Pineapple Key

8 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

House in Holmes Beach, for $489 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(131 Ratings)

Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!

8 guests · 4 bedrooms · 3 baths

This House for $513 in Holmes Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.4 / 10

Outstanding(70 Ratings)

My Grand Floridian: Canal Front, Dock, Pool, Games by Anna Maria Life Vacation Rentals

10 guests · 5 bedrooms · 5 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Holmes Beach, at $524 per night for your next great vacation.

10 / 10

Outstanding(1 Rating)

Private Palms

8 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking for the perfect place to call home during your trip to Holmes Beach? This House offers a comfort and style with top-notch amenities, including Free Parking, Pets allowed and Gym, and more.

9.6 / 10

Outstanding(70 Ratings)

My Grand Floridian: Canal Front, Dock, Pool, Games by Anna Maria Life Vacation Rentals

10 guests · 5 bedrooms · 5 baths

Are you ready to indulge in a relaxing getaway? Our House in Holmes Beach has everything you need for a rejuvenating stay. Treat yourself to My Grand Floridian: Canal Front, Dock, Pool, Games by Anna Maria Life Vacation Rentals's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

9.2 / 10

Outstanding(68 Ratings)

For Shore: Sleeps 10, steps to beach, heated pool!

10 guests · 5 bedrooms · 4 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at For Shore: Sleeps 10, steps to beach, heated pool! for $503 for your next trip.

9 / 10

Outstanding(7 Ratings)

Canal front Home with Private Dock, Pool, and Spa! Near Beach

8 guests · 4 bedrooms · 4 baths

Soak up the beauty of Holmes Beach in our House, Canal front Home with Private Dock, Pool, and Spa! Near Beach. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

9.4 / 10

Outstanding(68 Ratings)

For Shore: Sleeps 10, steps to beach, heated pool!

10 guests · 5 bedrooms · 4 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at For Shore: Sleeps 10, steps to beach, heated pool! for $503 for your next trip.

You can save with One Key

9 / 10

Outstanding(7 Ratings)

Canal front Home with Private Dock, Pool, and Spa! Near Beach

8 guests · 4 bedrooms · 4 baths

Nestled in Holmes Beach, this House is perfect for your next vacation. Enjoy Canal front Home with Private Dock, Pool, and Spa! Near Beach's top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

9 / 10

Outstanding(13 Ratings)

Canal front home with Incredible Rooftop Views and Pool with Spa - Aqua Bay

8 guests · 4 bedrooms · 3 baths

Indulge in a peaceful retreat at Canal front home with Incredible Rooftop Views and Pool with Spa - Aqua Bay, our elegant House in Holmes Beach. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

Wading Pool Haven by the Beach

8 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

The best choice in Holmes Beach for House, for $483 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9 / 10

Outstanding(13 Ratings)

Canal front home with Incredible Rooftop Views and Pool with Spa - Aqua Bay

8 guests · 4 bedrooms · 3 baths

This House for $623 in Holmes Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Beachfront

Beachfront on Anna Maria Island!

8 guests · 4 bedrooms · 4 baths

Enjoy the best of Holmes Beach in our House, Beachfront on Anna Maria Island!. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(122 Ratings)

Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.

12 guests · 6 bedrooms · 4 baths

This inviting House in Holmes Beach can fit your needs for many types of vacations, at $622 per night.

Beachfront

Beachfront on Anna Maria Island!

8 guests · 4 bedrooms · 4 baths

This House for $603 in Holmes Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(124 Ratings)

Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.

12 guests · 6 bedrooms · 4 baths

House in Holmes Beach, for $622 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

9.6 / 10

Outstanding(31 Ratings)

Family Friendly Anna Maria Island Vacation Home-Only 200 steps to the beach...

8 guests · 4 bedrooms · 3 baths

When traveling to Holmes Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $646 per night.

9.6 / 10

Outstanding(14 Ratings)

Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach

8 guests · 4 bedrooms · 3 baths

Indulge in a peaceful retreat at Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach, our elegant House in Holmes Beach. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(8 Ratings)

Gorgeous Home with a Pool, Outdoor Lounge, and Elevator! Near Beach and Dining

8 guests · 4 bedrooms · 3 baths

Looking for a memorable stay in Holmes Beach? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

9.8 / 10

Outstanding(14 Ratings)

Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach

8 guests · 4 bedrooms · 3 baths

Experience vacation in Holmes Beach with our House, Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.6 / 10

Outstanding(8 Ratings)

Gorgeous Home with a Pool, Outdoor Lounge, and Elevator! Near Beach and Dining

8 guests · 4 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at Gorgeous Home with a Pool, Outdoor Lounge, and Elevator! Near Beach and Dining for $492 for your next trip.

Beachside Pool Haven on Anna Maria Island

8 guests · 4 bedrooms · 4 baths

Free WiFi/internet · Air conditioning · Pool

Experience vacation in Holmes Beach with our House, Ohana. Enjoy amenities such as Pool, Washing machine and Stove, and more.

10 / 10

Outstanding(1 Rating)

Walk to Beach | Pool Spa + Mini Golf

8 guests · 4 bedrooms · 5 baths

Soak up the beauty of Holmes Beach in our House, Walk to Beach | Pool Spa + Mini Golf. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

9.6 / 10

Outstanding(46 Ratings)

FootPrints in the Sand managed by Beach Retreats FL Anna Maria Island

in Holmes beach

8 guests · 4 bedrooms · 3 baths

Looking for a memorable stay in Holmes Beach? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

You can save with One Key

10 / 10

Outstanding(1 Rating)

Walk to Beach | Pool Spa + Mini Golf

8 guests · 4 bedrooms · 5 baths

This House in Holmes Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.4 / 10

Outstanding(10 Ratings)

Private Pool, Rooftop Sunset Deck, Elevator, 4BR

8 guests · 4 bedrooms · 4 baths

Looking for a memorable stay in Holmes Beach? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

10 / 10

Outstanding(1 Rating)

5 Min Walk to Beach | Private Pool | AMI Trolley

8 guests · 4 bedrooms · 3 baths

Experience the best of Holmes Beach with this House available for $608. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(46 Ratings)

FootPrints in the Sand managed by Beach Retreats FL Anna Maria Island

in Holmes beach

8 guests · 4 bedrooms · 3 baths

This attractive House in Holmes Beach, $614 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(36 Ratings)

Beach Home with Pool, Tiki Bar, and Game Room!

8 guests · 4 bedrooms · 3 baths

Soak up the beauty of Holmes Beach in our House, Beach Home with Pool, Tiki Bar, and Game Room!. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

10 / 10

Outstanding(1 Rating)

5 Min Walk to Beach | Private Pool | AMI Trolley

8 guests · 4 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at 5 Min Walk to Beach | Private Pool | AMI Trolley for $608 for your next trip.