Holiday Rentals in Holmes Beach, FL

4519 available vacation rental offers

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

Browse Waterfront Holiday Rentals in Holmes Beach, FL

Plan a relaxing coastal holiday at seaside holiday rentals in Holmes Beach, FL, situated just a short journey from local shores.

Gone Coastal Duplex By Beach Boutique Rentals - Holmes Beach, FL
9.7 89 reviews

Gone Coastal Duplex By Beach Boutique Rentals

apartment, Holmes Beach
This apartment is located just a short walk from the beach in Holmes Beach, a popular destination with easy access to shops, restaurants, and the trolley stop. The property enjoys excellent ratings for location, cleanliness, and user experience.
The apartment is well-equipped with a private heated saltwater pool, a fully equipped kitchen, and a king-sized bedroom, offering a comfortable and relaxing stay. You can enjoy outdoor activities like grilling, playing ping pong or cornhole, and relaxing on the terrace or in the garden.
Coastal Sunshine - Your Beach Getaway! - Holmes Beach, FL
9.9 19 reviews

Coastal Sunshine - Your Beach Getaway!

house, Holmes Beach
This detached house in Holmes Beach is situated in Anna Maria, offering proximity to white sand beaches, downtown shops and restaurants, and public beach access points such as #12 and Bean Point, with island-wide travel facilitated by a trolley service.
This villa accommodates up to six guests across two bedrooms and two bathrooms, featuring a kitchen with a fridge, freezer, microwave oven, and dishwasher, air conditioning, a garden, parking, and direct access to on-site amenities including a boat dock, tennis courts, basketball court, pickleball court, dog park, and playground.
Blue Heron Cottage - Anna Maria Island - Holmes Beach, FL
9.9 287 reviews

Blue Heron Cottage - Anna Maria Island

cottage, Anna Maria
This Anna Maria Island cottage, situated in the quiet north end near the Fern Street/Alamanda Road intersection, is a two-block stroll from the beach and within easy walking distance of Rod & Reel Pier and Bean Point Beach.
This 78 square metre property boasts a spacious open-plan layout sleeping four, featuring a bedroom with a half-bath, a separate full bathroom, a laundry room, and outdoor amenities including a private hot shower, an electric grill, and ample seating.
Hidden Treasure Unit A! Heated Pool Just 200 Steps To The Beach! - Holmes Beach, FL
9.4 3 reviews

Hidden Treasure Unit A! Heated Pool Just 200 Steps To The Beach!

apartment, Holmes Beach
This Holmes Beach flat is situated 160 metres from Holmes Beach and a short walk to Manatee Public Beach, grocery stores, restaurants, and shopping centres.
This 70 square metre holiday let accommodates up to six guests across two bedrooms, featuring a shared heated swimming pool, high-speed Wi-Fi, a fully equipped kitchen, and a washer/dryer, with pets permitted for an additional charge.

Best family friendly Holmes Beach, FL holiday rentals

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

Anna Maria Island-beautiful 3/3 Pool Townhome - Our Island Beaches Are Calling! - Holmes Beach, FL
9.8 103 reviews

Anna Maria Island-beautiful 3/3 Pool Townhome - Our Island Beaches Are Calling!

apartment, Holmes Beach
This three-bedroom house is located in Holmes Beach, just a short walk from Anna Maria Sound and Bradenton Beach.
The 167 square metre property boasts a private pool, spa, and fitness centre, comfortably accommodating up to six guests.
House ∙ 2 Bedrooms ∙ 6 Guests - Holmes Beach, FL
9.8 10 reviews

House ∙ 2 Bedrooms ∙ 6 Guests

house, Holmes Beach
This Holmes Beach holiday home is situated a few blocks (approximately 0.5km) from the beach and 0.8km from historic Pine Avenue, providing easy access to Holmes Beach town centre.
Sleeping up to six guests, the property boasts two bedrooms (one king, one queen, plus a queen Murphy bed), two bathrooms, a fully equipped kitchen with dishwasher, and amenities including air conditioning, Wi-Fi, a garden, spa and fitness centre; beach towels and children's equipment are also provided.
Suite Near The Beach & Restaurants With Covered Deck & Shared Grill - Holmes Beach, FL
No reviews

