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.

Bayfront Villa:  Dock, Walk To Beach And Bridge Street - Holmes Beach, FL
9.6 29 reviews

Bayfront Villa: Dock, Walk To Beach And Bridge Street

apartment, Bradenton Beach
This beachfront holiday home in Bradenton Beach, Florida, is a short walk (under 1.6km) from Bradenton Beach Pier and less than 0.8km from the Historic Bridge Street Pier.
This three-bedroom property, offering 93 square metres of living space, sleeps seven guests and includes a fully equipped kitchen, private balcony, free Wi-Fi and parking.
Bright Condo In The Palms, Close To Everything! - Holmes Beach, FL
9.9 108 reviews

Bright Condo In The Palms, Close To Everything!

apartment, Holmes Beach
This Holmes Beach condo, a short walk or cycle from the beach and local restaurants, offers convenient access to Anna Maria Island's attractions.
Sleeping five guests, this two-bedroom, one-bathroom apartment features a fully equipped kitchen with dishwasher, private deck, three bikes, a beach wagon, and modern amenities including new high-impact windows and mattresses.
2br Family Condo · Heated Pool · Steps To Beach - Holmes Beach, FL
No reviews

2br Family Condo · Heated Pool · Steps To Beach

apartment, Holmes Beach
This Holmes Beach condo is located at the quiet end of a waterfront complex, offering direct beach access just steps away and proximity to Bradenton Beach and Bean Point Beach.
This top-floor apartment sleeps up to 8 guests with two bedrooms and two bathrooms, featuring a private balcony overlooking the heated swimming pool and two dedicated parking spots.
3 Minute Walk To Beach~heated Pool~spa~firepit~bbq - Holmes Beach, FL
9.9 32 reviews

3 Minute Walk To Beach~heated Pool~spa~firepit~bbq

apartment, Bradenton Beach
This four-bedroom holiday home in Bradenton Beach is situated a mere 2-minute walk from the beach and the island trolley stop, offering convenient access to Anna Maria Island's free transportation network.
Accommodating up to nine guests, this detached property boasts a private backyard with a saltwater pool and spa, a BBQ grill, and is equipped with high-speed wireless internet, Roku TVs, and on-site laundry facilities.

Best family friendly Holmes Beach, FL holiday rentals

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

Private Paradise W/ All The Beach Supplies & Toys! - Holmes Beach, FL
9.8 139 reviews

Private Paradise W/ All The Beach Supplies & Toys!

apartment, Holmes Beach
This Holmes Beach holiday home is located three blocks from the Gulf of Mexico beaches, a 5-6 minute walk or short golf cart ride away, and 1.9 kilometres from a PUBLIX shopping centre.
This 229 square metre, 4-bedroom, 4-bathroom apartment accommodates up to 8 guests and features a private heated lagoon-style pool and spa, a well-equipped kitchen, and a 75-inch smart TV.
2 Min Walk To Gulf Beaches, Heated Pool, Xl Lanai, Gas Grill - Holmes Beach, FL
9.6 89 reviews

2 Min Walk To Gulf Beaches, Heated Pool, Xl Lanai, Gas Grill

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.
This 130 square metre property sleeps six guests in three bedrooms and boasts a fully equipped kitchen, private pool, spa, tennis court, and free Wi-Fi; BBQ facilities and proximity to water sports add to its appeal.
Modern Beach House, 1 Block From Beach! - Holmes Beach, FL
9.8 84 reviews

Modern Beach House, 1 Block From Beach!

apartment, Holmes Beach
This Holmes Beach apartment, a short 2.4km walk from Bradenton Beach and Palmetto Avenue Beach, offers easy access to Anna Maria Island Museum and Historic Green Village (within 1.6km).
The 81 square metre property features two bedrooms, two bathrooms, a fully equipped kitchen, private garden, and access to a spa and barbecue facilities; sleeping up to six guests comfortably.
Pet-friendly - Rum Dog By Seabreeze Vacation - Holmes Beach, FL
10 29 reviews

Pet-friendly - Rum Dog By Seabreeze Vacation

apartment, Holmes Beach
This holiday home is situated in Holmes Beach, just a short walk from Bradenton Beach and Palmetto Avenue Beach, and within a 3.2km radius of Island Players and Holmes Beach Beaches. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom property offers comfortable accommodation for multiple guests. The kitchen is fully equipped with a fridge, freezer, microwave oven, and dishwasher, and guests can enjoy the convenience of free Wi-Fi, barbecue grills, and a spa.

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.

Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, Maximum Occupancy Of 6 People. - Holmes Beach, FL
9.8 55 reviews

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

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.
Anna Maria Guest House 212 - Holmes Beach, FL
10 3 reviews

Anna Maria Guest House 212

house, Anna Maria
Anna Maria Guest House 212 is a beachfront property, a 3-minute walk from Anna Maria Island and a 10-minute walk (approx. 1.6km) from Anna Maria City Pier, situated 27km from Sarasota Bradenton International Airport and 32km from The John and Mable Ringling Museum of Art.
This three-bedroom, two-bathroom holiday home boasts 145 square metres of space, accommodating up to 15 guests and featuring a private pool, free Wi-Fi, and a fully equipped kitchen including a dishwasher; nearby activities include exploring Anna Maria Island's beaches.
Waters Edge - Anna Maria Island - 1 Bedroom 1 And - Holmes Beach, FL
10 2 reviews

Waters Edge - Anna Maria Island - 1 Bedroom 1 And

apartment, Holmes Beach
This gulf-front condominium in Holmes Beach, Anna Maria Island, offers direct access to the beaches and is located within easy reach of local shops and dining establishments.
This one-bedroom flat sleeps up to four guests and features a fully equipped kitchen, air conditioning, a swimming pool, and tennis courts, with assigned covered parking and elevator access for convenience.
Bay View Inn 202 - Holmes Beach, FL
8.8 100 reviews

Bay View Inn 202

apartment, Bradenton Beach
Bay View Inn 202 is located in Bradenton Beach, just a short walk from Cortez Beach and less than a kilometre from Coquina Beach, offering a peaceful setting close to the beach. The hotel has received very good user ratings, with excellent location and cleanliness scores.
The apartment is 51 square metres and can accommodate up to four guests. It features a kitchen, a terrace, a garden, a swimming pool, parking, and free Wi-Fi, as well as a comfortable seating area and a private bathroom.

