Vacation 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

Guests’ Top-Picked Family Holiday Rentals in Holmes Beach, FL, United States

Give the kids instant access to beach fun and wide-open spaces to unwind at family holiday rentals in Holmes Beach, FL, United States.

Tradewinds #31   Walk To The Beach  Bayfront Community Pool - Holmes Beach, FL
No reviews

Tradewinds #31 Walk To The Beach Bayfront Community Pool

apartment, Bradenton Beach
This one-bedroom holiday cottage in Bradenton Beach offers deeded beach access just a one-minute walk from the Gulf, placing it within easy reach of establishments such as the Beach House Waterfront Restaurant and Historic Bridge Street.
This family-friendly holiday home, spanning 35 square metres, accommodates up to four guests with a queen bed and a queen sleeper sofa, and features a kitchen with a fridge, microwave, and dishwasher, along with air conditioning, a swimming pool, and complimentary high-speed Wi-Fi.
Aqua Beach - Holmes Beach, FL
10 46 reviews

Aqua Beach

apartment, Holmes Beach
This Holmes Beach suite, a short 0.18km stroll from the beach, enjoys a peaceful location on a quiet street, near the free island trolley and within 0.8km of numerous restaurants and shops.
The newly renovated two-bedroom, two-bathroom apartment sleeps four, boasting a private heated pool, covered parking, and a porch overlooking the pool; upscale finishes and beachy interior design complete this self-catering holiday home.
The Ballyhoo On Bean Point, 200 Feet To A Beautiful Bayside Beach And Views! - Holmes Beach, FL
9.8 215 reviews

The Ballyhoo On Bean Point, 200 Feet To A Beautiful Bayside Beach And Views!

cottage, Anna Maria
The Ballyhoo cottage is located on Bean Point at the very tip of Anna Maria Island, just 0.6km from the Rod and Reel Pier and the beach, offering a tranquil escape in a peaceful area. It has consistently received excellent user ratings, highlighting its appeal to travellers.
The cottage has two bedrooms and one bathroom, spanning 84 square metres and accommodating up to six guests. It provides a comfortable stay with amenities including bikes for exploring the island, a garden, a spa, and a kitchen equipped with a fridge and microwave oven.
Private Pool, Only Two Blocks .3 Miles From Beach! - Holmes Beach, FL
9.6 102 reviews

Private Pool, Only Two Blocks .3 Miles From Beach!

apartment, Holmes Beach
This Holmes Beach townhouse, a short 0.32-kilometre stroll from the beach, offers easy access to local restaurants and nightlife.
Sleeping three guests, this two-storey property boasts a fully equipped kitchen, private heated swimming pool and jacuzzi, ample parking, and all linens provided.

Top-Rated Holiday Rentals with a Pool in Holmes Beach, FL, United States

Walk straight out of your kitchen and plunge into a crystal-clear, private swimming pool at island holiday rentals in Holmes Beach, FL, United States.

Perfect Beach Getaway Steps From The Beach - Holmes Beach, FL
10 32 reviews

Perfect Beach Getaway Steps From The Beach

apartment, Bradenton Beach
This one-bedroom beach flat offers direct access to exclusive East Beach, placing you mere metres from the sand in Bradenton Beach.
This coastal retreat accommodates up to four guests and features air conditioning, a kitchen, Wi-Fi, a swimming pool, and parking, ideal for a relaxing beachside stay.
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.
New! Heated Pool~steps To The Beach/shops~starfish - Holmes Beach, FL
10 1 review

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

apartment, Holmes Beach
This Holmes Beach villa, Villa #6 Starfish, offers unparalleled convenience, situated just 200 metres from Manatee Beach and within easy reach of local shops, restaurants, and the Anna Maria Island trolley.
This one-bedroom holiday let, spanning 93 square metres and accommodating up to four guests, features a full kitchen, air conditioning, a private terrace, a shared heated salt pool, and complimentary Wi-Fi, with beach essentials and a barbecue grill provided for your enjoyment.
South Bay Inn 1 - Holmes Beach, FL
9.4 588 reviews

South Bay Inn 1

apartment, Anna Maria
This flat is situated in Anna Maria, just a 1.6km walk from Anna Maria Island and a 400-metre walk from Anna Maria City Pier, offering a peaceful escape in a picturesque location. It has received excellent ratings for location, cleanliness and overall user experience.
The property comes with a well-equipped kitchen, a private bathroom, a terrace or balcony and access to a swimming pool, a garden and parking. Guests can enjoy free Wi-Fi, air conditioning and the option to explore the area by bike.

