Holiday Rentals in Holmes Beach, FL

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Holmes Beach, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Holmes Beach, FL

Best family friendly Holmes Beach, FL holiday rentals

Among the 3037 accommodations in Holmes Beach, FL, here are the 4 best family friendly rentals

Southern Cross: 3 Min Walk To Gulf Beach - Holmes Beach, FL
10 2 reviews
Holmes Beach, FL
22/08 – 05/09
£151/nighttotal: £2114 (14 )

Southern Cross: 3 Min Walk To Gulf Beach

2 3
apartment , Holmes Beach
This Holmes Beach holiday home is situated in a prime neighbourhood, just a 3-minute walk from the Gulf's sugar-white sands and close to local shops, restaurants, and the free island trolley.
This family-friendly apartment offers accommodation for up to six guests, featuring two bedrooms with king-sized beds and en-suite bathrooms, a fully equipped kitchen, air conditioning, a private heated swimming pool, and parking for three cars.
Short Stroll To The Surf! ~ Make Memories On Ami - Holmes Beach, FL
10 150 reviews
Holmes Beach, FL
04/07 – 11/07
£250/nighttotal: £1750 (7 )

Short Stroll To The Surf! ~ Make Memories On Ami

1 6
apartment , Holmes Beach
This Holmes Beach condo, a short walk through a park to the beach, offers a tranquil setting near island amenities.
The two-bedroom, two-bathroom apartment sleeps six, features a fully equipped kitchen with high-quality appliances, private balconies, in-unit laundry, and private parking for two cars; beach gear is also provided.
Location!! Cabana Just Steps From The Beach! - Holmes Beach, FL
9.9 104 reviews
Holmes Beach, FL
31/10 – 10/11
£181/nighttotal: £1810 (10 )

Location!! Cabana Just Steps From The Beach!

2 2
apartment , Holmes Beach
This charming beach house is situated just a short walk from the sandy shores of Holmes Beach, with a Publix supermarket located 0.8 kilometres away. The property consistently receives excellent ratings for cleanliness, location, and overall guest experience.
The one-bedroom apartment spans 48 square metres and features a fully equipped kitchen, a spacious living area, and a private driveway. Guests can enjoy access to a beach wagon, chairs, an umbrella, towels, and a free trolley service, making it easy to explore the island and enjoy the beautiful beaches.
167 M² House ∙ 3 Bedrooms ∙ 8 Guests - Holmes Beach, FL
10 8 reviews
Holmes Beach, FL
21/07 – 28/07
£422/nighttotal: £2954 (7 )

167 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 7
house , Cortez
Saltwater Serenity, a three-bedroom house in Cortez's Hunters Point community, offers easy access to Anna Maria Island's beaches, a short drive or cycle ride away (approx. 8 km).
This 167 square metre property boasts a private heated pool, boat slip, Tesla charging point, elevator, chef's kitchen with Keurig, and accommodates up to eight guests with three queen-size and one king-size bed.

Handpicked Holiday Rentals with a Pool in Holmes Beach, FL

A holiday rental in Holmes Beach, FL with a swimming pool is the perfect complement to a day by the water. Browse our available options.

Sea-esta · Boat Parking · Pool · Pet-friendly - Holmes Beach, FL
9.0 44 reviews
Holmes Beach, FL
11/07 – 18/07
£227/nighttotal: £1589 (7 )

Sea-esta · Boat Parking · Pool · Pet-friendly

3 4
apartment , Holmes Beach
This three-bedroom house is situated in Holmes Beach, just a 2.4 kilometre walk from the beach and Island Gallery West, a local art gallery.
The property boasts a private pool, a water park, and barbecue grills, ideal for entertaining, and can accommodate up to six guests.
Beauty & The Beach: 1.5 Blocks To Beach! Pool & Spa By Anna Maria Life Vacation Rentals - Holmes Beach, FL
9.8 41 reviews
Holmes Beach, FL
04/07 – 11/07
£391/nighttotal: £2737 (7 )

Beauty & The Beach: 1.5 Blocks To Beach! Pool & Spa By Anna Maria Life Vacation Rentals

2 6
apartment , Holmes Beach
This Holmes Beach beachfront property is situated approximately 1.6km from Bradenton Beach and Palmetto Avenue Beach, and within 3.2km of the Island Players and Anna Maria Island Museum and Historical Park.
This three-bedroom, two-bathroom holiday home boasts 111 square metres of living space, a private pool, hot tub, and on-site water park, sleeping up to six guests and offering free Wi-Fi.
Beautifully Outfitted Home With A Heated Pool And Tropical Backyard! - Holmes Beach, FL
9.0 27 reviews
Holmes Beach, FL
04/07 – 11/07
£358/nighttotal: £2506 (7 )

Beautifully Outfitted Home With A Heated Pool And Tropical Backyard!

