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Holmes Beach, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Holmes Beach, FL

Best Holmes Beach, FL vacation rentals with a balcony

Beautifully Updated Home With Private Pool, Close To Beach, 2 Bedrooms! - Holmes Beach, FL
9.4 23 reviews
Holmes Beach, FL
08/22 – 09/05
$300/nighttotal: $4200 (14 )

Beautifully Updated Home With Private Pool, Close To Beach, 2 Bedrooms!

2 3
apartment , Holmes Beach
This Holmes Beach condo is less than a mile from Bradenton Beach and Palmetto Avenue Beach, and within two miles of the Anna Maria Island Museum and Island Gallery West.
The two-bedroom, four-guest unit features a fully equipped kitchen, laundry facilities, two bathrooms, a private pool, and access to an on-site water park; enjoy excellent user ratings for cleanliness, location, and overall experience.
Tropical Luxury Pool Home By The Beach With Roof Top Lounge Centrally Located On Anna Maria Island - Holmes Beach, FL
10 2 reviews
Holmes Beach, FL
07/30 – 08/06
$525/nighttotal: $3675 (7 )

Tropical Luxury Pool Home By The Beach With Roof Top Lounge Centrally Located On Anna Maria Island

3 6
house , Holmes Beach
This Holmes Beach vacation home is centrally located on Anna Maria Island, 3.6 miles from Anna Maria City Pier and 17 miles from The John and Mable Ringling Museum of Art.
This 2200-square-foot property boasts three bedrooms, three bathrooms, a private pool, and a rooftop lounge with stunning views, comfortably accommodating families or groups.
Island Walk 207 · Bunk Beds · Mangrove Views - Holmes Beach, FL
9.6 14 reviews
Holmes Beach, FL
07/04 – 07/11
$239/nighttotal: $1673 (7 )

Island Walk 207 · Bunk Beds · Mangrove Views

2 6
apartment , Holmes Beach
This Holmes Beach condo is a short walk from Anna Maria Island's beaches and a 10-minute stroll from Anna Maria Sound, with AMI Paddleboard Adventures and West Coast Surf Shop within a 15-minute drive.
This two-bedroom, two-bathroom vacation rental sleeps six, features a fully equipped kitchen, private balcony, free WiFi, swimming pool, and on-site parking.
167 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - Holmes Beach, FL
Holmes Beach, FL
01/01 – 02/28
$389/nighttotal: $22562 (58 )

167 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment , Holmes Beach
This second-story, Gulf-front condo in Holmes Beach offers direct beach access and stunning sunset views from a private, top-floor balcony, with the resort's remodeled recreation area conveniently located nearby. This 1800 sq ft apartment accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, and available parking.

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.

Steps To Beach - The Cozzi Cottage By Seabreeze Vacation - Holmes Beach, FL
9.9 91 reviews
Holmes Beach, FL
07/25 – 08/01
$429/nighttotal: $3003 (7 )

Steps To Beach - The Cozzi Cottage By Seabreeze Vacation

1 4
apartment , Holmes Beach
This Holmes Beach condo offers beachfront access, a short walk from Bradenton Beach and within a 15-minute drive of Manatee Public Beach.
The one-bedroom, one-bathroom unit sleeps four with a sofa bed, full kitchen, in-unit laundry, free WiFi, and access to a pool, spa, fitness center, and barbecue grills; nearby attractions include AMI Paddleboard Adventures and West Coast Surf Shop.
Bay View Inn 202 - Holmes Beach, FL
8.8 93 reviews
Holmes Beach, FL
07/11 – 07/17
$203/nighttotal: $1218 (6 )

Bay View Inn 202

1 2
apartment , Bradenton Beach
The Bay View Inn 202 is located in Bradenton Beach, just a short walk from Cortez Beach and a mile from Coquina Beach, offering easy access to the area's beautiful beaches. The hotel has received very good user ratings, excellent location ratings, and very good cleanliness ratings.
The apartment is 550 square feet and can accommodate up to 4 guests. It features a comfortable seating area, a fully equipped kitchen, a dining area, a private bathroom with free toiletries, and a patio with potential views of the beaches or the Gulf of Mexico.
Modern Beach House, 1 Block From Beach! - Holmes Beach, FL
9.8 81 reviews
Holmes Beach, FL
07/25 – 08/01
$361/nighttotal: $2527 (7 )

Modern Beach House, 1 Block From Beach!