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 visit. You can go to the Anna Maria Island Historical Museum to learn about the area's history. For some fun, you can visit the Anna Maria City Pier, a great place to watch the sunset and spot dolphins. If you want to get a little closer to nature, the Robinson Preserve is a great place to go for a walk and see some local wildlife.
  • 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 pathway along the Gulf Drive is a popular route for walking and cycling. It's a great way to enjoy the beach views and the fresh air. If you want a longer ride, the Legacy Trail, which connects to Holmes Beach, is a great option. It's a 12 km paved trail that takes you through beautiful scenery.
  • 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 water sports enthusiasts. You can go swimming, sunbathing, kayaking, paddleboarding, or fishing right on the beach. If you're looking for something a bit more adventurous, you can try parasailing or jet skiing. There are also many golf courses in the area, including the IMG Academy Golf Course.
  • What are the best holiday rentals with a pool in Holmes Beach, FL?

    Standard 2 Bedroom B, Anna Maria Island Beach Palms 2b and 2nd House From The Beach With No Roads To Cross 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 located on Anna Maria Island, which is close to other popular destinations. Bradenton, Sarasota, and St. Petersburg are all within a short drive. You can easily visit these cities for a day trip to explore their museums, art galleries, and restaurants.
  • 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?

    Most vacation rentals in Holmes Beach come with basic amenities like air conditioning, Wi-Fi, and laundry facilities. Many also offer additional amenities such as a private pool, hot tub, or a barbecue grill. Some rentals even have direct beach access or a private dock.
  • 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 or autumn, when the weather is pleasant and the crowds are smaller. The summer months can be hot and humid, and the winter months can be chilly, although you can still enjoy the beaches on a sunny day.

Popular destinations

Top-Rated Holiday Rentals with a Balcony in Holmes Beach, FL, United States

Wake up to the soothing sights and sounds of blue ocean waters directly from your private rental balcony in Holmes Beach, FL, United States.

Cove 208 · Renovated 2023 · Pool & Mangrove - Holmes Beach, FL
8.8 39 reviews

Cove 208 · Renovated 2023 · Pool & Mangrove

apartment, Holmes Beach
This two-bedroom apartment is located in Holmes Beach, just 1 kilometre from Anna Maria Sound and Bradenton Beach, offering easy access to the beautiful shores of the area. It has consistently received very good ratings from previous guests.
The 93 square metre apartment can comfortably accommodate up to 6 guests. It comes equipped with a range of amenities, including a swimming pool, a spa, a fitness centre, and a garden, ensuring a relaxing and enjoyable stay.
Flip Floppin' At Sandy Pointe - Holmes Beach, FL
10 2 reviews

Flip Floppin' At Sandy Pointe

apartment, Holmes Beach
This Holmes Beach condominium offers a secluded tropical setting with a wooden bridge entrance, located within 500 meters of pristine beaches, shops, and dining, with the free trolley service readily accessible.
This two-bedroom, two-bathroom holiday flat accommodates up to six guests and features a private screened balcony overlooking a nature preserve, a heated community pool, and two covered parking spaces, with beach essentials provided for your convenience.
Crescent Palms North End Ami, 2 King Suites - Holmes Beach, FL
9.7 94 reviews

Crescent Palms North End Ami, 2 King Suites

apartment, Anna Maria
This Anna Maria Island holiday home is located just 1.5 kilometres from Bayfront Park and Anna Maria Beach, and a little over 1 kilometre from Bay Boulevard Beach and the Anna Maria Island Museum and Historical Park. The property enjoys excellent user, location and cleanliness ratings.
The accommodation features three bedrooms and two bathrooms and can comfortably sleep up to eight guests. Enjoy a relaxing stay with amenities such as a private swimming pool, a jacuzzi, a terrace, a garden, and a fully equipped kitchen.
Sea Spray Private Beach Cottage - Holmes Beach, FL
10 5 reviews

Sea Spray Private Beach Cottage

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.

Best Holmes Beach, FL holiday rentals with parking

The Magic Dolphin A, Great Holmes Beach Location, Steps To Gulf Beaches - Holmes Beach, FL
10 3 reviews

The Magic Dolphin A, Great Holmes Beach Location, Steps To Gulf Beaches

apartment, Holmes Beach
This Holmes Beach holiday flat, situated west of Gulf Drive, is less than 61 metres from the Gulf of Mexico's beach and a short walk from the free island trolley service.
The two-bedroom, two-bathroom apartment sleeps four, offering an open-plan living area with luxury wood laminate flooring, a gas grill, an elevated deck, Salty Mermaid linens, and a starter kit of essentials; two queen beds and a queen sleeper sofa provide ample sleeping arrangements.
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath Gulf Front , Maximum Occupancy Of 4 People. - Holmes Beach, FL
10 20 reviews

Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath Gulf Front , Maximum Occupancy Of 4 People.

