Spinnakers Cottages - Cabin 1 - Dog Friendly - 250 Steps to Beach, Pool

4 guests · 1 bedroom · 1 bath

Free WiFi/internet · Pool

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 $152 per night.

9.6 / 10

Outstanding(40 Ratings)

Spinnakers Cottages - Cabin 1 - Dog Friendly - 250 Steps to Beach, Pool

4 guests · 1 bedroom · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Holmes Beach, at $158 per night for your next great vacation.

You can save with One Key

9.8 / 10

Outstanding(44 Ratings)

Crow's Nest Spinnakers Cottages: 250 Steps to Beach! Pool!

6 guests · 1 bedroom · 1 bath

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at Crow's Nest Spinnakers Cottages: 250 Steps to Beach! Pool! for $189 for your next trip.

Gulfside Haven with Private Patio Retreat

4 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Pool

Looking to create some memories in Holmes Beach? Look no further than our Apartment, Little Dream. Enjoy top-rated amenities including Linens, Golf course (within 2 mi) and Outdoor Cooking, and more.

9.6 / 10

Outstanding(40 Ratings)

Spinnakers Cottages - Cabin 1 - Dog Friendly - 250 Steps to Beach, Pool

4 guests · 1 bedroom · 1 bath

This attractive House in Holmes Beach, $158 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(63 Ratings)

Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool

6 guests · 3 bedrooms · 2 baths

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

You can save with One Key

9.6 / 10

Outstanding(20 Ratings)

Cabin 2 Spinnakers Cottages: Dog Friendly - 250 Steps to Beach Home

4 guests · 1 bedroom · 1 bath

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 $158 per night.

9.8 / 10

Outstanding(44 Ratings)

Crow's Nest Spinnakers Cottages: 250 Steps to Beach! Pool!

6 guests · 1 bedroom · 1 bath

This attractive House in Holmes Beach, $189 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.4 / 10

Outstanding(16 Ratings)

The Palms "A" an upstairs unit located in the center district of Holmes Beach

6 guests · 2 bedrooms · 1 bath

Looking for the perfect place to call home during your trip to Holmes Beach? This Apartment offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

Gulf Haven East! 5-minute walk to the Gulf!

4 guests · 2 bedrooms · 1 bath

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 Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(20 Ratings)

Cabin 2 Spinnakers Cottages: Dog Friendly - 250 Steps to Beach Home

4 guests · 1 bedroom · 1 bath

House in Holmes Beach, for $158 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

Gulf Haven West! 5- minute walk to the Gulf!

4 guests · 2 bedrooms · 1 bath

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

10 / 10

Outstanding(2 Ratings)

Gulf Haven East! 5-minute walk to the Gulf!

4 guests · 2 bedrooms · 1 bath

Discover the beauty of Holmes Beach with a stay at Gulf Haven East! 5-minute walk to the Gulf!, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(6 Ratings)

Bright condo in the palms, close to everything!

5 guests · 2 bedrooms · 1 bath

This attractive Apartment in Holmes Beach, $201 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.2 / 10

Outstanding(23 Ratings)

Waters Edge 106S · Pool Lanai · 1-Mo Winter Min

4 guests · 1 bedroom · 1 bath

Nestled in Holmes Beach, this Apartment is perfect for your next vacation. Enjoy Waters Edge 106S · Pool Lanai · 1-Mo Winter Min's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

Gulf Haven West! 5- minute walk to the Gulf!

4 guests · 2 bedrooms · 1 bath

Looking for a House in Holmes Beach, this House for $196 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Gulf Haven West

4 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Spa

Looking for a House in Holmes Beach, this House for $206 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

You can save with One Key

9.4 / 10

Outstanding(29 Ratings)

Beach Days & Dog-Friendly AM Island Adventures

4 guests · 2 bedrooms · 2 baths

Discover the beauty of Holmes Beach with a stay at Beach Days & Dog-Friendly AM Island Adventures, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(47 Ratings)

Blue Pelican: Sparkling Pool, Patio Dining, Close to the Beach by Anna Maria Life Vacation Rentals

4 guests · 2 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Holmes Beach, at $209 per night for your next great vacation.

You can save with One Key

9.8 / 10

Outstanding(77 Ratings)

Quiet Nights of Quiet Stars on Anna Maria Island

Cottage

4 guests · 2 bedrooms · 1 bath

Discover the beauty of Holmes Beach with a stay at Quiet Nights of Quiet Stars on Anna Maria Island, a top rated Cottage with amenities such as No pets allowed and Non-smoking, and more.

6 / 10

Average(1 Rating)

North Beach Village condo on Anna Maria Island one block to the beach and heated pool

4 guests · 1 bedroom · 1 bath

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

9.4 / 10

Outstanding(23 Ratings)

Waters Edge 106S · Pool Lanai · 1-Mo Winter Min

4 guests · 1 bedroom · 1 bath

Soak up the beauty of Holmes Beach in our Apartment, Waters Edge 106S · Pool Lanai · 1-Mo Winter Min. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

10 / 10

Outstanding(2 Ratings)

Southern Cross: 3 Min Walk to Gulf Beach

4 guests · 2 bedrooms · 2 baths

Nestled in Holmes Beach, this House is perfect for your next vacation. Enjoy Southern Cross: 3 Min Walk to Gulf Beach's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(77 Ratings)

Quiet Nights of Quiet Stars on Anna Maria Island

Cottage

4 guests · 2 bedrooms · 1 bath

Nestled in Holmes Beach, this Cottage is perfect for your next vacation. Enjoy Quiet Nights of Quiet Stars on Anna Maria Island's top-rated amenities, including No pets allowed and Non-smoking, and more.

You can save with One Key

Anna Maria's Dream: Ground level, close to everything!

6 guests · 2 bedrooms · 2 baths

Soak up the beauty of Holmes Beach in our House, Anna Maria's Dream: Ground level, close to everything!. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

9 / 10

Outstanding(50 Ratings)

Renovated 2025 · Private Pool · Screened Patio · Pet Friendly

6 guests · 3 bedrooms · 2 baths

Discover the beauty of Holmes Beach with a stay at Renovated 2025 · Private Pool · Screened Patio · Pet Friendly, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

9.2 / 10

Outstanding(30 Ratings)

Beach Home with Pool Access and Private Patio with BBQ Grill! - Little Dream

4 guests · 1 bedroom · 1 bath

Looking to create some memories in Holmes Beach? Look no further than our House, Beach Home with Pool Access and Private Patio with BBQ Grill! - Little Dream. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

Endless Summer • Newly Renovated Hidden Gem in the Heart of AMI

4 guests · 2 bedrooms · 2 baths

This attractive House in Holmes Beach, $193 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(29 Ratings)

AMI Sand Dollar: Dog Friendly, Private Pool, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

4 guests · 1 bedroom · 1 bath

Discover the beauty of Holmes Beach with a stay at AMI Sand Dollar: Dog Friendly, Private Pool, 2 Blocks to Beach by Anna Maria Life Vacation Rentals, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.