2 4
apartment , Holmes Beach
This Holmes Beach condo, a 15-minute walk from Bradenton Beach and Palmetto Avenue Beach and under a mile from the Anna Maria Island Museum and Historic Green Village, offers convenient access to area attractions.
This 870-square-foot, two-bedroom, two-bathroom vacation rental features a private fenced yard, free Wi-Fi, a fully equipped kitchen, and access to a spa and barbecue grills, comfortably accommodating families or groups.
Windshore A! - ~200 Steps To The Beach, Private Heated Pool, Beach Items, Wifi - Holmes Beach, FL
9.8 69 reviews
Holmes Beach, FL
07/04 – 07/11
$727/nighttotal: $5089 (7 )

Windshore A! - ~200 Steps To The Beach, Private Heated Pool, Beach Items, Wifi

3 6
apartment , Holmes Beach
This three-bedroom, two-bathroom Holmes Beach apartment is conveniently located within walking distance of the pristine beaches of Anna Maria Island.
The 1,290 square foot vacation rental features a private heated pool, a fully equipped kitchen, and a pass-through window connecting the kitchen to the pool area, perfect for entertaining.

Frequently Asked Questions about vacation rentals in Holmes Beach, FL

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Best Holmes Beach, FL vacation rentals with parking

Beach House Anna Maria Island, Fl - 1 Block To Beach! - Holmes Beach, FL
9.7 47 reviews
Holmes Beach, FL
10/31 – 11/10
$321/nighttotal: $3210 (10 )

Beach House Anna Maria Island, Fl - 1 Block To Beach!

3 2
apartment , Holmes Beach
This beachfront Holmes Beach vacation rental is near Bradenton Beach, within a 15-minute walk, and less than 2 miles from Holmes Beach and Manatee Public Beaches, offering stunning ocean views.
This three-bedroom condo, accommodating families or groups with a sofa bed, features a fully equipped kitchen, free WiFi, a private terrace, swimming pool, Jacuzzi, and on-site parking.
Share Our Island Paradise-100 Flip-flop Steps To The Beach. - Holmes Beach, FL
9.7 171 reviews
Holmes Beach, FL
08/14 – 08/18
$270/nighttotal: $1080 (4 )

Share Our Island Paradise-100 Flip-flop Steps To The Beach.

2 4
apartment , Bradenton Beach
This Bradenton Beach apartment is just steps from the beach and within a mile of the Bradenton Beach Marina and Fish Hole Adventure Golf, offering easy access to local attractions and a peaceful setting. Guests have consistently rated the apartment excellent for its location, cleanliness, and overall experience.
The 2-bedroom, 1-bathroom apartment is 680 square feet, comfortably accommodating up to 4 guests. Amenities include a swimming pool, terrace, garden, parking, internet, a fully equipped kitchen, beach towels, and free WiFi.
Ss Salamander North · Pool & Fire Pit · Beach - Holmes Beach, FL
9.6 116 reviews
Holmes Beach, FL
07/04 – 07/11
$507/nighttotal: $3549 (7 )

Ss Salamander North · Pool & Fire Pit · Beach

2 6
apartment , Holmes Beach
This vacation home in Holmes Beach is a short walk from two beautiful beaches, Bradenton Beach and Holmes Beach, and is just a 15-minute drive from Island Gallery West and Manatee Public Beach. This property has earned excellent ratings for its location, cleanliness, and overall experience.
This three-bathroom house provides ample space for a comfortable stay. Enjoy a refreshing dip in your private pool, prepare meals in the fully equipped kitchen, and take advantage of the water park access and other amenities.
House ∙ 2 Bedrooms ∙ 6 Guests - Holmes Beach, FL
10 2 reviews
Holmes Beach, FL
07/30 – 08/06
$196/nighttotal: $1372 (7 )

House ∙ 2 Bedrooms ∙ 6 Guests

2 6
house , Holmes Beach
This condo at The Cove at Sandy Pointe in Holmes Beach provides a short walk to the beach and is close to shopping, dining, and the free trolley.
This 2-bedroom, 2-bathroom unit sleeps 6 and features a heated pool, a private screened balcony overlooking a nature preserve, and complimentary beach essentials.

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.

