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Holiday Rentals in Gulfport

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    Travellers to Gulfport are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 26 Rentals in Gulfport
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    Dolphin House at Gulfport's Pier1 / 29
    (10)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Mid-Summer Special - $600/week August 5-25!!1 / 24
    (11)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come discover this beautiful, unique and quaint Gulfport home. This home is light, bright and completely upgraded. This house sleeps 2 guests with a queen size bed in the bedroom. This house has a great mixture of beautiful woodwork and modern renovation. The kitchen has all new appliances, new...
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    Gulfport, Florida 33707
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    NEW - Desirable Art District1 / 40
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Porch
    • Grill
    • DVD Player
    • Washer
    • Satellite TV
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Thank you so much for the perfect house/cottage in beautiful downtown Gulfport. The house/cottage was super clean and cozy. Plenty of air conditioners. Everything we needed was...
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    About this property
    Completely Renovated and new to the rental market! This home has all new furniture and appliances throughout! There's plenty of living space - between two furnished seating areas outside, a large living room and an extra bonus room separated by french doors (makes for the perfect reading spot or...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District1 / 22
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic charm meets modern beach breeziness at The Sand Dollar, a chic, second-story 1BR/1.5BA apartment in the heart of Gulfport’s vibrant Waterfront District. With a parlor-style living space and private, tropical patio, there’s no shortage of spaces to relax. And you’ll do so in style:...
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    Gulfport, Florida 33707
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Funky Flamingo Cottage - 1/1 pets ok free Wifi1 / 23
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Satellite TV
    • Parking
    • Air Conditioning
    • DVD Player
    • Washer
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Gulfport's Waterfront District, one block from Gulfport Beach. Perfect for a romantic getaway. Private patio in front and one off-street parking space. Living room has full-size couch, two chairs, ceiling fan and wall-mounted HDTV. Remodeled kitchen has custom cocoa...
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    Gulfport, Florida 33707
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, Sleeps 4 Quick View
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    • Patio
    • Hot Tub
    • Washer
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Beach,Pools, Hot Tub,Tennis Court, Park,Squash Court we got it all. Stop you have found the right place.This is a fully-furnished BEAUTIFUL and UPDATED condominium located in a gated community at the Bermuda Bay and Racquet Club. All the condos have FREE WIRELESS INTERNET SERVICE,FREE...
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    Location Information
    Gulfport, Florida 33711
    Condo/Apartment - 1 Bedroom, Sleeps 4
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    Palm Cottage:Vintage Tropical Hideaway in the Waterfront District1 / 25
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Satellite TV
    • Porch
    • DVD Player
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2015
    Palm cottage is an older home with an excellent location, one block from the beach and 3 blocks from downtown. The beds were comfortable although one is only a double...
    Reviewed 29 July 2014
    We were very happy with our stay at Palm Cottage. The cottage was beautiful and filled all our needs. The kitchen was better equipped than mine at home. We were within a short...
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    About this property
    Relax in this clean, quiet and relaxing cottage in a convenient location with easy access to the area’s wonderful activities. Centrally located to Gulfport, St Pete Beach and St Petersburg, with Tampa’s activities just another 15 minutes further. Palm Cottage is one-block from the water and...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beach Cottage, Old-Florida Style!1 / 15
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    • DVD Player
    • Parking
    • Patio
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2014
    Location wonderful. Walk to everything. Pet friendly. Quiet. Furniture sparse and uncomfortable. Clean.
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    About this property
    Tyn & Marty's is the quintessential old-Florida summer cottage sited on a corner lot in Gulfport's Waterfront District. Lovely wood floors in the living area, bedrooms and hallway. Tile floor in the bath. Large windows with blinds in the living room and bedrooms to let as much (or as little!) sun...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Gulfport Waterfront Mid-Century Modern Masterpiece1 / 21
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Porch
    • Private Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2017
    I would highly recommend Gulfport as a base in this part of Tampa Bay. I would consider it to be better than staying at the beaches themselves. I didn't know anything about it...