3 6
apartment , Holmes Beach
This Holmes Beach holiday home is situated less than 2km from Bradenton Beach, Island Gallery West, and the centre of Holmes Beach itself, offering easy access to local attractions.
The 135 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a private pool, tennis court, and fully equipped kitchen; enjoy the on-site water park and scenic balcony views.
Tranquilisea 2: Pet Friendly, Long Term Discount, Shared Resort-style Pool! - Holmes Beach, FL
9.8 8 reviews
Holmes Beach, FL
01/01 – 28/02
£273/nighttotal: £15834 (58 )

Tranquilisea 2: Pet Friendly, Long Term Discount, Shared Resort-style Pool!

3 2
resort , Holmes Beach
Tranquilisea 2 is a duplex located just a two-minute walk from the beach in Holmes Beach, a short distance from the free island trolley stop. The property has received excellent user ratings and is perfect for families or groups of friends looking for a comfortable and convenient stay.
The three-bedroom, two-bathroom duplex spans 93 square metres and comfortably accommodates up to six guests. It offers a range of amenities, including a shared resort-style pool, a private balcony, a fully equipped kitchen, a laundry, and a garden. Guests can also enjoy access to beach toys, pool floats, and other leisure essentials for a relaxing beach holiday.

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 great spot to explore the beautiful beaches of Florida. You can visit the Anna Maria Island Historical Society Museum to learn about the area's history. For stunning views, head to the Manatee Public Beach or the Coquina Beach. Just a short drive away is the John and Mable Ringling Museum of Art, which is a fantastic place to see some beautiful artwork and explore the grounds.
  • What are the best Airbnb and holiday rentals in Holmes Beach, FL?

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

    Holmes Beach is a great place to explore on foot or by bike. The scenic Pine Avenue is a popular choice for a leisurely stroll, and you can also enjoy the Gulf Coast Trail, which runs along the waterfront. If you're feeling adventurous, try the Anna Maria Island Nature Trail, which takes you through a mangrove forest. You can rent bikes from several shops along the beach.
  • 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 paradise for outdoor enthusiasts. Of course, swimming, sunbathing and kayaking are popular choices. You can also go fishing from the pier or charter a boat for a deep-sea fishing trip. For those who love to be active, there are plenty of opportunities for paddleboarding, windsurfing, and kitesurfing. And for a more relaxed experience, try a dolphin watching tour. There are also plenty of golf courses in the area.
  • 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 several other towns and cities. You can easily drive to Bradenton, Sarasota, and St. Petersburg, all of which offer a variety of attractions and activities. If you're looking for a bit more of a laid-back vibe, head to Anna Maria or Longboat Key.
  • 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 are typically well-equipped with amenities to make your stay comfortable. Most rentals offer private pools, hot tubs, and outdoor grilling areas. Many also have fully equipped kitchens, laundry facilities, and high-speed internet access. Some rentals even have direct beach access or private balconies with stunning views.
  • 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 depends on your preferences. The weather is warm and sunny year-round, but the peak season is from December to April. If you're looking for a more affordable trip, consider visiting during the shoulder seasons of May-June or September-October. The weather is still pleasant during these months, and the crowds are smaller.

Destinations nearby

Best Holmes Beach, FL holiday rentals with a balcony

Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, Maximum Occupancy Of 6 People. - Holmes Beach, FL
9.8 54 reviews
Holmes Beach, FL
25/07 – 01/08
£184/nighttotal: £1288 (7 )

Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, Maximum Occupancy Of 6 People.

2 4
apartment , Holmes Beach
This two-bedroom apartment is located in Bradenton Beach, just 1.6 kilometres from Anna Maria Sound and the beach, offering easy access to the area's attractions. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The 98-square-metre apartment comfortably sleeps six guests and features a fully equipped kitchen, two bathrooms, a private balcony, and a swimming pool. Enjoy free Wi-Fi, a DVD player, air conditioning, and parking, making your stay relaxing and convenient.
West Bay Cove 216 · Pool Views · 30-night Min · Renovated 2026 - Holmes Beach, FL
9.3 22 reviews
Holmes Beach, FL
01/01 – 28/02
£261/nighttotal: £15138 (58 )

West Bay Cove 216 · Pool Views · 30-night Min · Renovated 2026

1 2
apartment , Holmes Beach
This apartment is located in Holmes Beach, just under 1.6 kilometres from Anna Maria Sound and Bradenton Beach.
The property offers a range of amenities including a swimming pool, tennis court and garden, perfect for families and groups looking for a relaxing holiday.
Changes In Latitude! Gulf Views And Pool! - Holmes Beach, FL
9.2 34 reviews
Holmes Beach, FL
11/07 – 17/07
£328/nighttotal: £1968 (6 )

Changes In Latitude! Gulf Views And Pool!

