Compare vacation rentals in Holmes Beach, FL from 100+ sites!

3037 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Holmes Beach, FL vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Holmes Beach, FL

Best Holmes Beach, FL vacation rentals with a balcony

2 Bedroom End Unit, Hot Tub, Parking, - Steps From The Beach! - Holmes Beach, FL
9.2 12 reviews
Holmes Beach, FL
07/04 – 07/11
$350/nighttotal: $2450 (7 )

2 Bedroom End Unit, Hot Tub, Parking, - Steps From The Beach!

2 6
apartment , Holmes Beach
This Holmes Beach vacation rental is beachfront, minutes from Bradenton and close to Bradenton Beach and Coquina Beach.
This 810-square-foot condo sleeps six, offering two bedrooms, two bathrooms, a fully equipped kitchen, private laundry, a private grill, shared hot tub, and stunning ocean views.
Vacation Home With Private Pool And Ping Pong Table! Short Walk To Beach! - Holmes Beach, FL
8.6 4 reviews
Holmes Beach, FL
07/04 – 07/11
$423/nighttotal: $2961 (7 )

Vacation Home With Private Pool And Ping Pong Table! Short Walk To Beach!

3 6
apartment , Holmes Beach
This Holmes Beach vacation rental is a five-minute walk from the Gulf of Mexico beach and conveniently located near shops and restaurants.
This 2,150-square-foot home boasts three bedrooms, three bathrooms, a private pool, a game room with an Xbox and ping pong table, and accommodates up to six guests.
The Oasis At One Particular Harbor! Modern Tropical Condo In Margaritaville! - Holmes Beach, FL
8.5 2 reviews
Holmes Beach, FL
06/17 – 06/23
$400/nighttotal: $2400 (6 )

The Oasis At One Particular Harbor! Modern Tropical Condo In Margaritaville!

3 4
house , Bradenton
This modern tropical condo in Bradenton's Margaritaville community is 5.2 miles from Anna Maria City Pier and 15 miles from The John and Mable Ringling Museum of Art.
The 1,670-square-foot property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a private pool, spa, fitness center, and fully equipped kitchen.
Tropical Sunset 4 By Seabreeze Vacation - Holmes Beach, FL
10 1 review
Holmes Beach, FL
07/11 – 07/18
$412/nighttotal: $2884 (7 )

Tropical Sunset 4 By Seabreeze Vacation

2 4
apartment , Holmes Beach
This third-floor condo in Holmes Beach is a two-minute walk from Holmes Beach and offers convenient access to shops and restaurants.
This 1310 sq ft apartment features a bright, open layout with two bedrooms, two bathrooms, and a guest capacity of six, boasting a fully equipped kitchen, in-unit laundry, and access to a heated community pool and BBQ grills.

Our Favorite Family-Friendly Vacation Rentals in Holmes Beach, FL

These family-friendly vacation rentals in Holmes Beach, FL offer spacious layouts and easy access to local beaches.

Beautiful Villa With Private Pool, Short Stroll To Beach W/ Beach Gear And Grill - Holmes Beach, FL
10 4 reviews
Holmes Beach, FL
07/04 – 07/11
$518/nighttotal: $3626 (7 )

Beautiful Villa With Private Pool, Short Stroll To Beach W/ Beach Gear And Grill

2 6
apartment , Holmes Beach
This Holmes Beach vacation home offers easy beach access, a short 15-minute walk from Bradenton Beach and Palmetto Avenue Beach, and is less than 2 kilometers from Historic Green Village and the Island Players.
This 870-square-foot villa features three bedrooms, two bathrooms, sleeps six, includes a private pool, and offers on-site water park access, barbecue grills, and free Wi-Fi.
Salt Air East By Beach Retreats - Holmes Beach, FL
9.6 87 reviews
Holmes Beach, FL
12/18 – 12/25
$545/nighttotal: $3815 (7 )

Salt Air East By Beach Retreats

2 4
house , Holmes Beach
Salt Air East, a Holmes Beach vacation home, is a 6-minute walk from Anna Maria Island and 1.7 miles from the Anna Maria City Pier, offering easy access to local attractions. This 420-square-foot property features two bedrooms, two bathrooms, a private pool, and a well-equipped kitchen, comfortably accommodating a family and providing access to on-site amenities including a restaurant, fitness center, and spa.
One Particular Harbour 392-102~ Beaches 5 Minutes - Holmes Beach, FL
9.6 17 reviews
Holmes Beach, FL
06/24 – 06/30
$509/nighttotal: $3054 (6 )

