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    Gulfport Luxury Holiday Homes

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      Travellers to Gulfport are booking October dates now. Secure your holiday rental today, and have the perfect trip.
      24 Matching Rentals in GulfportView all 166 rentals
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      Large Terrace Condo w/ WiFi, 3 Resort Pools & Fitness Center1 / 29
      4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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      Enjoy Spectacular Beach & Pool Views Plus Resort Amenities at this Lovely Condo1 / 28
      3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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      Beach View Condo w/ WiFi, Resort Pool & Fitness Center Access1 / 33
      3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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      Gulf Views Condo w/ WiFi, Spa Services, Indoor & Outdoor Pool Access1 / 35
      3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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      • Terrace
      • Washer
      • Hot Tub
      • Internet Access
      • Patio
      • DVD Player
      • Balcony
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      Add some Italian Flavor to your Gulf Coast Escape in Sienna, a Mediterranean Marvel. You'll transport to the Old World the minute you see the Terra Cotta Façade. You are sure to Relax in Luxury in this Spacious Professionally Decorated Condo. Sienna offers Incredible Gulf Views from a Private...
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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      Sunny Condo w/ WiFi, Spa Services, Gym, Indoor & Outdoor Pool Access1 / 30
      3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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      • Terrace
      • Washer
      • Internet Access
      • Balcony
      • Hot Tub
      • Patio
      • DVD Player
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      Add some Italian Flavor to your Gulf Coast Escape in Sienna, a Mediterranean Marvel. You'll transport to the Old World the minute you see the Terra Cotta Façade. You are sure to Relax in Luxury in this Spacious Professionally Decorated Condo. Sienna offers Incredible Gulf Views from a Private...
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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      Balcony Condo w/ WiFi, Spa Services, Gym, Indoor & Outdoor Pool Access1 / 28
      2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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      • Hot Tub
      • Washer
      • DVD Player
      • Terrace
      • Internet Access
      • Patio
      • Balcony
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      Add some Italian Flavor to your Gulf Coast Escape in Sienna, a Mediterranean Marvel. You'll transport to the Old World the minute you see the Terra Cotta Façade. You are sure to Relax in Luxury in this Spacious Professionally Decorated Condo. Sienna offers Incredible Gulf Views from a Private...
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      Gulfport, Mississippi 39507
      Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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      Large Balcony Condo near Beach w/ WiFi, Resort Pool & Fitness Center Access1 / 21
      4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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      • Internet Access
      • Hot Tub
      • Balcony
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      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 4 bedroom 2 bath condo offers breathe taking views of the Gulf of Mexico from the 9th floor. This unit has a full size sofa sleeper allowing it to sleep up to 10 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and all of Your Family Entertainment Needs....
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      Gulfport, Mississippi 39507
      Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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      Legacy Condo near Beach & Casinos w/ WiFi, Resort Pools & Gym Access1 / 33
      3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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      • Hot Tub
      • DVD Player
      • Washer
      • Balcony
      • Terrace
      • Grill
      • Internet Access
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 3 bedroom 2 bath condo offers breathtaking views of the Gulf of Mexico from the 13th floor. This unit boasts beautiful new flooring and has no carpeting. It has a full size sofa sleeper allowing it to sleep up to 8 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's,...
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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      Deluxe Condo w/ Great Views, WiFi, Spa Services, Indoor & Outdoor Pools1 / 29
      3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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      • Internet Access
      • Patio
      • Balcony
      • Hot Tub
      • DVD Player
      • Terrace
      • Washer
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      Add some Italian Flavor to your Gulf Coast Escape in Sienna, a Mediterranean Marvel. You'll transport to the Old World the minute you see the Terra Cotta Façade. You are sure to Relax in Luxury in this Spacious Professionally Decorated Condo. Sienna offers Incredible Gulf Views from a Private...
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      Location Information
      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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      Legacy II Condo w/ Beautiful Pool & Ocean Views and Access to 3 Resort Pools1 / 32
      3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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      • Terrace
      • Grill
      • Washer
      • Internet Access
      • DVD Player
      • Balcony
      • Hot Tub
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 3 bedroom 3 bath condo offers breathe taking views of the Gulf of Mexico from the 7th floor. This unit has a twin bunk bed in one of the bedrooms allowing it to sleep up to 10 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and all of Your Family...
