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Holiday Homes in Santa Rosa Beach

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1645 rentals in Santa Rosa Beach.
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30A Beautifully Remodeled Studio DIRECTLY across from the Beach - The Sonny Spot, holiday rental in Santa Rosa Beach

30A Beautifully Remodeled Studio DIRECTLY across from the Beach - The Sonny Spot

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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‘'Island Style'  3BR/3BA in Beach Front Building off 30A! beaches open May 1st!, holiday rental in Santa Rosa Beach

‘'Island Style' 3BR/3BA in Beach Front Building off 30A! beaches open May 1st!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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*Breathtaking View of Emerald Water*Pool*Free WiFi & Parking*Tennis Court*Grill*, holiday rental in Santa Rosa Beach

*Breathtaking View of Emerald Water*Pool*Free WiFi & Parking*Tennis Court*Grill*

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful owner-managed beach home. Walk to beach, trail, restaurants, shops, holiday rental in Santa Rosa Beach

Beautiful owner-managed beach home. Walk to beach, trail, restaurants, shops

4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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4BR Home South of 30A!  Views of the Gulf, Sleeps 16!!!  Free WIFI, holiday rental in Santa Rosa Beach

4BR Home South of 30A! Views of the Gulf, Sleeps 16!!! Free WIFI

4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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In Seagrove 'Sugaree' is a 1BRM Guest Cottage steps to the beach!, holiday rental in Santa Rosa Beach

In Seagrove 'Sugaree' is a 1BRM Guest Cottage steps to the beach!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Remodeled 2020  Gulf front Private condo, holiday rental in Santa Rosa Beach

Remodeled 2020 Gulf front Private condo

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Azure:  Brand New Construction Yards from Beach, holiday rental in Santa Rosa Beach

Azure: Brand New Construction Yards from Beach

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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'Never Miss A Sunset' - 2BR/2BA condo just steps from the beach!, holiday rental in Santa Rosa Beach

'Never Miss A Sunset' - 2BR/2BA condo just steps from the beach!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Summer's Shell- Heart of 30A!, holiday rental in Santa Rosa Beach

Summer's Shell- Heart of 30A!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Smith House -  Updated Historic Charm, holiday rental in Santa Rosa Beach

The Smith House - Updated Historic Charm

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Goodnight Moon: Newly Renovated Grayton Beach Cottage - 4 Bikes Included!, holiday rental in Santa Rosa Beach

Goodnight Moon: Newly Renovated Grayton Beach Cottage - 4 Bikes Included!

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful House in Old Seagrove with Pool, Walking Distance to Seaside!, holiday rental in Santa Rosa Beach

Beautiful House in Old Seagrove with Pool, Walking Distance to Seaside!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Best Beach,Best Condo,Best Price, All Inclusive!, holiday rental in Santa Rosa Beach

Best Beach,Best Condo,Best Price, All Inclusive!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful home in Cassine Village, holiday rental in Santa Rosa Beach

Beautiful home in Cassine Village

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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PERFECT 2-KING BED + BUNKS M2 BLDG, 5-STARS, 1 BLK to BEACH on 30A, Pools, Lake!, holiday rental in Santa Rosa Beach

PERFECT 2-KING BED + BUNKS M2 BLDG, 5-STARS, 1 BLK to BEACH on 30A, Pools, Lake!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront, private dock, 5 min walk to beach, 2 SUP boards, kayaks & 5 bikes, holiday rental in Santa Rosa Beach

Waterfront, private dock, 5 min walk to beach, 2 SUP boards, kayaks & 5 bikes

4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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‘Dawn Patrol' - You Finally Found It!, holiday rental in Santa Rosa Beach

‘Dawn Patrol' - You Finally Found It!

7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4--COME TO THE BEACH & ENJOY 30A!!, holiday rental in Santa Rosa Beach

EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4--COME TO THE BEACH & ENJOY 30A!!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beachfront 2 BD; 2 BA + Bunks: Total Renovation! Same owners of Azul, holiday rental in Santa Rosa Beach

Beachfront 2 BD; 2 BA + Bunks: Total Renovation! Same owners of Azul

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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“Stoked” - Grayton Beach Surf Shack”, holiday rental in Santa Rosa Beach

“Stoked” - Grayton Beach Surf Shack”

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Totally Renovated Oceanfront Condo...Bikes and Beach Service included!, holiday rental in Santa Rosa Beach

Totally Renovated Oceanfront Condo...Bikes and Beach Service included!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Seagrove, Gulf Front, Private Beach,Top Floor, Free Beach setups, Free internet, holiday rental in Santa Rosa Beach

Seagrove, Gulf Front, Private Beach,Top Floor, Free Beach setups, Free internet

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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LOOK!!  Private Beach, 2 KINGS, 2 QUEENS, #1 Reviewed, Free Beach Service!, holiday rental in Santa Rosa Beach

LOOK!! Private Beach, 2 KINGS, 2 QUEENS, #1 Reviewed, Free Beach Service!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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'Fun and Games' in Summers Edge-Cancellation Policy currently relaxed, holiday rental in Santa Rosa Beach

'Fun and Games' in Summers Edge-Cancellation Policy currently relaxed

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beach Front Townhome on the Gulf! Huge Deck, Heated Pool, holiday rental in Santa Rosa Beach

Beach Front Townhome on the Gulf! Huge Deck, Heated Pool

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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I See The Sea! From this delightful Eastern Shores Condo Seagrove FL., holiday rental in Santa Rosa Beach

I See The Sea! From this delightful Eastern Shores Condo Seagrove FL.

