Holiday Rentals in Holmes Beach, FL

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Holmes Beach, FL holiday rentals
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4519 Holiday rentals and Airbnb in Holmes Beach, FL

Best family friendly Holmes Beach, FL holiday rentals

Among the 4519 accommodations in Holmes Beach, FL, here are the 4 best family friendly rentals

Mermaids Crossing By Beach Retreats - Holmes Beach, FL
9.6 56 reviews

Mermaids Crossing By Beach Retreats

house, Holmes Beach
Mermaids Crossing, a four-bedroom holiday home in Holmes Beach, is a two-minute walk from Anna Maria Island's beaches and 2.4 kilometres from Holmes Beach town centre.
This 167-square-metre property boasts a private swimming pool, jacuzzi, and spa, plus on-site parking, a fitness centre, and a children's playground, comfortably accommodating families or groups.
Best Location! Heated Pool~steps To Beach/shops! - Holmes Beach, FL
10 36 reviews

Best Location! Heated Pool~steps To Beach/shops!

apartment, Holmes Beach
This 1-bedroom villa, located in Islands West Resort, offers direct access to Holmes Beach, just a 2-minute walk away, and is conveniently situated within 500 metres of local shops and eateries.
This dog-friendly holiday let can accommodate up to four guests, featuring a king bed and a queen sleeper sofa, and provides access to a shared heated swimming pool, a private BBQ grill, and essential beach gear for your convenience.
2 Bd W/en Suites Steps To Beach/bridge/lrg Crtyrd - Holmes Beach, FL
9.8 120 reviews

2 Bd W/en Suites Steps To Beach/bridge/lrg Crtyrd

apartment, Bradenton Beach
This first-floor beach flat is located in Bradenton Beach, close to Cortez Beach and Bridge Street, making it ideal for exploring the island's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom, two-bathroom flat has a floor area of 46 square metres and can comfortably accommodate up to five guests. The property offers a range of amenities, including a screened lanai, a shared courtyard with dining tables and a gas grill, and beach essentials such as chairs, umbrellas, towels, and carts.
Anna Maria Island Beach Palms 2b - Holmes Beach, FL
9.5 1764 reviews

Anna Maria Island Beach Palms 2b

apartment, Bradenton Beach
This Bradenton Beach apartment is situated just a stone's throw from the beach and within easy reach of attractions like Cortez Beach and Coquina Beach. The apartment has received excellent ratings for its location, cleanliness and overall user experience.
The apartment is perfect for families or groups, offering a comfortable space with a well-equipped kitchen, a private heated pool, and a children's playground. Guests can enjoy a range of amenities, including a fitness centre, tennis court, spa, restaurant and bar, as well as direct access to the beach.

Best Holmes Beach, FL holiday rentals with a pool

Among the 4519 accommodations in Holmes Beach, FL, here are the 4 best rentals with a pool

Perfect Vacation Home With Private Pool! Close To The Beach! - Gulf Breeze - Holmes Beach, FL
9.0 41 reviews

Perfect Vacation Home With Private Pool! Close To The Beach! - Gulf Breeze

apartment, Holmes Beach
This holiday home is located just a 2.4km walk from Bradenton Beach and Island Gallery West, offering easy access to the area's attractions and a peaceful setting near the sea. The property has received excellent ratings for location, cleanliness, and overall experience, promising a comfortable stay.
This three-bedroom property spans 218 square meters and comfortably accommodates six guests. The house boasts a private pool, a fully equipped kitchen, a patio, and a range of other amenities including barbecue grills, a water park, and a smoke-free environment.
Beachside Condo, Anna Maria Fl, King Bed 1st Floor - Holmes Beach, FL
9.6 4 reviews

Beachside Condo, Anna Maria Fl, King Bed 1st Floor

apartment, Holmes Beach
This Holmes Beach flat offers direct beach access and is located near the free island trolley stop, with Bean Point Beach and Coquina Beach a short distance away.
This accommodation boasts 1 square meter of floor area, a capacity for 4 guests, a shared heated outdoor swimming pool, and a fully-equipped kitchen, with a private outdoor patio and shared grill area available for use.
Beachside Condo, Anna Maria Fl, King Bed 1st Floor - Holmes Beach, FL
9.6 18 reviews

