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Holiday Homes in Pensacola Beach

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519 rentals in Pensacola Beach.
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Exquisite.. snow with beaches... ...the Perfect Luxury vacation Beach town home, holiday rental in Pensacola Beach

Exquisite.. snow with beaches... ...the Perfect Luxury vacation Beach town home

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Seas the day 3-level Townhome, 2 bed and 2.5 bath., holiday rental in Pensacola Beach

Seas the day 3-level Townhome, 2 bed and 2.5 bath.

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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UPSCALE 3 BR unit with OCEANFRONT views from each room- sleeps 9 comfortably, holiday rental in Pensacola Beach

UPSCALE 3 BR unit with OCEANFRONT views from each room- sleeps 9 comfortably

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Outstanding Gulf Front Condo with Amazing and Relaxing Gulf Views!, holiday rental in Pensacola Beach

Outstanding Gulf Front Condo with Amazing and Relaxing Gulf Views!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Chairs Included ($210 savings/wk)!  Gorgeous Condo! March-May SPECIALS!, holiday rental in Pensacola Beach

Beach Chairs Included ($210 savings/wk)! Gorgeous Condo! March-May SPECIALS!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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20th floor / Tower 2 Solid 5 star ⭐️ Reviews -20th floor Portofino, holiday rental in Pensacola Beach

20th floor / Tower 2 Solid 5 star ⭐️ Reviews -20th floor Portofino

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly Three-Story Townhome | Steps To The Beach!, holiday rental in Pensacola Beach

Family Friendly Three-Story Townhome | Steps To The Beach!

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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East Hill Bungalow #3  (4 bungalows on site, all with private entrances), holiday rental in Pensacola Beach

East Hill Bungalow #3 (4 bungalows on site, all with private entrances)

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Front Row seats to the Gulf of Mexico, holiday rental in Pensacola Beach

Front Row seats to the Gulf of Mexico

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Gulf Front Condo Renovated With Luxury Furnishings, Beach Chairs Included, holiday rental in Pensacola Beach

Gulf Front Condo Renovated With Luxury Furnishings, Beach Chairs Included

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pensacola Beach Gulf Front ☀️Beautiful & CLEAN☀️One Bedroom ��Regency Towers, holiday rental in Pensacola Beach

Pensacola Beach Gulf Front ☀️Beautiful & CLEAN☀️One Bedroom ��Regency Towers

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beachfront Town Home With Spectacular Beach Views. Just Steps Away To The Water, holiday rental in Pensacola Beach

Beachfront Town Home With Spectacular Beach Views. Just Steps Away To The Water

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Your Portofino Paradise Is Only A Phone Call Away! Tower 3, holiday rental in Pensacola Beach

Your Portofino Paradise Is Only A Phone Call Away! Tower 3

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Awesome Waterfront Condo on Pensacola Beach -  Walking Distance to Boardwalk, holiday rental in Pensacola Beach

Awesome Waterfront Condo on Pensacola Beach - Walking Distance to Boardwalk

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Watch Dolphin dance in the Gulf from the front porch!, holiday rental in Pensacola Beach

Watch Dolphin dance in the Gulf from the front porch!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Waterfront Condo with Spectacular Views & Great Rates! Steps To Beach!, holiday rental in Pensacola Beach

Beautiful Waterfront Condo with Spectacular Views & Great Rates! Steps To Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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See our reviews!! Beach front!! Family owned/managed!, holiday rental in Pensacola Beach

See our reviews!! Beach front!! Family owned/managed!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wonderful 5 bedroom private home.  Great Rate through the end of the year., holiday rental in Pensacola Beach

Wonderful 5 bedroom private home. Great Rate through the end of the year.

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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$95 February  Special...Hear OCEAN WAVES from Balcony !! Gulf View, holiday rental in Pensacola Beach

$95 February Special...Hear OCEAN WAVES from Balcony !! Gulf View

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Portofino Paradise. 2bd/2.5ba - Luxury Condo.  Unobstructed Gulf views.  T5, holiday rental in Pensacola Beach

Portofino Paradise. 2bd/2.5ba - Luxury Condo. Unobstructed Gulf views. T5

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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June 2017 $3,250 per week, holiday rental in Pensacola Beach

June 2017 $3,250 per week

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Gulf Front 2 Bedroom / 2 Bath Beach Condo at Starboard Village #212, holiday rental in Pensacola Beach

Beautiful Gulf Front 2 Bedroom / 2 Bath Beach Condo at Starboard Village #212

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Bay View!  Family Friendly Beach, Quiet Surf Sounds!, holiday rental in Pensacola Beach

Panoramic Bay View! Family Friendly Beach, Quiet Surf Sounds!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Experience the Beach Life at Emerald Isle 1203, holiday rental in Pensacola Beach

Experience the Beach Life at Emerald Isle 1203

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Gulf Front Condo, holiday rental in Pensacola Beach