3 2
apartment , Bradenton
This waterfront apartment is located just outside Anna Maria, within 3km of Anna Maria Sound, AMI Paddleboard Adventures, and West Coast Surf Shop, offering easy access to local attractions and activities. The property has received excellent ratings for location, cleanliness, and overall experience.
This spacious 3-bedroom apartment can accommodate up to 7 guests, offering 181 square metres of living space. The apartment boasts a fully equipped kitchen, a balcony, a swimming pool, a spa, a fitness centre, and a restaurant, ensuring a comfortable and enjoyable stay.
Sea Spray Private Beach Cottage - Holmes Beach, FL
10 5 reviews
Holmes Beach, FL
01/01 – 28/02
£251/nighttotal: £14558 (58 )

Sea Spray Private Beach Cottage

2 2
house , Holmes Beach
Sea Spray Private Beach Cottage is located in Holmes Beach, a 4-minute walk from Anna Maria Island and 4.3 kilometres from Anna Maria City Pier.
This 111 square metre holiday home offers 2 bedrooms, 2 bathrooms, air conditioning, a garden, a spa, and free WiFi, with opportunities for cycling nearby.

Check Out Holiday Rentals with Parking in Holmes Beach, FL

On-site parking takes one thing off your list when visiting Holmes Beach, FL, and these holiday rentals have it included.

Blue Isle Oasis: Adorable, Updated 2 Bedroom Cottage - Holmes Beach, FL
9.0 6 reviews
Holmes Beach, FL
01/01 – 28/02
£160/nighttotal: £9280 (58 )

Blue Isle Oasis: Adorable, Updated 2 Bedroom Cottage

2 2
apartment , Holmes Beach
This Holmes Beach holiday home is situated near the sea, a 2.4km walk from Bradenton Beach and Island Gallery West, and within 3.2km of AMI Paddleboard Adventures and Holmes Beach's shores.
The 87 square metre property sleeps four guests in two bedrooms and one bathroom, offering a private fenced garden, swimming pool, tennis court, free Wi-Fi, and a fully equipped kitchen including a dishwasher.
Mi Happy Place Sea Turtle 4 · Pet-friendly · Manatee Beach - Holmes Beach, FL
9.7 127 reviews
Holmes Beach, FL
22/08 – 05/09
£155/nighttotal: £2170 (14 )

Mi Happy Place Sea Turtle 4 · Pet-friendly · Manatee Beach

2 3
apartment , Holmes Beach
This holiday home is situated just a short walk from AMI Paddleboard Adventures and West Coast Surf Shop in Holmes Beach, with Bradenton Beach and Manatee Public Beach both within 16km. The property has excellent user, location and cleanliness ratings.
The house has 12 bedrooms, a sofa bed and a private patio. It also comes with a fully equipped kitchen, air conditioning, a swimming pool, a garden, a restaurant, parking, internet access and a barbecue.
Cozy Vacation Rental In A Great Location - Holmes Beach, FL
Holmes Beach, FL
01/01 – 28/02
£182/nighttotal: £10556 (58 )

Cozy Vacation Rental In A Great Location

1 2
apartment , Holmes Beach
This ground-floor studio flat in Holmes Beach is a 0.4km stroll from the beach and within easy walking distance of restaurants like The Ugly Grouper and The Chateau.
The 37 square metre self-catering property sleeps three, features a king-size Tuft & Needle bed, a well-equipped kitchenette with dishwasher, a private patio with BBQ, and includes free beach chairs.
Beach Escape By Coastal Chic Vacations - Holmes Beach, FL
10 21 reviews
Holmes Beach, FL
01/01 – 28/02
£331/nighttotal: £19198 (58 )

Beach Escape By Coastal Chic Vacations

2 2
apartment , Holmes Beach
This Holmes Beach beachfront flat, a short walk from Bradenton Beach and within 1.6km of Anna Maria Sound and Manatee Public Beach, offers easy access to West Coast Surf Shop and AMI Paddleboard Adventures.
The 61 square metre self-catering apartment sleeps six, boasting two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, and on-site barbecue facilities.
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