Beachside Condo, Anna Maria Fl, King Bed 1st Floor

apartment, Holmes Beach
This beachfront one-bedroom flat in Holmes Beach provides direct access to the Gulf and is situated within 500 metres of local shops like the West Coast Surf Shop and eateries such as Skinny's Place Burgers.
This holiday let, accommodating up to four guests, features a fully-equipped kitchen, air conditioning, a heated outdoor swimming pool, a private balcony with sea views, and assigned parking, with pets welcome.
Beachview Condo #8 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, Maximum Occupancy Of 6 People.   5 Min. Walk To The Beach.     Community Pool. - Holmes Beach, FL
9.9 29 reviews

Beachview Condo #8 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, Maximum Occupancy Of 6 People. 5 Min. Walk To The Beach. Community Pool.

apartment, Holmes Beach
This apartment is directly on the beach in Holmes Beach, just a short walk from Anna Maria Sound and Bradenton Beach, offering a fantastic location for exploring the area. It has consistently received excellent ratings for location, cleanliness and overall user experience.
The property has two bedrooms and can accommodate up to seven guests, making it ideal for families or groups of friends. Guests can enjoy a range of amenities, including a private pool, barbecue grills, a fully equipped kitchen, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

Frequently asked questions about holiday rentals in Holmes Beach, FL

  • What are some interesting places to visit in or near Holmes Beach, FL?

    Holmes Beach is a lovely place to explore. You can visit the Anna Maria Island Historical Museum to learn about the island's history, take a stroll along the beautiful beaches, and enjoy the shops and restaurants in the area. If you're looking for something a bit further afield, the John and Mable Ringling Museum of Art in Sarasota is a great option, and it's only a short drive away.
  • What are the best Airbnb and holiday rentals in Holmes Beach, FL?

  • Which walking or cycling routes are the best in Holmes Beach, FL?

    The paved Pine Avenue is a popular spot for walking and cycling, and it runs the length of the island. You can also take a leisurely stroll along the beach or explore the nature trails at the Robinson Preserve. There are also plenty of bike paths and walking trails in the surrounding areas.
  • What are the most popular Airbnbs in Holmes Beach, FL?

  • What sports or outdoor activites can visitors enjoy in and around Holmes Beach, FL?

    Holmes Beach is a fantastic place for outdoor activities. You can enjoy swimming, sunbathing, and fishing on the beach. There are also opportunities for kayaking, paddle boarding, and boating. For a more active experience, you can try out some of the local tennis courts or go for a hike at the Robinson Preserve.
  • What are the best holiday rentals with a pool in Holmes Beach, FL?

  • What other towns or cities can be easily accessed from Holmes Beach, FL?

    Holmes Beach is conveniently located near other popular destinations. You can easily visit the cities of Bradenton and Sarasota by car. Bradenton is known for its historic district and the South Florida Museum, while Sarasota is home to the Ringling Museum complex and the beautiful Lido Key beach.
  • What are the best rentals for families and kids in Holmes Beach, FL?

  • What amenities are commonly available in vacation rentals in Holmes Beach, FL?

    Vacation rentals in Holmes Beach typically offer a range of amenities, including private pools, hot tubs, outdoor grills, and fully equipped kitchens. Many rentals also have access to private beaches or community pools. You can find options to suit your needs, whether you're looking for a relaxing getaway or an active vacation.
  • What are the best rentals or Airbnbs with a jacuzzi in Holmes Beach, FL?

  • What time of year is best to rent a vacation rental Holmes Beach, FL?

    The best time to visit Holmes Beach is during the spring and fall, when the weather is pleasant and the crowds are smaller. You can enjoy the beautiful beaches without the summer heat and humidity. However, if you prefer warmer weather, the summer months offer plenty of sunshine and opportunities for swimming and water sports.
  • What are the local dishes in Holmes Beach, FL region?

    The local cuisine in Holmes Beach is a mix of fresh seafood and Southern comfort food. You can find delicious dishes like grouper sandwiches, shrimp and grits, and key lime pie. There are also plenty of restaurants serving international cuisine, so you're sure to find something to your taste.

Popular destinations

Best Holmes Beach, FL holiday rentals with a balcony

Newly Updated 2b/2b Condo, Walk To The Beach! - Holmes Beach, FL
10 4 reviews

Newly Updated 2b/2b Condo, Walk To The Beach!

apartment, Holmes Beach
This Holmes Beach condo is located a short stroll from the beaches, shops, and restaurants, with the John and Mable Ringling Museum of Art and Fish Hole Adventure Golf within easy reach.
This 98 square meter, two-bedroom, two-bathroom flat accommodates up to six guests and features a fully remodelled interior, a heated swimming pool, two screened-in porches, and two assigned covered parking spaces.
Lucky Me Too! 2bd 2 Bath Across From Ami Beach! - Holmes Beach, FL
9.9 37 reviews