    Reviewed 12 April 2017
    Excellent home. Neighborhood is just ok but the back of the home facing the bay is beautiful. Would stay again!
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    About this property
    Take a break from your everyday routine and spend your vacation in this beautifully upgraded mid-century modern ranch in charming and unique Gulfport, FL. This property sleeps six people in its three bedrooms, and has two full baths, a nicely appointed, completely modern kitchen, and a laundry room...
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    Location Information
    Gulfport, Florida 39501
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    A little piece of PARADISE1 / 20
    (5)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Satellite TV
    • Parking
    • Outdoor Dining Area
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    My husband and I had a great stay at "Paradise". The private accommodations were nicely decorated, efficient and clean, and the location is on a quiet street...
    Reviewed 13 May 2017
    Gulfport bungalow guest house well appointed and 10 minute walk to the beach, restaurant scene, parks, and sundries shop. Very quiet neighborhood. $9.00 Uber ride to the big...
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    About this property
    Welcome to this completely renovated studio just completed July 2015. Private parking spot, outside dining area with grill. Full kitchen, sitting area, queen-sized bed, and full bath with tub and shower. Wifi and cable on site. Streaming television with blueray DVD player. Easy walk to beach,...
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    Gulfport, Florida 33707
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Charming Gulfport Guest Cottage1 / 28
    (16)Excellent
    2 Bedrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Washer
    • Hot Tub
    • Parking
    • DVD Player
    • Air Conditioning
    • Porch
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    Daniel is an awesome host and his guest cottage is simply lovely. The cottage looks just like the pictures on airbnb. Beautifully decorated and fully stocked in the event you...
    Reviewed 15 July 2017
    This cottage has everything you need to make your vacation an amazing experience. We have come back every year. Dan and Mike told us where we could get a great cuban sandwich...
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    About this property
    Welcome to Gulfport Guest Cottage, a cute and comfortable guest house in the quaint and quirky village of Gulfport, Florida. Imagine lovely old oaks covered in Spanish moss, brick-paved streets and cute little colorful cottages. Our Gulfport cottage is approximately 1000 square feet, and has two...
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    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, Sleeps 5
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    The Lovely Guesthouse1 / 14
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2017
    Spent 3 nights at this cute guesthouse. Everything was just as described. I very much appreciated Stephanie and Cherry's hospitality and desire to make my stay as enjoyable as...
    Reviewed 15 November 2016
    We went to Florida to visit my brother who has Cancer. Since he is staying with my brother in Gulfport we deicied to look to stay there.Stephanie and Cherry's place fit the...
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    About this property
    Lovely spanish style home with Guesthouse. French doors, tile floors. long comfortable couch with large chair and ottoman. Carved glass table in front of couch. Flat screen TV with DVD in living room and bedroom.An assortment of DVD's and books for your viewing and reading enjoyment when not busy...
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    Location Information
    Gulfport, Florida 33711
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beach Breeze Bungalow in The Heart of the Gulfport1 / 13
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Garden
    • Grill
    • Ocean Views
    • Outdoor Dining Area
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2017
    Gulfport was a great little town, and Beach Breeze was a great place to return too every day. The place was clean and tidy. The kitchen was nice and all we needed to prepare a...
    Reviewed 2 October 2016
    August and Susanne are very special people. Their cool vibe, the beautiful art gallery (we bought a piece), and adorable bungalow really made our weekend special. I had to be...
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    About this property
    Welcome to Beach Breeze Bungalow, appropriately named, as it is a second story bungalow that truly catches the lilt of sea breezes. The bungalow is located on Beach Blvd in the heart of Gulfport's Historic Waterfront District. Check in at the August Vernon Studios Gallery in front of the property...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Blue Arbor Guest Cottage1 / 30
    (23)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
    • Waterfront
    • Internet Access
    • Satellite TV
    • Washer
    • Air Conditioning
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    I spent the entire month of March at the Blue Arbor Guest Cottage in wonderful Gulfport. I never had a problem with the cottage; it's delightful. It has everything you need and...
    Reviewed 24 August 2016
    The cottage was very comfortable and quite secluded considering it's location relative to Beach Blvd in Gulfport. It's on a quiet residential street across from the Gulfport...
