Discover a selection of 44 vacation rentals in Holmes Beach, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $139 per night, and houses and cottages are popular options for a stay in Holmes Beach. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Holmes Beach
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Destination guide

Holmes Beach is an island haven

If you’re aching to spend your days lying on white, sandy beaches, Holmes Beach vacation rentals could be just what you need. Soak up the sun in this Anna Maria Island town, or make a splash in the sea with some water sports. Take a Segway tour to see the sights or charter a boat for an afternoon of angling. If you’re craving some culture, head on over to one of the many art galleries that call Holmes Beach home. However you want to relax, you’re sure to find the activity for you here.

Things to do

Activities and attractions in Holmes Beach

Do you want to find things to do during your stay? Venture out of your vacation home and check out everything that makes Holmes Beach a fun spot to vacation. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Mote Marine Laboratory & Aquarium (13.9 mi / 22.4 km)
  • University Park Country Club (15.7 mi / 25.2 km)
  • Splash Island Water Park (16.3 mi / 26.2 km)
  • Andersen Race Park (12.9 mi / 20.7 km)
  • Harborside Golf Course at Longboat Key Club (13.4 mi / 21.6 km)
  • Islandside Golf Course at Longboat Key Club (13.5 mi / 21.7 km)
Activities

Surf, seafood and Segways in Holmes Beach

What better way to spend your stay in Holmes Beach vacation rentals than in its clear, turquoise waters? Push off from the shore on a paddleboard or commandeer a kayak to enjoy a sunset tour of the coast. Looking for something thrilling? Rent a jet-ski and zoom through the surf as it rolls in. For keen anglers, charter a boat for a day on the waves and catch yourself some fresh seafood for later. Splash out on a Segway tour to see this island community in a fun, relaxed way or cycle your way around the town.

Weather

Summer sun all year long in Holmes Beach

With a whopping average of 242 sunny days per year, Holmes Beach vacation rentals are perfect idylls all year round. Summer brings the heat, as well as the sunshine, with average highs being in the upper 80s. The sunshine does bring the rain though, from June through September, but this is a subtropical climate, so don’t let it move in on your mood. Holmes Beach is the perfect place for some winter sun, with December-February temperatures frequently between 50°F and 72°F, and with zero snowfall, you can book that vacation any time!

Natural features

Nothing but nature in Holmes Beach

Holmes Beach is one of three towns on the barrier island of Anna Maria Island. Nestled in the Gulf of Mexico, this town has plenty to offer nature lovers. For a wild excursion, book yourself on a dolphin tour to see these beautiful bottle-noses breaking up through the waves. A sunset cruise will give you scenic views and breathtaking skies that you’ll never forget. If you’re looking to go further afield, hop on one of the many day cruises to Egmont Key to see the hummingbirds and gopher tortoises that live in the Egmont Key State Park, Tampa Bay.

How to get there

Traveling to and around Holmes Beach

Fly into Sarasota-Bradenton Intl. Airport (SRQ), the closest airport, located 12.2 mi (19.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to St. Petersburg-Clearwater Intl. Airport (PIE), which is 28.4 mi (45.8 km) away.

What are the top vacation rentals in or near Holmes Beach?

Whatever your getaway needs, you'll find a rental property in or around Holmes Beach that fits you like a glove. Take a peek at these favorites:

  • Make the most of conveniences like internet services and free toiletries at "Best Little Beach House On Anna Maria Island. . . With A Pool". Situated around 1 mile from Holmes Beach, this property has 1 bedroom and is a hit with guests.
  • Another appealing choice is "New Completely Renovated Beach Front With Heated Pool Gulf View #102", which is around 3 miles from Holmes Beach. With 2 bedrooms, an outdoor pool and off-street parking options, it has everything you need to keep you comfortable and content.

For even more great options, use the search bar at the top of the page to find the perfect Holmes Beach vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Holmes Beach?

Clock out on Friday afternoon and then forget about your worries. If you're ready for some fun and relaxation, these rentals in and around Holmes Beach promise an unforgettable weekend getaway:

  • "Seaside Sanctuary - 1 Minute Walk From Front Door To Toes In The Sand" is a popular option around 2 miles northwest of the center of Holmes Beach. You won't have to venture far to find something fun to do around this vacation rental. Get outdoors and visit Quick Point Nature Reserve and Camp Bayou Nature Preserve. Activities like cycling and basketball will add a nice touch to your weekend trip.
  • Alternatively, leave your stresses behind at "Ami North End Ground Level Close To Beach Heated Saltwater Pool". Stay in with your feet up, or head out and try your hand at some windsurfing and golf. When you're ready to explore some nearby attractions, plan a visit to Circus Sarasota and Clearwater Country Club. This fantastic vacation rental is around 2 miles northwest of Holmes Beach.

Can I find studio apartments for rent in and around Holmes Beach?

Discover the vibe and culture of Holmes Beach from the privacy and comfort of your own studio apartment. Whether you plan to take time out on your own or have a good time with friends, you'll find the perfect studio apartment for rent in or near Holmes Beach:

  • Explore the world around you and then sleep soundly at "Best Little Beach House On Anna Maria Island. . . With A Pool". This property is a popular base for discovering the sights and features amenities including an ice maker and golf.
  • "Snead Island Tree House' Waterfront Apartment On 2 Acre Lot" is another fabulous option. Get comfy and take advantage of a washing machine, high-speed internet services and more.

There are lots of attractions around Holmes Beach you shouldn't miss. Nourish the culture vulture in you and visit Island Gallery West and Madira Bickel Mound State Archaeological Site.

Can I find short term rentals in or near Holmes Beach?