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.

Standard 2 Bedroom A - Holmes Beach, FL
9.7 894 reviews

Standard 2 Bedroom A

house, Holmes Beach
This beachfront property is located in Holmes Beach, just a short walk from Anna Maria Island and a 1.7-mile drive from the town centre. The house has received excellent reviews for its location, cleanliness and overall experience.
The property is well-equipped with a fully equipped kitchen, air conditioning, a private balcony with sea views, and a swimming pool and jacuzzi. Guests can enjoy the convenience of free Wi-Fi, parking and access to the beach right outside their door, along with a fitness centre and a garden.
Gulf Views & Pool Access: Bradenton Beach Condo! - Holmes Beach, FL
9.8 79 reviews

Gulf Views & Pool Access: Bradenton Beach Condo!

house, Bradenton Beach
This apartment is located just steps from Cortez Beach and a short walk from Coquina Beach, offering direct access to the beautiful white sands and turquoise waters of the Gulf of Mexico. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms and two bathrooms, providing ample space for up to six guests, and spans 93 square metres. Guests can enjoy a range of amenities, including a heated pool, a jacuzzi, a garden, a tennis court, and free Wi-Fi, as well as a fully equipped kitchen and air conditioning.
Last Minute Deals! Free Wifi I  Banyan  Peaceful 1br Getaway Near Beaches, Bays & Dining - Holmes Beach, FL
9.7 69 reviews

Last Minute Deals! Free Wifi I Banyan Peaceful 1br Getaway Near Beaches, Bays & Dining

apartment, Cortez
This one-bedroom apartment in Sunny Shores is conveniently located just 2 kilometres from the Florida Maritime Museum at Cortez and other attractions like H2O Watersportz and Anna Maria Sound. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 54 square metre apartment comfortably accommodates two guests and features a fully equipped kitchen, a washing machine, a private balcony and a television. You'll also have access to a fitness centre, concierge services, a garden and a spa, providing plenty of opportunities for relaxation and entertainment.
Just Beachy! One Bed One Bath Charmer Steps To Beach - Holmes Beach, FL
9.2 18 reviews

Just Beachy! One Bed One Bath Charmer Steps To Beach

house, Bradenton Beach
This one-bedroom house is situated in Bradenton Beach, Florida, a short walk (less than 0.8km) from Coquina Beach and half a mile (approximately 0.8km) from the town centre.
The 36 square metre property offers self-catering facilities including a fully equipped kitchen, laundry, and accommodates up to four guests, with free Wi-Fi and air conditioning.

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.

Am I Dreaming: Heated Pool, Family Friendly Home, 3-min Walk To Beach! - Holmes Beach, FL
9.7 83 reviews

Am I Dreaming: Heated Pool, Family Friendly Home, 3-min Walk To Beach!

apartment, Holmes Beach

Best Holmes Beach, FL holiday rentals with a balcony

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
Midnight Gulf Resort A - Holmes Beach, FL
No reviews

Midnight Gulf Resort A

house, Bradenton Beach
Seabreeze D - Holmes Beach, FL
8.0 1 review

Seabreeze D

apartment, Holmes Beach
Island Tiki Vibes 2  Steps To Beach  Outdoor Bar - Holmes Beach, FL
9.8 7 reviews

Island Tiki Vibes 2 Steps To Beach Outdoor Bar

apartment, Bradenton 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.

One Particular Harbour 392-102~ Beaches 5 Minutes - Holmes Beach, FL
9.6 18 reviews

One Particular Harbour 392-102~ Beaches 5 Minutes

apartment, Bradenton
Seabreeze B · Pet-friendly · Heated Pool - Holmes Beach, FL
9.4 34 reviews

Seabreeze B · Pet-friendly · Heated Pool

apartment, Holmes Beach
Crescent Palms North End Ami, 2 King Suites - Holmes Beach, FL
9.7 95 reviews

Crescent Palms North End Ami, 2 King Suites

apartment, Anna Maria
White Pelican - 1000 Feet To The Beach - Holmes Beach, FL
No reviews

White Pelican - 1000 Feet To The Beach

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.

Pool/spa - Bahama Mama By Seabreeze Vacation - Holmes Beach, FL
9.9 43 reviews

Pool/spa - Bahama Mama By Seabreeze Vacation

apartment, Holmes Beach
One Particular Harbour Penthouse - Anna Maria Island - Beach - Holmes Beach, FL
9.0 2 reviews

One Particular Harbour Penthouse - Anna Maria Island - Beach

apartment, Bradenton
Stunning Waterfront 3 Br / 3 Ba Condo With Amazing Views - A Wave From It All - Holmes Beach, FL
9.2 34 reviews

Stunning Waterfront 3 Br / 3 Ba Condo With Amazing Views - A Wave From It All

apartment, Bradenton
The Beach Club At Anna Maria #6 - Holmes Beach, FL
8.0 1 review

The Beach Club At Anna Maria #6

house, Bradenton Beach

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.

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

Midnight Gulf Resort A

apartment, Bradenton Beach
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