Lucky Me Too! 2bd 2 Bath Across From Ami Beach!

apartment, Holmes Beach
Lucky Me Too, a Holmes Beach townhouse, is situated directly opposite the Anna Maria Island Beach Cafe, a one-minute walk (0.16 km) from Holmes Beach and within easy walking distance of local shops and restaurants.
This 103 square metre property offers two king-size bedrooms sleeping six guests, two and a half bathrooms, a fully equipped kitchen, screened balcony, access to a heated community pool, undercover parking for two cars, and includes beach essentials such as chairs, umbrellas, a wagon and towels.
Bay Haven - Holmes Beach, FL
8.8 4 reviews

Bay Haven

house, Anna Maria
This Bay Haven beachfront property in Anna Maria is a 10-minute walk from Anna Maria City Pier and 2.3km from the island's main area, offering stunning sea views.
This 107 square metre house features two bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen, free Wi-Fi, private parking, and a balcony; nearby activities include fishing at the pier.
Sun Plaza By Coastal Chic Vacations - Private Beach Access With Pool And Tennis - Holmes Beach, FL
9.2 5 reviews

Sun Plaza By Coastal Chic Vacations - Private Beach Access With Pool And Tennis

apartment, Holmes Beach
This Holmes Beach flat offers direct access to its own stretch of beach and is situated 3.7 kilometres from the Anna Maria City Pier, with Sarasota Bradenton International Airport located 24 kilometres away.
This one-bedroom flat sleeps up to seven guests and features air conditioning, a fully equipped kitchen, complimentary WiFi, private parking, and a swimming pool, with a terrace and balcony providing garden and scenic views.

Best Holmes Beach, FL holiday rentals with parking

Beautiful Spacious 4 Bdrm 2nd Floor Condo! Heated Pool And Steps To The Beach! - Holmes Beach, FL
10 2 reviews

Beautiful Spacious 4 Bdrm 2nd Floor Condo! Heated Pool And Steps To The Beach!

apartment, Holmes Beach
This Holmes Beach condo, situated in Ilexhurst, is a mere 0.1 km from the beach, shops, and restaurants.
The four-bedroom, two-bathroom property sleeps eight guests and boasts a private screened porch, shared heated pool, in-unit laundry, free Wi-Fi, and beach equipment; nearby attractions include Cortez Beach, Coquina Beach, Fish Hole Adventure Golf, and H2O Watersportz.
Stunning Beach House With Heated Pool, Spacious Lanai, Just Steps From The Sand! - Holmes Beach, FL
10 4 reviews

Stunning Beach House With Heated Pool, Spacious Lanai, Just Steps From The Sand!

apartment, Holmes Beach
This Holmes Beach flat is located a mere 160 metres from the pristine shores, offering convenient access to the island trolley stop directly across the street.
This 3-bedroom, 2-bathroom flat accommodates up to 8 guests and features a shared heated swimming pool, a screened-in lanai for outdoor dining, a full kitchen, complimentary WiFi, and included beach gear, bikes, and paddleboards.
Sea For Two: Gulf Front & On The Beach By Anna Maria Life Vacation Rentals - Holmes Beach, FL
8.8 16 reviews

Sea For Two: Gulf Front & On The Beach By Anna Maria Life Vacation Rentals

apartment, Holmes Beach
This Holmes Beach apartment offers direct beachfront access to the Gulf of Mexico, with stunning sunset views and a private ground-level patio, conveniently located within walking distance of the free island trolley for easy exploration of local shops and restaurants, and a short distance to Bean Point Beach and Bradenton Beach.
This 59 square meter holiday let accommodates up to two guests in one bedroom with a Queen bed and a living area featuring a Full sofa sleeper, boasting a full kitchen, complimentary WiFi, air conditioning, a garden, a spa, parking, and a BBQ grill, with beach towels and chairs provided for your convenience.
Cheeky Chateau  4br Pool Home In Holmes Beach, Anna Maria Island, Fl - Holmes Beach, FL
8.0 4 reviews

Cheeky Chateau 4br Pool Home In Holmes Beach, Anna Maria Island, Fl

apartment, Holmes Beach
This Holmes Beach holiday home is a short walk from the Gulf of Mexico beaches and conveniently located near local cafes, restaurants, and shops.
The 219 square metre property boasts four bedrooms, three bathrooms, a bonus room, private pool, hot tub, two screened lanais, a sunroom, parking for four cars, and the 'Fall Special' offering four free bikes for stays between 3 September and 16 November (bookings after 20 August).
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