Finding a short-term rental in or near Holmes Beach won't be a problem if you only have a few nights to spare. Whether you'd like a little apartment for one or a vacation home for all your family members you'll find the right place on Vrbo. Here are a handful of our best picks:

  • Situated not far from the center of Holmes Beach, "Snead Island Tree House' Waterfront Apartment On 2 Acre Lot" is ideal for a short break. Use it as a base to check out nearby attractions including Premier Sports Campus at Lakewood Ranch.
  • Also not far from the center, "Aqua Beach - Luxury Villa Very Close To Beach With Private Pool" is another option to consider. Looking for a little sightseeing inspiration while you're in town? TreeUmph! Adventure Course is a good start.

What are the best romantic weekend getaways in or near Holmes Beach?

Whether spent in a cabin, a cottage or a treehouse, a romantic weekend getaway is a wonderful way to spice up your relationship. Whisk your other half off for a couple of relaxing days at one of these sought-after escapes in or near Holmes Beach:

  • Located around 1 mile from Holmes Beach, "Best Little Beach House On Anna Maria Island. . . With A Pool" is a perfect place for lovestruck couples. Beauty services and outdoor furniture are just some of the amenities here.
  • Alternatively, spend your mini break sipping on bubbly and canoodling at "New Completely Renovated Beach Front With Heated Pool Gulf View #102", around 3 miles from Holmes Beach. Beauty services and a nearby bay will help set the mood for romance.

Are there mansions for rent in or near Holmes Beach?

Nothing screams "Best. Vacation. Evvv-er." like staying in a mansion. Spoil the family with an unforgettable escape at one of these mansions for rent in and around Holmes Beach:

  • Located approximately 9 miles to the southeast of Holmes Beach, "Cretan Mansion From The 1900 Century Lovingly Restored With Garden" is the ideal place to relax in total luxury. Amenities offered here include a garden and a porch.
  • Alternatively, score some major Brownie points with a stay at "Garden Apartment With Its Own Terrace In A Historic Mansion". It's about 12 miles to the east of Holmes Beach and comes with a swimming pool, a firepit and more.

What are the best large group vacation rentals in or near Holmes Beach?

Big groups mean massive fun. They also mean finding someplace that'll comfortably fit your crew. Browse our large group vacation rentals in or around Holmes Beach and get everybody together under the one roof:

  • A wide array of amenities including a swimming pool and a kitchen make "Blue Water Beach House: 5+ Bedroom" a top pick. This sprawling property has 6 bedrooms and sleeps up to 12 people. From central Holmes Beach, it's around 2 miles away to the south.
  • Nothing is more important than spending time with loved ones, and "Family Fun Close To Beach, Pool Slide Spa And Elevator" is the ideal place to do that. Located around 2 miles to the south of Holmes Beach, as many as 12 people can stay in this vacation rental which has 4 bedrooms. A swimming pool and a water park are among the numerous amenities at hand here.

What are the best houses for rent with a pool in or near Holmes Beach?

Of all the conveniences a vacation rental can offer, a pool is easily the most fun. Browse these houses for rent with a pool in or near Holmes Beach and spend your time splashing around. Just don't forget to bring your flamingo floatie:

  • Round up your gang and enjoy an unforgettable stay at "Best Little Beach House On Anna Maria Island. . . With A Pool". There's plenty to love about this escape apart from its pool, such as a barbecue grill and on-site watersports.
  • Alternatively, spend your break at "Snead Island Tree House' Waterfront Apartment On 2 Acre Lot". Along with an invigorating pool, you can also make use of a smart TV and cable/satellite TV services.

Holmes Beach has a humid subtropical climate, with average summertime temperatures fluctuating between 80 ºF and 90 ºF. But there's no need to wait until summer to visit! Check out the search bar at the top of the page and adjust the filters to find the ideal Holmes Beach vacation rental and plan your escape for whatever season you like.

What are the best large family vacation rentals in or near Holmes Beach?

Every family catch-up should be one to remember. Whether you're organizing a getaway with the kids or a party with relatives, our large family vacation rentals in or near Holmes Beach offer a home away from home with enough space for everyone:

  • About 2 miles to the northwest of Holmes Beach, "Ami North End Ground Level Close To Beach Heated Saltwater Pool" has 3 bedrooms and can sleep up to 8 guests. It comes with lots of amenities, including nearby birdwatching activities and a DVD player.
  • "Blue Sky: Luxury 5 Bedroom/4 Bath With Heated Pool" is another good option. It's around 1 mile to the northwest of Holmes Beach, has 5 bedrooms and accommodates up to 10 guests. Useful amenities here include a nearby laundromat and towels.

When you're ready to leave the house and explore, there are lots of family-friendly attractions nearby to keep everyone entertained and happy. TreeUmph! Adventure Course, Main Street at Lakewood Ranch and Historic Bridge Street Pier should be on your list.

Can I find family cabin rentals in or near Holmes Beach?

Spending time with family is important, which is why we'll help you find a place where you can truly connect. Book one of these family cabin rentals in or near Holmes Beach and hang out with the ones you love the most:

  • "Secluded Nautical Theme Cozy Cabin Awaits You" - Enjoy fun and laughs with your gang at this escape, which is around 12 miles northeast of the center of Holmes Beach. A TV and a dishwasher are among its family-friendly amenities.
  • "Convenient Cottage With Pool - Easy Access To Trolley Stops And The Beach" - Round up the troops and spend a few nights at this welcoming rental, which is around 0.1 miles to the southwest of Holmes Beach. You'll have access to a toaster, a kitchen and more.

For more options, use the search bar at the top of the page and adjust the filters to find the Holmes Beach vacation rental that's perfect for your needs.