Suite Near The Beach & Restaurants With Covered Deck & Shared Grill

apartment, Holmes Beach
This Holmes Beach flat, situated in the Ilexhurst district, is located just metres from Bradenton Beach and a 6-minute walk from Anna Maria Sound, placing you close to the sea and natural beauty.
This 52 square metre accommodation offers three bedrooms, sleeping up to six guests, and features a kitchen with a fridge, microwave oven, and dishwasher, plus air conditioning and a balcony with a barbecue grill, with complimentary Wi-Fi available.
Florida Breeze: Pool Home In Perfect Central Location! - Holmes Beach, FL
9.9 26 reviews

Florida Breeze: Pool Home In Perfect Central Location!

apartment, Holmes Beach
This Holmes Beach holiday home is ideally situated, within a 2.4km walk of Bradenton Beach and Island Gallery West, and under 3.2km from Holmes Beach and Manatee Public Beaches.
The three-bedroom property sleeps six, boasting a private pool, tennis court, barbecue grills, free Wi-Fi, and proximity to an on-site water park; a fully equipped kitchen and all linen is provided.

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.

Popular destinations

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.

New! Heated Pool! Sreps To The Beach! Islands West - Holmes Beach, FL
8.0 1 review

New! Heated Pool! Sreps To The Beach! Islands West

apartment, Holmes Beach
This Holmes Beach flat, situated within the Islands West Resort, is a 2-minute walk from Holmes Beach and Manatee Beach, with convenient access to local eateries and shops.
This 93 square meter apartment accommodates up to four guests, featuring one bedroom with a king-size bed and a queen sofa bed in the living area, a fully equipped kitchen, air conditioning, Wi-Fi, a shared heated swimming pool, and a BBQ grill, with beach essentials like chairs and an umbrella provided.
Best Location! Heated Pool~steps To Beach/shops! - Holmes Beach, FL
10 1 review

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

apartment, Holmes Beach
This holiday flat is situated in Holmes Beach, a two-minute walk from Holmes Beach and conveniently close to shops, dining, and the free island trolley.
This 93 square metre apartment accommodates up to four guests across one bedroom and features a king bed, a queen sleeper sofa, a shared heated pool, and barbecue facilities within the Islands West Resort.
Best Location! Heated Pool~steps To Beach/shops! - Holmes Beach, FL
10 32 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.
Townhome With Private Outdoor Living Space, Community Pool - Sea La Vie - Holmes Beach, FL
9.3 18 reviews

Townhome With Private Outdoor Living Space, Community Pool - Sea La Vie

apartment, Holmes Beach
This smoke-free apartment building is situated in Bradenton Beach, Florida, just a short walk from the beach and Island Gallery West, and within 1.6km of Holmes Beach Beaches and Manatee Public Beach.
This three-bedroom apartment, spanning 112 square meters, offers comfortable accommodation for up to six guests, featuring a fully equipped kitchen, two bathrooms, a balcony, and a TV, as well as access to a swimming pool, garden, and barbecue grills.

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.

Laplayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath , Maximum Occupancy Of 4 People. - Holmes Beach, FL
9.8 25 reviews

Laplayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath , Maximum Occupancy Of 4 People.

apartment, Holmes Beach
This beachfront property is situated in Bradenton Beach, just a short walk from AMI Paddleboard Adventures and West Coast Surf Shop, with Manatee Public Beach and Anna Maria Sound within 16 kilometres. The apartment has received excellent ratings for location, cleanliness and user experience.
This two-bedroom, two-bathroom flat comfortably sleeps four guests. The property offers a range of amenities including free Wi-Fi, a fully equipped kitchen, air conditioning, a swimming pool, parking, and direct beach access.
New! Heated Pool~steps To The Beach/shops~starfish - Holmes Beach, FL
10 39 reviews

New! Heated Pool~steps To The Beach/shops~starfish

apartment, Holmes Beach
This one-bedroom flat, Villa #6 Starfish, is situated in Holmes Beach, just 200 metres from Manatee Beach and within easy reach of local shops and restaurants.
This dog-friendly accommodation for up to four guests offers a shared heated swimming pool, a fitness centre, and a full kitchen, with an in-unit washer and dryer for convenience.
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.
August Savings - Perfect Location - Pool + Sundeck - Holmes Beach, FL
9.8 86 reviews

