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Holmes Beach Vacation Rentals

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574 rentals in Holmes Beach.

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Great house, Amazing outdoor space! Close to Beach- Private pool/spa, vacation rental in Holmes Beach

Great house, Amazing outdoor space! Close to Beach- Private pool/spa

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Anna Maria The Pink Flamingo, vacation rental in Holmes Beach

Anna Maria The Pink Flamingo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gulf Beach Place - Just a few steps from the Beach, vacation rental in Holmes Beach

Gulf Beach Place - Just a few steps from the Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MUST...BUILD...SANDCASTLES!...... Tons of room in these 2 bedroom suites at Bali, vacation rental in Holmes Beach

MUST...BUILD...SANDCASTLES!...... Tons of room in these 2 bedroom suites at Bali

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sunrise Serenity - Spacious 3/2.5 town home with community heated pool, vacation rental in Holmes Beach

Sunrise Serenity - Spacious 3/2.5 town home with community heated pool

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Roof Top deck plus outside bar and 1 min to the beach!, vacation rental in Holmes Beach

Roof Top deck plus outside bar and 1 min to the beach!

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Beach Haven #204 of Holmes Beach FL, vacation rental in Holmes Beach

Beach Haven #204 of Holmes Beach FL

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'Living in Paradise' at 380 Aruba Circle #403 New Penthouse Condo great views, vacation rental in Holmes Beach

'Living in Paradise' at 380 Aruba Circle #403 New Penthouse Condo great views

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Blue Bayou, vacation rental in Holmes Beach

Blue Bayou

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Island House - Funboard, vacation rental in Holmes Beach

Island House - Funboard

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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New, fun, close to the beach! Great Villa at the Islands West Resort!, vacation rental in Holmes Beach

New, fun, close to the beach! Great Villa at the Islands West Resort!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Seaside Bungalow - Beautiful Gulf of Mexico beach and heated pool, vacation rental in Holmes Beach

Seaside Bungalow - Beautiful Gulf of Mexico beach and heated pool

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sandcastle - Spacious home with amazing private pool - only minutes to beach!, vacation rental in Holmes Beach

Sandcastle - Spacious home with amazing private pool - only minutes to beach!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo, vacation rental in Holmes Beach

1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Beach Cottage with Heated Pool  Close to Beach, vacation rental in Holmes Beach

Modern Beach Cottage with Heated Pool Close to Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Best Little Beach House on Anna Maria Island...With a pool, vacation rental in Holmes Beach

Best Little Beach House on Anna Maria Island...With a pool

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Suite Near The Beach, vacation rental in Holmes Beach

Luxury Suite Near The Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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PRIVATE POOL, WALK TO BEACH, vacation rental in Holmes Beach

PRIVATE POOL, WALK TO BEACH

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Surfside AMI, LOADED FOR FUN! Golf Cart, Heated Pool, SUP, Kayak, Beach Gear..., vacation rental in Holmes Beach

Surfside AMI, LOADED FOR FUN! Golf Cart, Heated Pool, SUP, Kayak, Beach Gear...

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!, vacation rental in Holmes Beach

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps, vacation rental in Holmes Beach

Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Visit  Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!, vacation rental in Holmes Beach

Visit Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private paradise w/ all the toys & golf cart!, vacation rental in Holmes Beach

Private paradise w/ all the toys & golf cart!

4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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New 2019 - 90sec. to beach - all day sun - big pool - quite - clean - safe - fun, vacation rental in Holmes Beach

New 2019 - 90sec. to beach - all day sun - big pool - quite - clean - safe - fun

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Coastal Charm Meets Cottage Chic! Sparkling  Pool/Spa *4 Doors To The Beach*, vacation rental in Holmes Beach

Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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CUTE TWO BEDROOM WITH POOL**STEPS TO THE BEACH!!!, vacation rental in Holmes Beach

CUTE TWO BEDROOM WITH POOL**STEPS TO THE BEACH!!!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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6 bed 6.5 bath Heated Pool & Spa Walk to the beach & shops FREE WiFi Pingpong ta, vacation rental in Holmes Beach