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      Location Information
      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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      7th Floor Legacy I Condo w/ Balcony, Access to 3 Pools & Spectacular Gulf Views1 / 31
      3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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      • Hot Tub
      • Balcony
      • Internet Access
      • DVD Player
      • Terrace
      • Grill
      • Washer
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 3 bedroom 2 bath condo offers breathe taking views of the Gulf of Mexico from the 7th floor. This unit has a full size sofa sleeper allowing it to sleep up to 8 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and all of Your Family Entertainment Needs....
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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      Legacy Towers - Legacy I 12081 / 24
      3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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      • Internet Access
      • Hot Tub
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      • Balcony
      • Terrace
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      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 3 bedroom 3 bath condo offers breathe taking views of the Gulf of Mexico from the 12th floor. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and all of Your Family Entertainment Needs. Legacy offers a True Luxurious Escape. Each Condo is individually Decorated...
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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      Luxury Penthouse Condo w/ Balcony Views, WiFi, Hot Tub & Resort Pools Access1 / 31
      3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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      • DVD Player
      • Terrace
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      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      Extra large and oh, so spacious Penthouse with 2,300 sq. ft. of luxurious furnishings, including many beautiful antiques. End unit with lots of windows and breathtaking view. Oversized balcony overlooking the Gulf. Vacation in the Lap of Luxury at Legacy Towers. Stainless Appliances, Antique...
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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      Family Friendly Legacy Towers Condo w/ Large Balcony & 3 Resort Pools1 / 24
      3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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      • Internet Access
      • Grill
      • DVD Player
      • Terrace
      • Washer
      • Hot Tub
      • Balcony
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 3 bedroom 3 bath condo offers breathe taking views of the Gulf of Mexico from the 4th floor. This unit has a full size sofa sleeper allowing it to sleep up to 10 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and all of Your Family Entertainment Needs....
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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      Comfortable Master Suite w/ Balcony Views, WiFi, Mini Golf, Resort Pool & Gym1 / 25
      3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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      • Washer
      • Balcony
      • Hot Tub
      • DVD Player
      • Terrace
      • Internet Access
      • Grill
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 3 bedroom 3 bath condo offers breathe taking views of the Gulf of Mexico from the 7th floor. This unit has a full size sofa sleeper allowing it to sleep up to 10 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and all of Your Family Entertainment Needs....
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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      Legacy Towers 6th Floor Condo w/ Large Balcony, Gulf Views & 3 Resort Pools,1 / 32
      3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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      • Balcony
      • DVD Player
      • Washer
      • Grill
      • Hot Tub
      • Terrace
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This luxurious 3 bedroom, 3 bath condo offers breath taking views of the Gulf of Mexico from the 6th floor and is only minutes from casinos, shopping and entertainment. This unit also comes with reserved covered ground level parking. This unit has newer plush carpeting throughout with a 65' flat...
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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      Lovely Legacy Towers Condo w/ Balcony, Access to 3 Resort Pools & More!1 / 27
      2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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      • Grill
      • DVD Player
      • Washer
      • Terrace
      • Balcony
      • Internet Access
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 2 bedroom 2 bath condo offers breathe taking views of the Gulf of Mexico from the 6th floor. This unit has a full size sofa sleeper allowing it to sleep up to 6 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and all of Your Family Entertainment Needs....
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      Gulfport, Mississippi 39507
      Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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      Legacy Towers Condo w/ Breathtaking Ocean Views and Access to 3 Resort Pools1 / 34
      3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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      • Balcony
      • DVD Player
      • Washer
      • Internet Access
      • Hot Tub
      • Grill
      • Terrace
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 3 bedroom 2 bath condo offers breathe taking views of the Gulf of Mexico from the 7th floor. This unit has a full size sofa sleeper allowing it to sleep up to 8 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and all of Your Family Entertainment Needs....