Villa-style Condo With Pool And Beach Access - Condo 8 - Holmes Beach, FL
9.4 172 reviews
Holmes Beach, FL
08/14 – 08/18
$303/nighttotal: $1212 (4 )

Villa-style Condo With Pool And Beach Access - Condo 8

1 4
apartment , Holmes Beach
This Holmes Beach condo is steps from AMI Paddleboard Adventures, Bradenton Beach, West Coast Surf Shop, and Manatee Public Beach, offering easy access to water sports and sun.
The one-bedroom, one-bathroom unit sleeps four, features a private pool, full kitchen with dishwasher, in-unit laundry, and a patio; shared amenities include a pool and gas grills.
Hidden Treasure Unit B! Heated Pool Just 200 Steps To The Beach! - Holmes Beach, FL
10 1 review
Holmes Beach, FL
01/01 – 02/28
$443/nighttotal: $25694 (58 )

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

2 2
apartment , Holmes Beach
Hidden Treasure Unit B, a Holmes Beach condo, is located 0.1 miles from Manatee Public Beach and 0.5 miles from restaurants like Hurricane Hanks and Publix.
This 750-square-foot rental sleeps six guests, boasting two bedrooms, one bathroom, a fully equipped kitchen, a shared heated pool with a poolside TV, in-unit laundry, and a smart lock for easy self check-in.
Mermaid's Crossing - Holmes Beach, FL
Holmes Beach, FL
07/21 – 07/28
$1574/nighttotal: $11018 (7 )

Mermaid's Crossing

4 7
house , Holmes Beach
Mermaid's Crossing, a Holmes Beach vacation home, is a two-minute walk from Anna Maria Island's beaches, 1.5 miles from Holmes Beach proper, two miles from the Anna Maria City Pier, and 16 miles from Sarasota Bradenton International Airport.
This four-bedroom, three-bathroom rental sleeps 15 guests and boasts a private pool, Jacuzzi, and fully equipped kitchen; free Wi-Fi and parking are also included.
Island Serenity - 6250 Holmes #54 - Holmes Beach, FL
9.6 49 reviews
Holmes Beach, FL
07/25 – 08/01
$463/nighttotal: $3241 (7 )

Island Serenity - 6250 Holmes #54

3 4
house , Holmes Beach
Island Serenity, a Holmes Beach house rental, is a short walk from Anna Maria Island and 2.2 miles from Anna Maria City Pier.
This 1400-square-foot home boasts a private pool, spa, fitness center, and fully equipped kitchen, plus easy access to Greens of Manatee Golf Club (12 miles away) and The John and Mable Ringling Museum of Art (17 miles away).

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.

Seaside Inn A Waterfront In Paradise - Holmes Beach, FL
10 27 reviews
Holmes Beach, FL
01/01 – 02/28
$426/nighttotal: $24708 (58 )

Seaside Inn A Waterfront In Paradise

1 2
house , Holmes Beach
Crows Nest Spinnakers Cottages - 202 - 56th 2 - Holmes Beach, FL
9.9 292 reviews
Holmes Beach, FL
08/22 – 09/05
$211/nighttotal: $2954 (14 )

Crows Nest Spinnakers Cottages - 202 - 56th 2

1 3
house , Holmes Beach
Americana Ami Lighthouse 3br W/pool + Rooftop Deck - Holmes Beach, FL
10 15 reviews
Holmes Beach, FL
07/04 – 07/11
$530/nighttotal: $3710 (7 )

Americana Ami Lighthouse 3br W/pool + Rooftop Deck

1 6
apartment , Holmes Beach
Changes In Latitude 403 - Holmes Beach, FL
8.0 1 review
Holmes Beach, FL
07/21 – 07/28
$442/nighttotal: $3094 (7 )

Changes In Latitude 403

1 7
apartment , Bradenton

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.

The Sunset Retreat At One Particular Harbour 384-202 · Sound Views · 3br - Holmes Beach, FL
10 49 reviews
Holmes Beach, FL
07/21 – 07/28
$496/nighttotal: $3472 (7 )

The Sunset Retreat At One Particular Harbour 384-202 · Sound Views · 3br

3 7
apartment , Bradenton

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.

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
Beach Front 2 Bedroom Condo On Ami With Pool! - Holmes Beach, FL
10 5 reviews
Holmes Beach, FL
08/22 – 09/05
$343/nighttotal: $4802 (14 )

Beach Front 2 Bedroom Condo On Ami With Pool!

2 3
apartment , Holmes Beach
Bay Dreamin! Walk To The Beach, Pier, & Pine Ave! Heated Pool! - Holmes Beach, FL
Holmes Beach, FL
01/01 – 02/28
$2637/nighttotal: $152946 (58 )

Bay Dreamin! Walk To The Beach, Pier, & Pine Ave! Heated Pool!

5 2
house , Anna Maria
Runaway Bay 236 - Beach, Bay, Pool And Gym - Holmes Beach, FL
Holmes Beach, FL
01/01 – 02/28
$364/nighttotal: $21112 (58 )

Runaway Bay 236 - Beach, Bay, Pool And Gym

2 2
apartment , Bradenton Beach
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