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    About this property
    Welcome to Gulfport and to your cozy Blue Arbor Guest Cottage. Gulfport is a neighborly little town of 13,000 nestled on the shores of Boca Ciega Bay in the Tampa Bay/central Gulf Coast area of Florida. Blue Arbor is a quiet little spot just around the corner from everything that's happening in...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Balcony
    • Terrace
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Br, 2 Ba * Sleeps 6 Single-Family Home in Downtown Gulfport Beautifully Appointed A great home in the heart of Gulfport, walking distance from shops, local restaurants, bars, and the library. Gulfport is a cute, artsy beach town that you have to visit! This home has hardwood floors, two bedrooms...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Resort style residence on Boca Ciega Bay with Southern facing view. Sunrise in the morning and sunset in the evening. Only two story on the North side of the Bay...views views views. Lounge by the pool or a 9 minute walk to the restaurants in downtown Gulfport. An elevator is available to the...
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    Location Information
    Gulfport, Florida 33711
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Private Garden
    • Grill
    • Satellite TV
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New listing! Make yourself at home in a comfy retro 50's bungalow. Bright and spacious two bedroom with queen beds and a great set up for entertaining. Well appointed eat-in kitchen adjacent to full size dining room, with a large private covered deck outside. Kick back after your day at beautiful...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Charming Harbor Mist - 2 bedroom Marina home1 / 17
    (3)Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2016
    Once again, Harbor Mist was the perfect place for a relaxing getaway! The house was perfect- very clean and had everything you could need or want. Quiet neighborhood close to...
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    About this property
    Located less than 1 mile from the restaurants & shops at Gulfport Beach, the marina has plenty of activity on its’ own. Watch fisherman and shorebirds as they head out for the day’s catch. Watch the mesmerizing sunsets from the nature park. Launch your boat or kayak from the ramp. Take a local...
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    Location Information
    Gulfport, Florida 33711
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This efficiency apartment contains the same amenities as our larger properties, just on a smaller scale. Perfect for one to two guests, the property also features a comfortable queen sleeper sofa for visitors, HDTV with DVR in the living room and also in the bedroom. The kitchen is equipped with...
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    Gulfport, Florida 33707
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Grill
    • Patio
    • Wi-Fi
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great set-up for families or couples traveling together. Two bedrooms are in the front of the house, along with the larger of the two bathrooms. The master has the King Sleep Number bed. The second bedroom has a bunk/full/trundle bed set up, idea for kids or singles or one couple. The...
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    Gulfport, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Central Heating
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a single family home with three bedrooms and two bathrooms that has a split floor plan. This house has two living spaces as well as a dining room. A brand new kitchen with stainless steel appliances and granite counter tops. Refrigerator has an ice maker and kitchen has a small dishwasher....
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    Gulfport, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Perfect Location Cottage at Gulfport Beach1 / 11
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 December 2015
    We will be staying here for the fourth year in a row and this cottage feels like home to us. Great back yard and deck, nice landscaping, very comfortable inside with everything...
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    About this property
    This beautifully remodeled beach cottage is in the perfect location -- one block from the beach and one block from the art district with it's many shops and resturants. If you like to eat, you'll be in heaven -- from this house you can walk to 13 excellent restaurants within five minutes. If you...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Patio
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a newly renovated two story townhouse located in the Exclusive Bermuda Bay Racquet Club - a Lush 12 acre Secure Gated Community on the edge of Boca Ceiga Bay close To Gulf Of Mexico`s Finest Beaches. A Private Beach In The Club, 2 Heated Pools, Hot Tub, Racquetball & Tennis Courts, Putting...
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    Location Information
    Gulfport, Florida 33711
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Steps away from the most amazing Boca Ciega Bay Sunsets! This gated community on the bay has it all... 2 pools, hot tub, putting green, tennis courts, racquetball, shuffle board, picnic areas, and lovely tropical gardens. Our home has all the basics you need for a comfy vacation. Newly...
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    Location Information
    Gulfport, Florida 33711
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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