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Vacation Rentals near Santa Rosa Island

Pensacola, Florida
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    All 1,330 Rentals in Pensacola
    NO CLEANING FEES, PET FRIENDLY, SLEEPS 8 PLUS, HOME NEAR TO DOWNTOWN & BEACHES!1 / 26
    21.9 miles from Santa Rosa Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great energy in home1 / 10
    (2)Excellent
    20.2 miles 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
    18.8 miles from Santa Rosa Island
    2 Bedrooms, 4 Bathrooms, Sleeps 2 Quick View
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    The Gathering House in Pensacola1 / 30
    (24)Excellent
    20.0 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    East side cottage✨10 min to Downtown✨1 / 11
    (6)Very good
    19.2 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
    Quiet, Private, Comfy 2 BD, 3 TVs, 15 min to Beach1 / 20
    20.9 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
    Luxe Beach Colony Corner Unit-Completely Updated, Fab Views Call Now!1 / 30
    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
    Gorgeous La Playa Corner 4BR4.5BA! Updates Throughout!1 / 30
    32.1 miles 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 / 30
    (10)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
    CHARMING HOME PENSACOLA�1 / 30
    (49)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
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    Vista Del Mar 303-Luxury Unit w/Beach Views, Large Terrace & Amazing Interior1 / 30
    (10)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
    Beach Colony East 13C-Beach Front unit with large terrace & amazing view!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
    Charming ranch style home with a private patio in quiet neighborhood.1 / 25
    (17)Excellent
    19.6 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Chic Updated Beach Colony Unit, on Gulf with Large Balcony & Best Views!1 / 30
    (30)Excellent
    32.2 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    **Coastal Luxury & Comfort** Best location1 / 30
    (24)Excellent
    19.9 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
    Downtown Dreams now available in Historic North Hill1 / 22
    (16)Very good
    19.8 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
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    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sandy Key 3 BR ON GULF, Newly Updated with Incredible Views! BOOK DIRECT!1 / 30
    (47)Very good
    32.0 miles from Santa Rosa Island
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    VRBO Rated #1 Sandy Key 424 Includes ground floor storage w/ chairs & umbrellas.1 / 30
    32.0 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Perdido Key/Pensacola Pass sleeps 141 / 30
    (73)Very good
    29.8 miles from Santa Rosa Island
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Beautiful, cozy, quiet, friendly, 3 miles from everything including nightlife.1 / 13
    (13)Excellent
    20.2 miles from Santa Rosa Island
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Beach Colony East 8A- Beach Front unit with large terrace & amazing views!1 / 30
    (27)Very good
    32.2 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Excellent condo and fantastic location!
    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 8
    Fabulous Beach Colony Penthouse on Gulf- Incredible Beach Views!1 / 30
    (31)Excellent
    32.2 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Saufley House - Intracoastal Beach Cottage, Perdido Key, Florida1 / 27
    (73)Excellent
    32.5 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
    Vista Del Mar 206-Luxury Unit w/Beach Views, Large Terrace & Amazing Interior1 / 30
    (3)Excellent
    31.7 miles from Santa Rosa Island
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 9
    Our 8th floor condominium has unobstructed views of the Gulf of Mexico.1 / 28
    (69)Excellent
    32.1 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Waterfront
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    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Newly Updated Beach Colony Penthouse- Escape to Paradise on the Key!1 / 30
    (15)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
    Family Fun, Couples Retreat, or Snowbird Escape; Make Memories at 212E1 / 19
    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
    Bright & Sunny Beach Colony Condo, Directly Beachfront Amazing Views!1 / 29
    (36)Excellent
    32.2 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
    Beach Colony East 8C- Beach Front unit with large terrace & amazing views!1 / 30
    (8)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
    Little Red House *Downtown Cute Cozy Cottage.1 / 10
    (23)Excellent
    19.0 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
    La Playa End Unit Directly on Gulf- Huge Wrap-Around Balcony, Fab Views!1 / 30
    (13)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
    Enjoy premier views of sugar sand beach and glorious sunsets on a huge balcony1 / 30
    32.2 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
    Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Spectacular balcony & condo1 / 30
    (70)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
    Vacation Paradise at Purple Parrot Resort Relax at the Tiki Bar New on1 / 23
    (63)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
    High End Gulf Front La Playa Unit, Large Beachfront Balcony & Fab Views!1 / 30
    (14)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 ENTRANCE AND UNIT) PGS is Dog Friendly & 4 min from Downtown bars, art,1 / 14
    20.2 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
    Waterfront Luxury Condo with Fantastic 8th Floor View!1 / 30
    (55)Excellent
    28.7 miles from Santa Rosa Island
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Email Me!! Corner Unit! Beautiful Views!1 / 30
    (93)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
    Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL1 / 30
    32.0 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
    Experience the Heart of Pensacola from Our Chic & Convenient Downtown Retreat!1 / 30
    19.5 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pensacola, Florida Panhandle
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    La Playa 202- Luxury Beach Front Unit with Stunning Views!1 / 30
    (5)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
    HangLoose14AD-Beautiful Beach Cottage* the Purple Parrot Resort/Perdido Key FL1 / 30
    32.0 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
    Beach Colony East 7A- Beach Front unit with large terrace & amazing views!1 / 30
    (28)Very good
    32.2 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Fabulous East End Unit at Beach Colony Resort1 / 30
    (42)Excellent
    32.2 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Downtown Dreams with Bicycles Included!1 / 22
    (8)Excellent
    19.8 miles from Santa Rosa Island
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 1 Bathroom, Sleeps 2
    The "Jesse", a 1903 cottage in Historic District of downtown Pensacola.1 / 20
    (94)Excellent
    18.7 miles from Santa Rosa Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Location Information
    Pensacola, Florida Panhandle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sandy Key 825- Beautiful 2BR with amazing views!1 / 30
    (36)Very good
    32.0 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
    Family home , Large salt water pool (not heated) and tropical courtyard1 / 21
    (35)Excellent
    18.5 miles from Santa Rosa Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Pensacola, Florida Panhandle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Updated Gulf Front Beach Colony End Unit- Spectacular Views, Book Today!1 / 30
    (25)Excellent
    32.2 miles from Santa Rosa Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Fantastic Beach Colony Condo- Spacious, Luxurious & Directly Beachfront!1 / 26
    (26)Very good
    32.2 miles from Santa Rosa Island
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Location Information
    Pensacola, Florida Panhandle
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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