6 bed 6.5 bath Heated Pool & Spa Walk to the beach & shops FREE WiFi Pingpong ta

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level, vacation rental in Holmes Beach

⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach, vacation rental in Holmes Beach

Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palm Isle Retreat-Spa/Firepit/Bikes/2 Kayaks/PaddleBoard/65inTV/2BR/2Ba/1660sqft, vacation rental in Holmes Beach

Palm Isle Retreat-Spa/Firepit/Bikes/2 Kayaks/PaddleBoard/65inTV/2BR/2Ba/1660sqft

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub, vacation rental in Holmes Beach

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator, Golf Cart, vacation rental in Holmes Beach

200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator, Golf Cart

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Unique Lighthouse by AMIBeachClub. Pay for 6 stay for 7, 1-29 Aug 2020 Sat-Sat, vacation rental in Holmes Beach

Unique Lighthouse by AMIBeachClub. Pay for 6 stay for 7, 1-29 Aug 2020 Sat-Sat

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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8 bd luxury home with private pool + spa! Close to the beach, great location!, vacation rental in Holmes Beach

8 bd luxury home with private pool + spa! Close to the beach, great location!

8 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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AMI is a paradise destination!  Join us for some Fun in the sun �!, vacation rental in Holmes Beach

AMI is a paradise destination! Join us for some Fun in the sun �!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!, vacation rental in Holmes Beach

Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury 3 Bed, 3 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps, vacation rental in Holmes Beach

Luxury 3 Bed, 3 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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����� BEAUTIFUL HEATED POOL GROUND FLOOR SINGLE FAMILY HOME!, vacation rental in Holmes Beach

����� BEAUTIFUL HEATED POOL GROUND FLOOR SINGLE FAMILY HOME!

6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Ocean Front ~ No Streets To Cross!  Come And Enjoy A Memorable Beach Vacation!, vacation rental in Holmes Beach

Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Anna Maria 2 Family Home w/ pool, beach/3 blocks., vacation rental in Holmes Beach

Anna Maria 2 Family Home w/ pool, beach/3 blocks.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Island Pearl - Bright & beachy w/ a private, heated pool-beach across the street, vacation rental in Holmes Beach

Island Pearl - Bright & beachy w/ a private, heated pool-beach across the street

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Great Cottage with private pool, so close to beach!, vacation rental in Holmes Beach

Great Cottage with private pool, so close to beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Holmes Beach

Close To The Beach And Restaurants With Private Heated Pool!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Close to the Beach and Restaurants with a heated pool!, vacation rental in Holmes Beach

Close to the Beach and Restaurants with a heated pool!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 King bedroom  and Bunk room for 4 private pool, bikes & beach gear, vacation rental in Holmes Beach

3 King bedroom and Bunk room for 4 private pool, bikes & beach gear

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Amazing Villa at new Islands West Resort! Close to beach with pool!, vacation rental in Holmes Beach

Amazing Villa at new Islands West Resort! Close to beach with pool!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fun 6 bd family vacation home with a WATERSLIDE! Close to beach!, vacation rental in Holmes Beach

Fun 6 bd family vacation home with a WATERSLIDE! Close to beach!

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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6/ 6 Heated Pool Spa Water Slide - Minute To The Beach! EASTER OPEN, vacation rental in Holmes Beach

6/ 6 Heated Pool Spa Water Slide - Minute To The Beach! EASTER OPEN

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Coral Castle - Waterfront! Hot Tub! 3 Min Walk To Beach!, vacation rental in Holmes Beach

Coral Castle - Waterfront! Hot Tub! 3 Min Walk To Beach!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Gulf Beach Apartment - with Pool & Beach Access, vacation rental in Holmes Beach

Gulf Beach Apartment - with Pool & Beach Access

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Frequently Asked Questions about Holmes Beach

Holmes Beach Vacation Rentals
Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.
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Holmes Beach Vacation Rentals
Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.
Where to Stay in Holmes Beach
Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.
Fun things to do in Holmes Beach
A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.
More beach Fun
Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.
Dining and entertainment
Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.