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      Gulfport, Mississippi 39507
      Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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      Spacious Beach View Condo w/ WiFi, Balcony, Resort Pool & Gym Access1 / 31
      2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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      • Terrace
      • DVD Player
      • Balcony
      • Grill
      • Internet Access
      • Hot Tub
      • Washer
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 2 bedroom 2 bath condo offers breathe taking views of the Gulf of Mexico from the 5th floor. This unit has a full size sofa sleeper and a twin bunk bed in the bonus room allowing it to sleep up to 8 guests. Legacy Condominiums is in a Prime Location, just Minutes from Casino's, Shopping and...
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      Location Information
      Gulfport, Mississippi 39507
      Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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      Beach View Condo w/ WiFi, Resort Pool & Fitness Center Access1 / 32
      2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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      • Washer
      • Grill
      • Balcony
      • Terrace
      • Internet Access
      • Hot Tub
      • DVD Player
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This 2 bedroom, 2 bath condo offers breath taking views of the Gulf of Mexico from the 10th floor. The unit has a queen size sofa sleeper, allowing it to sleep up to 6 guests. This Condo is Beautifully Decorated and has all new furniture and decor. A Private Over-Sized Balcony with Entrances from...
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      Location Information
      Gulfport, Mississippi 39507
      Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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      ! Luxury 5br/5ba home near beach!1 / 54
      (1)Excellent
      5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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      • Balcony
      • Central Heating
      • Patio
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      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      If you're looking for a unique experience, then look no further! Breakfast is included when you rent with us! We'll send you a list of grocery items to select from and will have the kitchen stocked when you arrive. The perfect vacation home for your family just two blocks north of the beach....
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      Location Information
      Gulfport, Mississippi 39501
      Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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      Spectacular 2-bedroom / 2-bath condo overlooking the beach!1 / 26
      (6)Excellent
      2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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      • DVD Player
      • Terrace
      • Shared Outdoor Pool (Unheated)
      • Washer
      • Balcony
      • Internet Access
      • Cable/satellite TV
      • Air Conditioning
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      This beautifully furnished 2-bedroom / 2-bath condo at Sienna is perfect for your weekend getaway, or destination vacation! King bed in the Master, Queen bed in the 2nd bedroom, luxury abounds! Fully equipped kitchen with all utensils & appliances, granite countertops throughout, full-size washer...
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      Gulfport, Mississippi 39507
      Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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      Pool, Hot Tub, Elevator, Pool Table - River Luxury Sleeps up to 27 People!!1 / 85
      (47)Excellent
      6 Bedrooms, 5 Bathrooms, Sleeps 27 Quick View
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      • Air Conditioning
      • Private Outdoor Pool (Unheated)
      • Wi-Fi
      • Cable/satellite TV
      • Hot Tub
      • Waterfront
      • DVD Player
      • Washer
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      This is the coolest place to stay in Biloxi!!
      Reviewed 15 October 2017
      The location is great.It is close to area golf courses, casino`s and beaches.This is the fourth year in a row that our group of golfers come from Michigan to relax and golf for...
      Awesome Place To Stay!!!
      Reviewed 21 November 2016
      We had such a great time in Mississippi and staying in this beautiful house made it even more special. This house is so comfortable and welcoming, and yet makes you feel like...
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      About this property
      This amazing Vacation Rental, The Great Escape River House, known by its name throughout the country, can accommodate up to 27 people. On the same street and also available for rent, is the River Lookout, which can sleep an additional 16 people. Please don’t hesitate to inquiry on River Lookout....
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      Gulfport, Mississippi 39503
      Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 27
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      All that and then some! Large home. Private pool. Centrally located!1 / 34
      4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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      • Washer
      • Grill
      • Wi-Fi
      • Air Conditioning
      • Cable/satellite TV
      • Private Outdoor Pool (Unheated)
      • Patio
      • Hot Tub
      Suitability
      Pet friendly
      Kid friendly
      Smoking allowed
      About this property
      Gorgeous executive style home. Complete with a private in ground pool and fenced back yard. 4 large bedrooms. 3.5 baths. Lots of room downstairs for lounging after a long day of exploring. We have prepared our home to offer maximum comfort! Gourmet style kitchen will make preparing meals a...
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      Gulfport, Mississippi 39507
      Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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