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Vacation Rentals nearby Santa Rosa Island

Pensacola, Florida
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    Travellers to Pensacola are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    All 875 Rentals in Pensacola
    35.1 kilometres from Santa Rosa Island
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Great energy in home1 / 10
    (2)Excellent
    32.6 kilometres from Santa Rosa Island
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Cozy 2/2.5 Queen Master Suite with private balcony gardenview1 / 20
    (3)Average
    30.4 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    The Gathering House in Pensacola1 / 36
    (24)Excellent
    32.2 kilometres from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    East side cottage✨10 min to Downtown✨1 / 10
    (6)Very good
    30.9 kilometres from Santa Rosa Island
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    33.6 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Gorgeous La Playa Corner 4BR4.5BA! Updates Throughout!1 / 29
    (10)Excellent
    51.8 kilometres from Santa Rosa Island
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    La Playa 1202- Beach Front Views with Luxurious Amenities!1 / 35
    (10)Excellent
    51.8 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    On the Scenic of Pensacola1 / 42
    (49)Excellent
    29.8 kilometres from Santa Rosa Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Vista Del Mar 303-Luxury Unit w/Beach Views, Large Terrace & Amazing Interior1 / 29
    (10)Excellent
    51.1 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Beach Colony East 13C-Beach Front unit with large terrace & amazing view!1 / 29
    (7)Excellent
    51.8 kilometres from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming ranch style home with a private patio in quiet neighborhood.1 / 24
    (17)Excellent
    31.6 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!1 / 23
    (30)Excellent
    51.9 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    **Coastal Luxury & Comfort**  Best location1 / 41
    (24)Excellent
    32.3 kilometres from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Downtown Dreams now available in Historic North Hill1 / 22
    (16)Very good
    31.8 kilometres from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    51.8 kilometres from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Rated #1(VRBO) Includes ground floor storage stocked with chairs & umbrellas.1 / 31
    (82)Excellent
    51.6 kilometres from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    21.5 kilometres from Santa Rosa Island
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    Perdido Key/Pensacola Pass sleeps 141 / 46
    (73)Very good
    48.0 kilometres from Santa Rosa Island
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Beach Colony East 8A- Beach Front unit with large terrace & amazing views!1 / 37
    (27)Very good
    51.8 kilometres from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Reviewed December 26, 2020
    We stay at VRBO's often with mixed results...this condo is by far top of the bunch. CLEAN, NEW DECOR, High end furniture in great condition, fantastic layout for our family...
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!1 / 22
    (31)Excellent
    51.8 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    Saufley House - Intracoastal Beach Cottage, Perdido Key, FL1 / 27
    (73)Excellent
    52.3 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Guest Suite central to everything1 / 11
    (7)Very good
    35.9 kilometres from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    51.6 kilometres from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Bright & Sunny Beach Colony Condo, Directly Beachfront Amazing Views!1 / 28
    (36)Excellent
    51.9 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    51.8 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Little Red House *Now Booking For Fall!1 / 9
    (23)Excellent
    30.6 kilometres from Santa Rosa Island
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony1 / 47
    (81)Excellent
    51.9 kilometres from Santa Rosa Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor1 / 29
    (70)Excellent
    51.5 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Vacation Paradise at Purple Parrot Resort  Relax at the Tiki Bar New on1 / 22
    (63)Excellent
    51.7 kilometres from Santa Rosa Island
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    High End Gulf Front La Playa Unit, Large Beachfront Balcony & Fab Views!1 / 29
    (14)Excellent
    51.8 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Poolside unit! Book now for Summer 20201 / 24
    (18)Excellent
    51.6 kilometres from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    30.3 kilometres from Santa Rosa Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    (PRIVATE ENTRANCE AND UNIT) PGS is Dog Friendly & 4 min from Downtown bars, art,1 / 13
    (10)Very good
    32.6 kilometres from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Email Me!!  Corner Unit!  Beautiful Views!1 / 29
    (93)Excellent
    51.9 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    35.5 kilometres from Santa Rosa Island
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 1
    Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL1 / 42
    (101)Excellent
    51.5 kilometres from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    New Retreat ,  FREE Bikes,  Walk to everything ! Enhanced Cleaning1 / 47
    (27)Excellent
    31.5 kilometres from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    La Playa 202- Luxury Beach Front Unit with Stunning Views!1 / 39
    (5)Excellent
    51.8 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL1 / 29
    (146)Excellent
    51.6 kilometres from Santa Rosa Island
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Beach Colony East 7A- Beach Front unit with large terrace & amazing views!1 / 29
    (28)Very good
    51.9 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Fabulous East End Unit at Beach Colony Resort1 / 38
    (42)Excellent
    51.9 kilometres from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Downtown Dreams is now available in Historic North Hill1 / 22
    (8)Excellent
    31.8 kilometres from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    The 'Jesse', a 1903 cottage in Historic District of downtown Pensacola.1 / 20
    (94)Excellent
    30.2 kilometres from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sandy Key 825- Beautiful 2BR unit with amazing views! CALL FOR DISCOUNT1 / 29
    (36)Very good
    51.6 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Family home , Large salt water pool (not heated) and tropical courtyard1 / 20
    (35)Excellent
    29.9 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Fantastic Beach Colony Condo- Spacious, Luxurious & Directly Beachfront!1 / 25
    (26)Very good
    51.8 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear1 / 26
    (57)Excellent
    51.6 kilometres from Santa Rosa Island
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Beach Colony East 5A- Beach Front unit with large terrace & amazing views!1 / 29
    (17)Excellent
    51.8 kilometres from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Snowbird-friendly w/ shared pool & beautiful ocean views - walk to the beach!1 / 35
    (29)Very good
    51.7 kilometres from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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