.
Time to make new holiday memories
It’s time to collate a new set of beach memories, so pack up and grab the promise of a relaxing family vacation at Holmes Beach, where activities such as golfing, swimming, and boating will surely entice you. With the stunning view of the Gulf of Mexico decorating it, this suburban place is a picture-perfect holiday destination. Get ready to make new memories, and reserve your spot in one of the best vacasa rentals in Holmes Beach, Florida.
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