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Vacation Rentals near Santa Rosa Island

Pensacola, Florida
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    All 200 Rentals in Pensacola
    Stay in the Beach Front Penthouse!! And for the Same Price as all the Others!!1 / 26
    (28)Very good
    32.2 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    21.9 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    18.9 miles from Santa Rosa Island
    2 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    The Gathering House in Pensacola1 / 36
    (3)Excellent
    20.0 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    East hill cottage✨10 min to Downtown✨1 / 11
    (2)Very good
    18.9 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    21.0 miles from Santa Rosa Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Family friendly one bedroom/one bath In Grand Caribbean East1 / 13
    (28)Excellent
    32.1 miles 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
    Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear1 / 27
    (17)Excellent
    32.1 miles 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
    Banana Bay 6083 Townhome - Waterfront + Fab Views & Amenities!1 / 45
    (3)Excellent
    32.2 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Rated #1(VRBO) Includes ground floor storage stocked with chairs and umbrellas.1 / 26
    (56)Excellent
    32.0 miles 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
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    East Hill cottage retreat, perfect for couples, newly renovated1 / 31
    (27)Excellent
    18.8 miles from Santa Rosa Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    (PRIVATE ENTRANCE AND UNIT) PGS is Dog Friendly & 4 min from Downtown bars, art,1 / 15
    (8)Very good
    20.4 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Cute Cottage Getaway Downtown!1 / 6
    (6)Excellent
    19.2 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    La Playa 1202- Beach Front Views with Luxurious Amenities!1 / 47
    (9)Excellent
    32.1 miles 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
    Private Patio Gate Accesses Pool Area1 / 14
    (36)Excellent
    32.1 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    1 bdrm. Pensacola home in convenient location. Close to mall, downtown and beach1 / 9
    (4)Excellent
    19.6 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Snowbird-friendly beach condo w/ a shared pool, patio, full kitchen, & more1 / 28
    (34)Very good
    32.1 miles 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
    Bring your boat to this waterfront home in Perdido Key w/ a dock & large patio!1 / 45
    (4)Excellent
    29.9 miles from Santa Rosa Island
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Beach Colony East 7A- Beach Front unit with large terrace & amazing views!1 / 33
    (17)Excellent
    32.2 miles 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
    BEACH FRONT PARADISE - 4 bedroom - Gated Community - witih Opt. 30 ft Boat Slip1 / 39
    (26)Excellent
    32.2 miles from Santa Rosa Island
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Snowbird-friendly w/ shared pool & beautiful ocean views - walk to the beach!1 / 35
    (23)Very good
    32.1 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Vista Del Mar 304-Luxury Unit w/Beach Views, Large Terrace & Amazing Interior1 / 48
    (6)Excellent
    31.7 miles 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
    Executive Style Florida Home looking for a Family***FREE HIGHSPEED WI-FI & Cable1 / 18
    (14)Excellent
    22.3 miles from Santa Rosa Island
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    August is open! Gulf front 3 Bed/3 Bath for FUN IN THE SUN!1 / 26
    (30)Very good
    32.2 miles 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
    COZY HOME 20min from Beach, close to city !1 / 44
    (26)Excellent
    18.5 miles from Santa Rosa Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Posh Beach Colony Penthouse- Beach Chic Decor & Direct Gulf Views!1 / 32
    (10)Excellent
    32.2 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    The grass is greener on this side of the fence.1 / 18
    (6)Very good
    19.2 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Quiet, Cozy, 1 Bedroom Condo that is close to the Naval Air Base, & the beaches!1 / 21
    (2)Excellent
    25.5 miles 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
    Beach Colony East 8C- Beach Front unit with large terrace & amazing views!1 / 30
    (7)Excellent
    32.1 miles 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
    Best Value and Location on the Key!1 / 34
    (68)Very good
    32.1 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Beach Colony East Penthouse 16B-Beach Front unit with amazing views!1 / 37
    (4)Excellent
    32.2 miles 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
    An Invitation to OASIS Lavallet in Beautiful Pensacola for 6-10 ppl, 3 BR w/POOL1 / 44
    (6)Excellent
    17.5 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 11
    Fabulous East End Unit at Beach Colony Resort1 / 33
    (18)Excellent
    32.2 miles 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
    Sunset Point on the Bay1 / 27
    (3)Very good
    13.1 miles from Santa Rosa Island
    4 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 15
    Little Red House *Summer Getaway* *Downtown Events *1 / 9
    (10)Excellent
    19.1 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Amazing pool home on the Gulf Coast1 / 21
    (30)Very good
    13.3 miles from Santa Rosa Island
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Beach Colony Resort Gulf Paradise 10th Floor1 / 34
    (13)Excellent
    32.2 miles 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
    Beach Colony East 13C-Beach Front unit with large terrace & amazing view!1 / 36
    (1)Excellent
    32.1 miles 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
    A beach themed studio apartment that sleeps up to 41 / 9
    (4)Average
    22.0 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Gorgeous carriage house close to everything!1 / 26
    (43)Excellent
    18.2 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    HANDICAPPED ACCESABLE 3/2  Near Navy Base-Beaches-Shopping-Restaurants-Golf1 / 27
    (65)Excellent
    25.6 miles from Santa Rosa Island
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Downtown Dreams is now available in Historic North Hill1 / 22
    (6)Very good
    19.8 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    The 'Jesse', a 1903 cottage in Historic District of downtown Pensacola.1 / 20
    (38)Excellent
    18.7 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL1 / 43
    (49)Excellent
    32.0 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Indoor Pool
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful Newly Renovated House in the Heart of Downtown Pensacola!1 / 39
    (1)Excellent
    19.3 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Enjoy spectacular views of sugar sand beach front from huge balcony1 / 47
    (62)Excellent
    32.2 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sandy Key 825- Beautiful 2 bedroom unit with breathtaking views!1 / 25
    (27)Excellent
    32.0 miles 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
    Northeast Pensacola. Beaches, Bases, Everything!1 / 22
    (10)Very good
    21.5 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!1 / 46
    (85)Excellent
    32.0 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • DVD Player
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    Pet friendly
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    Location Information
    Pensacola, Florida Panhandle
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Vacation Condo's Rental Ban Lifted - WE ARE OPEN FOR BUSINESS1 / 50
    (13)Excellent
    32.2 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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