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Holiday Rentals in Holmes Beach

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537 rentals in Holmes Beach.
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Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach Gear, Pets OK, holiday rental in Holmes Beach

Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach Gear, Pets OK

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Anna Maria The Pink Flamingo, holiday rental in Holmes Beach

Anna Maria The Pink Flamingo

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

Beach Haven #204 of Holmes Beach FL

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Family-friendly vacation home w/ private, heated pool & furnished patio, holiday rental in Holmes Beach

Family-friendly vacation home w/ private, heated pool & furnished patio

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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It's my Dream - private heated pool, 2 minute walk to the beach! Pet friendly, holiday rental in Holmes Beach

It's my Dream - private heated pool, 2 minute walk to the beach! Pet friendly

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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PRIVATE POOL, WALK TO BEACH, holiday rental in Holmes Beach

PRIVATE POOL, WALK TO BEACH

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches, holiday rental in Holmes Beach

Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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8 bd luxury home with private pool + spa! Close to the beach, great location!, holiday 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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Newly built home w/ heated private pool only a few blocks away from Gulf beaches, holiday rental in Holmes Beach

Newly built home w/ heated private pool only a few blocks away from Gulf beaches

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ISLAND TOWNHOUSE - 200 Steps to the BEACH, holiday rental in Holmes Beach

ISLAND TOWNHOUSE - 200 Steps to the 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, holiday 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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Best Little Beach House on Anna Maria Island...With a pool, holiday 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, holiday rental in Holmes Beach

Luxury Suite Near The Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Surfside AMI, LOADED FOR FUN! Golf Cart, Heated Pool, SUP, Kayak, Beach Gear..., holiday 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!, holiday 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, holiday 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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New 2019 - 90sec. to beach - all day sun - big pool - quite - clean - safe - fun, holiday 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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Visit  Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!, holiday 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!, holiday rental in Holmes Beach

Private paradise w/ all the toys & golf cart!

4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach, holiday 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, holiday 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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Seaside Bungalow - Beautiful Gulf of Mexico beach and heated pool, holiday 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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Coastal Charm Meets Cottage Chic! Sparkling  Pool/Spa *4 Doors To The Beach*, holiday 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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6 bed 6.5 bath Heated Pool & Spa Walk to the beach & shops FREE WiFi Pingpong ta, holiday 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, holiday rental in Holmes Beach

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

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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CUTE TWO BEDROOM WITH POOL**STEPS TO THE BEACH!!!, holiday 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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A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub, holiday 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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Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!, holiday 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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Gulf Beach Place - Just a few steps from the Beach, holiday 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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200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator, Golf Cart, holiday 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, holiday 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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Coral Castle - Waterfront! Hot Tub! 3 Min Walk To Beach!, holiday 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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'Living in Paradise' at 380 Aruba Circle #403 New Penthouse Condo great views, holiday 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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Great Cottage with private pool, so close to beach!, holiday rental in Holmes Beach

Great Cottage with private pool, so close to beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Close To The Beach And Restaurants With Private Heated Pool!, holiday 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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Manatee Watch - Waterfront! Hot Tub! 3 Min Walk To Beach!, holiday rental in Holmes Beach

Manatee Watch - Waterfront! Hot Tub! 3 Min Walk To Beach!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Anna Maria 2 Family Home w/ pool, beach/3 blocks., holiday 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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Gulf Beach Apartment - with Pool & Beach Access, holiday rental in Holmes Beach

Gulf Beach Apartment - with Pool & Beach Access

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Anna Maria Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level, holiday rental in Holmes Beach

Anna Maria Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Private heated salt pool at OHasis Getaway II and only 210 steps from the Beach!, holiday rental in Holmes Beach

Private heated salt pool at OHasis Getaway II and only 210 steps from the Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Laid-back beach escape with a private pool, screened lanai, Ping-Pong, and more!, holiday rental in Holmes Beach

Laid-back beach escape with a private pool, screened lanai, Ping-Pong, and more!

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

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

6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Charming Cottage, just one block off beach with private pool. Come stay awhile!, holiday rental in Holmes Beach

Charming Cottage, just one block off beach with private pool. Come stay awhile!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect island getaway for families! Private pool, close to the beach!, holiday rental in Holmes Beach

Perfect island getaway for families! Private pool, close to the beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Villa at new Islands West Resort! Close to beach with pool!, holiday 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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3 King bedroom  and Bunk room for 4 private pool, bikes & beach gear, holiday 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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6/ 6 Heated Pool Spa Water Slide - Minute To The Beach! EASTER OPEN, holiday 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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Ocean Front ~ No Streets To Cross!  Come And Enjoy A Memorable Beach Vacation!, holiday 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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Island Pearl - Bright & beachy w/ a private, heated pool-beach across the street, holiday 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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