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea la vie, Preserve at Grayton Beach 4BR/4BA, Walk to Beach, holiday rental in Santa Rosa Beach

Sea la vie, Preserve at Grayton Beach 4BR/4BA, Walk to Beach

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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OCEAN FRONT CORNER UNIT 2 BEDROOM CONDO LOCATED 1 MILE FROM SEASIDE, holiday rental in Santa Rosa Beach

OCEAN FRONT CORNER UNIT 2 BEDROOM CONDO LOCATED 1 MILE FROM SEASIDE

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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30A Beach Cottage - Gated, Private Beach, Heated Pool & Free Bikes/Beach Gear!, holiday rental in Santa Rosa Beach

30A Beach Cottage - Gated, Private Beach, Heated Pool & Free Bikes/Beach Gear!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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2 master suites, enjoy the beautiful emerald waters of the Gulf of Mexico., holiday rental in Santa Rosa Beach

2 master suites, enjoy the beautiful emerald waters of the Gulf of Mexico.

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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AZUL!  Beachfront Seagrove/Seaside Condo. Your Ideal 30A Destination!, holiday rental in Santa Rosa Beach

AZUL! Beachfront Seagrove/Seaside Condo. Your Ideal 30A Destination!

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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5 king suites, private pool, huge porches, best kitchen on 30-A,  rave reviews!, holiday rental in Santa Rosa Beach

5 king suites, private pool, huge porches, best kitchen on 30-A, rave reviews!

6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Best Reviews! Best Prices! - Fully Equipped! Newly Updated! HBO, TIVO-DVR, holiday rental in Santa Rosa Beach

Best Reviews! Best Prices! - Fully Equipped! Newly Updated! HBO, TIVO-DVR

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Jake's Place Grayton Beach  -Private Pool, holiday rental in Santa Rosa Beach

Jake's Place Grayton Beach -Private Pool

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Flamingo Cottage 50 Yards to Private Beach/Gated/New Heated Pool/Garage, holiday rental in Santa Rosa Beach

Flamingo Cottage 50 Yards to Private Beach/Gated/New Heated Pool/Garage

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful home in Cassine Village, holiday rental in Santa Rosa Beach

Beautiful home in Cassine Village

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Unit closest to the beach that everyone wants to stay in. Booking for 2018., holiday rental in Santa Rosa Beach

The Unit closest to the beach that everyone wants to stay in. Booking for 2018.

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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'14 STEPS' A Great  Family Getaway!!, holiday rental in Santa Rosa Beach

'14 STEPS' A Great Family Getaway!!

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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9H,NOON CHECK-IN,4 MIN. WALK to BEACH,BEST CONDO BEST VALUE,POTTERY BARN DECOR, holiday rental in Santa Rosa Beach

9H,NOON CHECK-IN,4 MIN. WALK to BEACH,BEST CONDO BEST VALUE,POTTERY BARN DECOR

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Exclusive Beach District, your 'HAPPY PLACE!' Biggest outdoor living - 9 porches, holiday rental in Santa Rosa Beach

Exclusive Beach District, your 'HAPPY PLACE!' Biggest outdoor living - 9 porches

7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Gulf Place Premier Top Floor Unit,  beautifully maintained , Upscale Furnishings, holiday rental in Santa Rosa Beach

Gulf Place Premier Top Floor Unit, beautifully maintained , Upscale Furnishings

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Heart Shell Cottage ~ Charming Beach House ~Heated Pool~ 250 Steps to the Beach, holiday rental in Santa Rosa Beach

Heart Shell Cottage ~ Charming Beach House ~Heated Pool~ 250 Steps to the Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Free pool heating! 15% Off Remaining April/May weeks! Read our 5 Star Reviews!, holiday rental in Santa Rosa Beach

Free pool heating! 15% Off Remaining April/May weeks! Read our 5 Star Reviews!

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Fresh renovation in 2020, Close to Seaside and Beach, holiday rental in Santa Rosa Beach

Fresh renovation in 2020, Close to Seaside and Beach

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Happy Mermaid-1 Story Cottage on 30A-Fabulous Reviews-Short Walk to Beach, holiday rental in Santa Rosa Beach

Happy Mermaid-1 Story Cottage on 30A-Fabulous Reviews-Short Walk to Beach

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gulf Place Caribbean - Top Rated Condo on 30-A,  Heated Pool, Wi-Fi & Netflix, holiday rental in Santa Rosa Beach

Gulf Place Caribbean - Top Rated Condo on 30-A, Heated Pool, Wi-Fi & Netflix

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private heated pool, 2 master suites; 4  br; 4 1/2 b; walk to beach, 30A, holiday rental in Santa Rosa Beach

Private heated pool, 2 master suites; 4 br; 4 1/2 b; walk to beach, 30A

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Updated 211 Cabanas w/2 Beach Chairs & Umbrella set up on beach, holiday rental in Santa Rosa Beach

Updated 211 Cabanas w/2 Beach Chairs & Umbrella set up on beach

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Seagrove Beach: Architect-designed In Cassine Village - Absolutely Gorgeous!, holiday rental in Santa Rosa Beach

Seagrove Beach: Architect-designed In Cassine Village - Absolutely Gorgeous!

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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