August Savings - Perfect Location - Pool + Sundeck

apartment, Holmes Beach
This apartment is located just a short walk from the beach in Holmes Beach, close to the Anna Maria City Pier and other attractions. It has excellent user, location and cleanliness ratings.
The apartment is well-equipped, with a kitchen, air conditioning, a swimming pool, a terrace, and a garden. Guests can enjoy a range of amenities, including a spa, a concierge service, a restaurant, a bar, a fitness centre, a tennis court, and parking.

Our Favourite 5-Star Self-Catering Holiday Rentals in Holmes Beach, FL

A coastal luxury holiday rental or Airbnb in Holmes Beach, FL sets the perfect tone for your stay, offering 5-star comfort and quality.

Midnight Gulf Resort A - Holmes Beach, FL
10 1 review

Midnight Gulf Resort A

apartment, Bradenton Beach

Best Holmes Beach, FL holiday rentals with a balcony

Suite Near The Beach With A Full Kitchen, Shared Grill, Ac, & Wd - Holmes Beach, FL
No reviews

Suite Near The Beach With A Full Kitchen, Shared Grill, Ac, & Wd

apartment, Holmes Beach
172 M² House ∙ 4 Bedrooms ∙ 8 Guests - Holmes Beach, FL
9.0 2 reviews

172 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Holmes Beach
Beach Sunset Villa - Holmes Beach, FL
10 1 review

Beach Sunset Villa

house, Bradenton Beach
Holmes Beach Condo Near Anna Maria: Pool Access! - Holmes Beach, FL
9.6 8 reviews

Holmes Beach Condo Near Anna Maria: Pool Access!

apartment, Holmes Beach

Guest-Favourite Dog-Friendly Self-Catering Holiday Rentals in Holmes Beach, FL

These dog-friendly holiday rentals and Airbnbs in Holmes Beach, FL feature outdoor showers and access to pet-welcoming beaches.

Cedar Sunsets-4 Bed, 4 Bath, 4 Houses To The Beach - Holmes Beach, FL
10 40 reviews

Cedar Sunsets-4 Bed, 4 Bath, 4 Houses To The Beach

apartment, Anna Maria
Heliconia House By Duncan Real Estate - Holmes Beach, FL
9.7 19 reviews

Heliconia House By Duncan Real Estate

apartment, Holmes Beach
121 M² House ∙ 3 Bedrooms ∙ 6 Guests - Holmes Beach, FL
No reviews

121 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Holmes Beach
Paradise Palms By Duncan Real Estate - Holmes Beach, FL
9.7 7 reviews

Paradise Palms By Duncan Real Estate

apartment, Holmes Beach

Choose the Right Holiday Rentals with a Hot Tub in Holmes Beach, FL

Private hot tub access after a day by the water is one of those details that makes a trip to Holmes Beach, FL truly memorable.

Island Delight: Pool Spa Dog Friendly By Anna Maria Life Vacation Rentals - Holmes Beach, FL
9.6 44 reviews

Island Delight: Pool Spa Dog Friendly By Anna Maria Life Vacation Rentals

apartment, Holmes Beach
Cheerful Oasis On Anna Maria Island - Holmes Beach, FL
10 1 review

Cheerful Oasis On Anna Maria Island

house, Bradenton Beach
Snook Lookout - 211 Oak Ave - Holmes Beach, FL
10 30 reviews

Snook Lookout - 211 Oak Ave

house, Anna Maria
Steps To Beach - Bean Point Residence Unit A By Seabreeze Vacation - Holmes Beach, FL
10 20 reviews

Steps To Beach - Bean Point Residence Unit A By Seabreeze Vacation

house, Anna Maria

Popular Self-Catering Holiday Rentals with Spa Facilities in Holmes Beach, FL

Unwinding after a day by the water in Holmes Beach, FL is much easier with a spa on-site, delivering waterside wellness at its best.

Palm Haven Beach Side Villa - Holmes Beach, FL
9.3 16 reviews

Palm Haven Beach Side Villa

house, Holmes Beach
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