Beautiful Gulf Front Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Renovated 2br/2.5ba Sleeps 7-Playstation 3 & Beach Chairs/Umbrella in Unit, holiday rental in Pensacola Beach

Renovated 2br/2.5ba Sleeps 7-Playstation 3 & Beach Chairs/Umbrella in Unit

2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Emerald Isle Spectacular View from 11th Floor Oceanfront Condo, holiday rental in Pensacola Beach

Emerald Isle Spectacular View from 11th Floor Oceanfront Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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15th Floor 'My Blue Heaven' Gulf Front 100 plus positive 5 Star ⭐️ reviews !, holiday rental in Pensacola Beach

15th Floor 'My Blue Heaven' Gulf Front 100 plus positive 5 Star ⭐️ reviews !

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sealife- A Luxury Beach Vacation, holiday rental in Pensacola Beach

Sealife- A Luxury Beach Vacation

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gulf View-Well stocked 5 Star ⭐️ Reviews-Tristan Towers 4th fl ‘Pelican Cove’, holiday rental in Pensacola Beach

Gulf View-Well stocked 5 Star ⭐️ Reviews-Tristan Towers 4th fl ‘Pelican Cove’

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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GORGEOUS VIEWS OF THE GULF, holiday rental in Pensacola Beach

GORGEOUS VIEWS OF THE GULF

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Pensacola Beach Luxury Town House, holiday rental in Pensacola Beach

Pensacola Beach Luxury Town House

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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3 BEDROOMS AT THE QUIET END OF PENSACOLA BEACH!!   GULF & BAY VIEWS., holiday rental in Pensacola Beach

3 BEDROOMS AT THE QUIET END OF PENSACOLA BEACH!! GULF & BAY VIEWS.

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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5 Stars ⭐️ Gulf Front 9th Floor ‘Changes in Altitude’ Gulf Front Condo 2/2, holiday rental in Pensacola Beach

5 Stars ⭐️ Gulf Front 9th Floor ‘Changes in Altitude’ Gulf Front Condo 2/2

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CLEAN and NEWLY Renovated!  Relaxed and Fun Decor.  2B/2B with W/D, holiday rental in Pensacola Beach

CLEAN and NEWLY Renovated! Relaxed and Fun Decor. 2B/2B with W/D

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Portofino Island Resort... Luxury Resort & Spa, holiday rental in Pensacola Beach

Portofino Island Resort... Luxury Resort & Spa

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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SPACIOUS CONDO ON BEACH W/ POOL Very Clean & Disinfected, holiday rental in Pensacola Beach

SPACIOUS CONDO ON BEACH W/ POOL Very Clean & Disinfected

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Give Your Family the Vacation You All Need at a Great Price! Inquiries Welcome, holiday rental in Pensacola Beach

Give Your Family the Vacation You All Need at a Great Price! Inquiries Welcome

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Your Own Little Slice of Heaven.  2017 Booking Fast!, holiday rental in Pensacola Beach

Your Own Little Slice of Heaven. 2017 Booking Fast!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Comfortable Beach Condo with  Great Gulf View from Balcony., holiday rental in Pensacola Beach

Comfortable Beach Condo with Great Gulf View from Balcony.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Gulf Front Pensacola Beach, Extra Sitting Room Master/Sleeps 8, holiday rental in Pensacola Beach

Gulf Front Pensacola Beach, Extra Sitting Room Master/Sleeps 8

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fall is a perfect time for Walks along the Beach and Amazing Sunsets!!!!, holiday rental in Pensacola Beach

Fall is a perfect time for Walks along the Beach and Amazing Sunsets!!!!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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*** Waterfront great views!  Boat access! ***, holiday rental in Pensacola Beach

*** Waterfront great views! Boat access! ***

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Creating Memories to Last a Lifetime, holiday rental in Pensacola Beach

Creating Memories to Last a Lifetime

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bikes, YOLO Boards! Steps to BEACH! 2 Living Rooms-3 bedrooms-SPACE!, holiday rental in Pensacola Beach

Bikes, YOLO Boards! Steps to BEACH! 2 Living Rooms-3 bedrooms-SPACE!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Excellent Rates, Waterfront & Many Amenities! Previously 112983, holiday rental in Pensacola Beach

Excellent Rates, Waterfront & Many Amenities! Previously 112983

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Upscale Home in Beautiful Gated Community, holiday rental in Pensacola Beach

Upscale Home in Beautiful Gated Community

5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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�Sunshine and Beautiful Beaches�, holiday rental in Pensacola Beach

�Sunshine and Beautiful Beaches�

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Updated Condo on Beautiful Pensacola Beach!, holiday rental in Pensacola Beach

Updated Condo on Beautiful Pensacola Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Renovated Waterfront Townhome On Little Sabine Bay, Just Steps From The Gulf, holiday rental in Pensacola Beach

Renovated Waterfront Townhome On Little Sabine Bay, Just Steps From The Gulf

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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