One Particular Harbour 392-102~ Beaches 5 Minutes

3 2
apartment , Bradenton
This Bradenton apartment is located just a short drive across the Manatee Bridge to Anna Maria Island, a popular destination known for its beautiful beaches and relaxed atmosphere. It has been rated excellent by previous guests.
This 3-bedroom, 3-bathroom unit can comfortably accommodate up to 7 guests. You'll enjoy access to a heated pool, a children's play area, and a BBQ area, as well as beach chairs, an umbrella, and other beach toys for your enjoyment.

Frequently Asked Questions about vacation rentals in Holmes Beach, FL

Destinations nearby

Best Holmes Beach, FL vacation rentals with parking

Orchid Villa By Beach Boutique Rentals - Holmes Beach, FL
10 26 reviews
Holmes Beach, FL
07/04 – 07/11
$501/nighttotal: $3507 (7 )

Orchid Villa By Beach Boutique Rentals

2 6
cottage , Holmes Beach
Orchid Villa is a ground-level cottage in Holmes Beach, just steps from the beach path and within walking distance of shops and restaurants. It has received excellent ratings for location, cleanliness, and overall user experience.
This 810 square foot cottage has two bedrooms, two bathrooms, and can accommodate up to five guests. Amenities include a fully equipped kitchen, a spacious living room, a private patio, a botanical courtyard with a fountain, beach essentials, and a shared laundry facility.
Island Tropical Villa - Holmes Beach, FL
Holmes Beach, FL
07/04 – 07/11
$276/nighttotal: $1932 (7 )

Island Tropical Villa

1 6
apartment , Holmes Beach
Island Tropical Villa is a vacation home located in Holmes Beach, a 2-minute walk from Anna Maria Island, with the Sarasota International Convention Center and John and Mable Ringling Museum of Art both 16 miles away.
This 1150 square foot home offers 3 bedrooms, 2 bathrooms, and accommodates up to 11 guests with amenities including a full kitchen, air conditioning, and complimentary WiFi.
Large 3br Home, Heated Pool! Close To Beach, Img - Holmes Beach, FL
10 9 reviews
Holmes Beach, FL
07/06 – 07/08
$638/nighttotal: $1276 (2 )

Large 3br Home, Heated Pool! Close To Beach, Img

3 8
apartment , Bradenton
This Bradenton vacation home boasts a prime beachfront location, just 2 miles from De Soto National Memorial, Robinson Preserve, and Palma Sola Botanical Park, offering easy access to beaches and local attractions.
This four-bedroom, four-bathroom house comfortably sleeps nine guests and features a private pool, fully equipped kitchen, free Wi-Fi, and outdoor amenities including a terrace, garden, and tennis court.

Search Vacation Rentals with Swimming Pool in Holmes Beach, FL

Choose a vacation rental with a pool in Holmes Beach, FL to perfectly complement your day of adventures.

102 M² House ∙ 2 Bedrooms ∙ 6 Guests - Holmes Beach, FL
10 30 reviews
Holmes Beach, FL
07/04 – 07/11
$360/nighttotal: $2520 (7 )

102 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 6
house , Holmes Beach
This Holmes Beach half-duplex is centrally located, just 2.5 blocks from the beach and near the free island trolley, offering easy access to Holmes Beach shops and restaurants.
This 1,100-square-foot vacation rental boasts two bedrooms, two bathrooms, a queen sleeper sofa (sleeping six), a private heated saltwater pool, garage with ping pong and cornhole, and beach supplies including a cart, chairs, and umbrellas.
Island Beach Club 1- Anna Maria Island-condo 2 Bedroom/2 Bath Gulf Front, Maximum Occupancy Of 4 People. - Holmes Beach, FL
9.3 24 reviews
Holmes Beach, FL
07/11 – 07/18
$343/nighttotal: $2401 (7 )

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

1 4
apartment , Holmes Beach
This Holmes Beach rental is conveniently located in Ilexhurst, just a short 10-minute walk from Bradenton Beach and Anna Maria Sound. Guests consistently rate this property as excellent, highlighting its desirable location and comfortable amenities.
The two-bedroom condo can comfortably accommodate up to four guests. The property includes a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking, ensuring a relaxing and enjoyable stay.
Bamboo Breeze! Cozy Pool Retreat Near Shops! - Holmes Beach, FL
9.0 4 reviews
Holmes Beach, FL
07/04 – 07/11
$339/nighttotal: $2373 (7 )

Bamboo Breeze! Cozy Pool Retreat Near Shops!