apartment, Holmes Beach
This Ilexhurst condo is situated in Holmes Beach, a short 1.6km walk from Bradenton Beach and Anna Maria Sound, with AMI Paddleboard Adventures and West Coast Surf Shop within a 2.4km radius.
The two-bedroom, one-bathroom apartment sleeps four guests and boasts a fully equipped kitchen, a private terrace/balcony, access to a swimming pool, on-site parking, and free Wi-Fi; enjoy the on-site DVD player or explore nearby watersports.
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
Island Delight, in Holmes Beach, Florida, is situated six blocks (approximately 0.5 km) from the beach and a short walk from Gulf Avenue, offering easy access to restaurants and the free island trolley.
This two-bedroom, one-bathroom holiday home boasts 84 square metres of space, sleeps six guests, and features a private heated pool and spa, a well-equipped kitchen with a Keurig and drip coffee maker, plus beach amenities including towels, chairs, and a wagon.
Bungalow ∙ 1 Bedroom ∙ 4 Guests - Holmes Beach, FL
10 1 review

Bungalow ∙ 1 Bedroom ∙ 4 Guests

bungalow, Holmes Beach
This Holmes Beach bungalow is situated in the northern part of the town, less than 200 metres from the Gulf of Mexico beaches and within walking distance of the free island trolley service.
This elevated duplex offers a Gulf view deck, accommodates up to four guests in one bedroom with two bathrooms, and includes a gas grill, internet, and air conditioning, with Salty Mermaid Linens provided.

Top-Rated Luxury Holiday Rentals in Holmes Beach, FL, United States

Live the ultimate island dream with upscale seaside architecture and absolute privacy at luxury holiday rentals in Holmes Beach, FL, United States.

Fountainhead 3 · 3 Lanais · Short Walk To The Beach - Holmes Beach, FL
8.8 49 reviews

Fountainhead 3 · 3 Lanais · Short Walk To The Beach

apartment, Holmes Beach

Top-Rated Downtown Holiday Rentals in Holmes Beach, FL, United States

Find holiday rentals in the heart of Holmes Beach, FL, United States close to shops and beaches.

Sea Pirate 7 · Renovated 2026 · Pool · Beach - Holmes Beach, FL
9.0 35 reviews

Sea Pirate 7 · Renovated 2026 · Pool · Beach

apartment, Holmes Beach
Anna Maria Island! Walk To The Beach! - Holmes Beach, FL
10 2 reviews

Anna Maria Island! Walk To The Beach!

apartment, Holmes Beach
Hidden Pearl By Duncan Real Estate - Holmes Beach, FL
10 9 reviews

Hidden Pearl By Duncan Real Estate

apartment, Holmes Beach
Villa-style Condo With Pool On The Beach - Condo 1 - Holmes Beach, FL
9.2 155 reviews

Villa-style Condo With Pool On The Beach - Condo 1

apartment, Holmes Beach

Top-Rated Holiday Rentals near the Ocean in Holmes Beach, FL, United States

Walk directly out of your living room straight onto the soft sand at seashore holiday rentals in Holmes Beach, FL, United States.

Cozy 1-bedroom House In Holmes Beach With Ac - Holmes Beach, FL
No reviews

Cozy 1-bedroom House In Holmes Beach With Ac

apartment, Holmes Beach
Private Balconies, Walk To Holmes Beach, Sleeps 8, Access To Heated Pool - Holmes Beach, FL
9.2 5 reviews

Private Balconies, Walk To Holmes Beach, Sleeps 8, Access To Heated Pool

apartment, Holmes Beach
2br Suite With Gulf View, Grill, Patio, Central Ac - Holmes Beach, FL
10 10 reviews

2br Suite With Gulf View, Grill, Patio, Central Ac

apartment, Holmes Beach
Ty's Canal Cottage - Holmes Beach, FL
9.7 158 reviews

Ty's Canal Cottage

cottage, Cortez

Top-Rated Holiday Rentals with a Hot Tub in Holmes Beach, FL, United States

Check out holiday rentals with a hot tub in Holmes Beach, FL, United States for beachside indulgence.

The Beach Club At Anna Maria #12 - Holmes Beach, FL
9.0 2 reviews

The Beach Club At Anna Maria #12

house, Bradenton Beach
Destination Relaxation - Holmes Beach, FL
No reviews

Destination Relaxation

apartment, Holmes Beach
Ocean72 Holmes Beach Vacation Home With Private Heated Pool Spa & Walk-to-beach Access - Holmes Beach, FL
8.0 1 review

Ocean72 Holmes Beach Vacation Home With Private Heated Pool Spa & Walk-to-beach Access

house, Holmes Beach
Beach Bay Serenity: Pine Ave Canal Front Pool Home - Holmes Beach, FL
9.9 53 reviews

Beach Bay Serenity: Pine Ave Canal Front Pool Home

apartment, Anna Maria
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