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Holmes Beach Holiday Rentals

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657 rentals in Holmes Beach.
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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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23 other travellers have booked this property
Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach, holiday rental in Holmes Beach

Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach

3 bedrooms
3 bathrooms
Sleeps 6
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7 other travellers have booked this property
Blue Bayou, holiday rental in Holmes Beach

Blue Bayou

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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16 other travellers have booked this property
3004 AVE E, holiday rental in Holmes Beach

3004 AVE E

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Coral Breeze (A) Perfect 2 bedroom/2 bathroom with private pool! Pet friendly, holiday rental in Holmes Beach

Coral Breeze (A) Perfect 2 bedroom/2 bathroom with private pool! Pet friendly

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 other travellers have booked this property
Bay Boulevard (ANN765), holiday rental in Holmes Beach

Bay Boulevard (ANN765)

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CURRENT SPECIAL: ANNA MARIA : BEAUTIFUL BEACHFRONT CONDO, 2+ BR. 2 bath, holiday rental in Holmes Beach

CURRENT SPECIAL: ANNA MARIA : BEAUTIFUL BEACHFRONT CONDO, 2+ BR. 2 bath

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fishful Thinking - a dream home with heated private pool - pet friendly, holiday rental in Holmes Beach

Fishful Thinking - a dream home with heated private pool - pet friendly

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1 other traveller has booked this property
$299 JAN or $399 FEB NIGHTLY 6 Bed 6.5 Bath 2 minutes to beach POOL SPA GARAGE, holiday rental in Holmes Beach

$299 JAN or $399 FEB NIGHTLY 6 Bed 6.5 Bath 2 minutes to beach POOL SPA GARAGE

6 bedrooms
7 bathrooms
Sleeps 14
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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Mi Herrmosa Casa - One story home with private heated pool; pet friendly, holiday rental in Holmes Beach

Mi Herrmosa Casa - One story home with private heated pool; pet friendly

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 other travellers have booked this property
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
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64 other travellers have booked this property
Sandcastle - Spacious home with amazing private pool - only minutes to beach!, holiday rental in Holmes Beach

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

2 bedrooms
2 bathrooms
Sleeps 4
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1 other traveller has booked this property
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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Anna Maria Island Private Tropical Garden Home, holiday rental in Holmes Beach

Anna Maria Island Private Tropical Garden Home

3 bedrooms
2 bathrooms
Sleeps 6
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25 other travellers have booked this property
3 Bedroom / 2 Bath Ground Level Cottage Near the Beach, holiday rental in Holmes Beach

3 Bedroom / 2 Bath Ground Level Cottage Near the Beach

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

PRIVATE POOL, WALK TO BEACH

3 bedrooms
3 bathrooms
Sleeps 8
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A Pearl of a Beach Home - with luxury private heated pool and hot tub, holiday rental in Holmes Beach

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

3 bedrooms
3 bathrooms
Sleeps 6
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32 other travellers have booked this property
Luxury Suite Near The Beach, holiday rental in Holmes Beach

Luxury Suite Near The Beach

2 bedrooms
2 bathrooms
Sleeps 4
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Gulf Beach Place - Just a few steps from the Beach *** OCTOBER SPECIAL ***, holiday rental in Holmes Beach

Gulf Beach Place - Just a few steps from the Beach *** OCTOBER SPECIAL ***

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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93 other travellers have booked this property
2 Bedroom / 2 Bath Ground Level Cottage, holiday rental in Holmes Beach

2 Bedroom / 2 Bath Ground Level Cottage

2 bedrooms
2 bathrooms
Sleeps 4
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
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Paradise Found. Free Internet. Combine with VRBO#972744 for larger groups., holiday rental in Holmes Beach

Paradise Found. Free Internet. Combine with VRBO#972744 for larger groups.

2 bedrooms
2 bathrooms
Sleeps 6
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
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AMI is a paradise destination!  Join us for some Fun in the sun �!, holiday 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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Private paradise w/ all the toys & golf cart!, holiday rental in Holmes Beach

Private paradise w/ all the toys & golf cart!

5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Can be rented with VRBO #639099 to accomodate up to 12 people and 8 cars, holiday rental in Holmes Beach

Can be rented with VRBO #639099 to accomodate up to 12 people and 8 cars

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MARCH MADNESS $3500 INCLUSIVE FOR THE WEEK DON'T MISS OUT, holiday rental in Holmes Beach

MARCH MADNESS $3500 INCLUSIVE FOR THE WEEK DON'T MISS OUT

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful 8 bedroom Luxury Home with private Pool and Spa! Just off the beach!, holiday rental in Holmes Beach

Beautiful 8 bedroom Luxury Home with private Pool and Spa! Just off the beach!

8 bedrooms
8 bathrooms
Sleeps 16
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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**** DIRECT BEACHFRONT (YES... THAT'S YOUR VIEW) CONDO SLEEPS 4, WITH POOL ****, holiday rental in Holmes Beach

**** DIRECT BEACHFRONT (YES... THAT'S YOUR VIEW) CONDO SLEEPS 4, WITH POOL ****

1 bedroom
1 bathroom
Sleeps 4
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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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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Fun Family Vacation Home with a WATERSLIDE! Close to beach!, holiday rental in Holmes Beach

Fun Family Vacation Home with a WATERSLIDE! Close to beach!

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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WELCOME BACK TO ANNA MARIA ISLAND! WE ARE OPEN! COME ENJOY THE BEACH!, holiday rental in Holmes Beach

WELCOME BACK TO ANNA MARIA ISLAND! WE ARE OPEN! COME ENJOY THE BEACH!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxury, beachside home w/private pool  - tranquil, close to everything!, holiday rental in Holmes Beach

Luxury, beachside home w/private pool - tranquil, close to everything!

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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4 Bed/3 Bath BUNGALOW Heated Pool & Spa Bikes Kayaks free Wi-Fi, holiday rental in Holmes Beach

4 Bed/3 Bath BUNGALOW Heated Pool & Spa Bikes Kayaks free Wi-Fi

4 bedrooms
3 bathrooms
Sleeps 8
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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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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����� COME RELAX IN THIS POOL HOME CLOSE TO BEACH!, holiday rental in Holmes Beach

����� COME RELAX IN THIS POOL HOME CLOSE TO BEACH!

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Bright and sunny luxury vacation home, one block to the beach w/ Pool and Spa!, holiday rental in Holmes Beach

Bright and sunny luxury vacation home, one block to the beach w/ Pool and Spa!

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Panoramic rooftop view, view from unit, 1 minute walk to beach, heated pool, holiday rental in Holmes Beach

Panoramic rooftop view, view from unit, 1 minute walk to beach, heated pool

2 bedrooms
2 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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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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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
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LAST MINUTE 2017 One Block To Beach. West Of Gulf Duplex With 2 Beds / 2 Baths, holiday rental in Holmes Beach

LAST MINUTE 2017 One Block To Beach. West Of Gulf Duplex With 2 Beds / 2 Baths

2 bedrooms
2 bathrooms
Sleeps 4
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
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Island Pearl - Bright and beachy with a private pool - beach across the street!, holiday rental in Holmes Beach

Island Pearl - Bright and beachy with a private pool - beach across the street!

4 bedrooms
4 bathrooms
Sleeps 8
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