2 6
apartment , Holmes Beach
This Holmes Beach condo offers unparalleled beach access, located just a 2-minute walk from Holmes Beach and one block from the Gulf of Mexico.
This 2-bedroom, 2-bathroom condo accommodates up to six guests and features a private heated pool, outdoor dining area with a grill, a fully equipped kitchen, and in-unit laundry, with three dedicated parking spaces and proximity to the island trolley for easy exploration of local dining and shops.
70 M² House ∙ 2 Bedrooms ∙ 6 Guests - Holmes Beach, FL
Holmes Beach, FL
06/21 – 06/28
$297/nighttotal: $2079 (7 )

70 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 4
house , Holmes Beach
This Holmes Beach rental is located 200 steps from Anna Maria Island's beaches and 0.1 miles from Holmes Beach and Manatee Public Beach, with grocery stores, restaurants, and shopping within walking distance.
This 750 sq ft bungalow accommodates up to 6 guests in 2 bedrooms, featuring a fully stocked kitchen, a shared heated pool, air conditioning, and in-unit laundry.

Search Coastal Vacation Rentals near Holmes Beach, FL

These seaside vacation rentals in Holmes Beach, FL provide an excellent base for exploring the coast. Browse top local properties and plan your beach-town trip.

Sea For Two: Gulf Front & On The Beach - Holmes Beach, FL
8.0 3 reviews
Holmes Beach, FL
06/27 – 07/02
$383/nighttotal: $1915 (5 )

Sea For Two: Gulf Front & On The Beach

1 2
apartment , Holmes Beach
New!~ Beach Front/heated Pool! Coconuts 107 - Holmes Beach, FL
10 42 reviews
Holmes Beach, FL
06/17 – 06/23
$861/nighttotal: $5166 (6 )

New!~ Beach Front/heated Pool! Coconuts 107

1 4
house , Holmes Beach
New! Sea Haven~heated Pool~fishing From Back Yard! - Holmes Beach, FL
10 1 review
Holmes Beach, FL
07/06 – 07/08
$951/nighttotal: $1902 (2 )

New! Sea Haven~heated Pool~fishing From Back Yard!

3 8
apartment , Holmes Beach

Browse Luxury Vacation Rentals in Holmes Beach, FL

Premium waterfront rentals in Holmes Beach, FL combine upscale design with refined service for a truly superior getaway.

Beautiful Updated Coastal 2/2, Short Stroll To The Beach! - Holmes Beach, FL
Holmes Beach, FL
06/21 – 06/28
$172/nighttotal: $1204 (7 )

Beautiful Updated Coastal 2/2, Short Stroll To The Beach!

2 4
apartment , Holmes Beach

Choose the Right Vacation Rentals with a Steam Room in Holmes Beach, FL

Recover properly with on-site sauna access, a standard feature at these premier Holmes Beach, FL vacation rentals.

Runaway Bay 128 - Beach, Pool, Gym And Bay - Holmes Beach, FL
Holmes Beach, FL
06/21 – 06/28
$365/nighttotal: $2555 (7 )

Runaway Bay 128 - Beach, Pool, Gym And Bay

2 4
apartment , Bradenton Beach
Runaway Bay 236 - Beach, Bay, Pool And Gym - Holmes Beach, FL
Holmes Beach, FL
07/04 – 07/11
$430/nighttotal: $3010 (7 )

Runaway Bay 236 - Beach, Bay, Pool And Gym

2 6
apartment , Bradenton Beach
Private Beach Access • Largest Pool • Pickleball - Holmes Beach, FL
10 4 reviews
Holmes Beach, FL
07/04 – 07/11
$241/nighttotal: $1687 (7 )

Private Beach Access • Largest Pool • Pickleball

2 6
apartment , Bradenton Beach
©2026 cozycozy.com