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Gulfport House Rentals

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    Travellers to Gulfport are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    19 Matching Rentals in GulfportView all 30 rentals
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    Resort Style Living1 / 15
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Lovely Guesthouse1 / 17
    (13)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    Charming Gulfport Guest Cottage1 / 28
    (23)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Hot Tub
    • Parking
    • DVD Player
    • Air Conditioning
    • Porch
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2018
    Mike and Daniel were great ....very attentive and the House was perfect. Thank you for a wonderful visit!
    Reviewed 16 September 2018
    This gem in its quaint neighborhood is definitely like your home away from home. Relaxing, comfortable furnishings feel like your own little nest in Gulfport. You feel welcome...
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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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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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
    • Cable/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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    Renovated St. Petersburg Home -10 Minutes to Beach1 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2018
    We traveled to St Pete for a swim meet for our daugther + mini vacation. This home was in excellent condition and in a quiet neighborhood. It was perfect for a family of 4 and...
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    About this property
    With updated appliances and a full renovation, this charming Tampa Bay bungalow is an ideal spot to spend your next family vacation. Your party of 6 will love the professional decor and comfortable amenities in the 2-bedroom, 2-bathroom vacation rental home. Just minutes from Downtown St....
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    Location Information
    Gulfport, Florida 33710
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Dolphin House at Gulfport's Pier1 / 19
    (10)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Porch
    • Patio
    • Internet Access
    • Grill
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 June 2017
    We had a lovely reunion, enhanced by the comfort and spaciousness of this charming cottage. It is nicely laid out, very clean with a well stocked kitchen. The beds were...
    Reviewed 10 September 2016
    We were only here for a short time but would surely go back again. The house is very well equipped. The kitchen, especially, better equipped than mine at home. This was a...
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    About this property
    We can’t explain why guests say they relax the minute they enter Dolphin House. Maybe it’s because the cheerful coastal vibe reminds them that they’ve finally made their escape to the beach. Or because comfortable furnishings and sun-filled spaces make this rental truly feel like home. Or because...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Beach House, A newly remodeled luxury home with a view of Gulfport Beach.1 / 32
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Patio
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Super clean place with upscale amenities. Amazingly comfortable bed and bedding. Luxury all around and within walking distance to some super cute restaurants, bars and shops...
    Reviewed 3 weeks ago
    Wish I could live here 365. Jason and Ruby cater to your every need. They rebuilt and redecorated with a great theme to add elegance.
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    About this property
    The Beach House is a luxury home designed to immerse the guest in a Key West style vacation. Conveniently located 1 block from the Gulfport’s Main street and a short walk from Gulfport's beach. Boasting a 500 Square foot enclosed patio, private backyard, Gas Grill and campfire pit this vacation...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated home in casual, fun and art filled Gulfport, FL. Just five houses off Beach Boulevard, Gulfwood is steps away from being in the thick of all Gulfport has to offer. Great dining, shopping, beach bars, weekly fresh market, bi-monthly art walks, live music and a casual beach lifestyle....
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a stay in our newly renovated 1925 historical 2-beroom 2-bathroom beach house with beautiful views to the Boca Ciega Bay in the quaint coastal community of Gulfport / St Petersburg, Florida. Stay in our fully furnished 2-bedroom / 2-bathroom house and enjoy the charming town of Gulfport,...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Private Garden
    • Parking
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • 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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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming classic Cape Cod style home with an oversize fenced yard is waiting for you and your family. Located in the heart of the quaint town of Gulfport, you can walk to the beach or to the Arts district, with a Farmers Market, live music, picnics, volleyball, and fun cool gift shops. Six...
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    Location Information
    Gulfport, Florida 00000
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Patio
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With the beach 2 blocks from your door and downtown Gulfport galleries and boutiques a quick stroll away, this bright and beachy 3BR/2BA home promises a memorable Florida vacation. New upgrades include a modern kitchen and beautifully tiled baths, plus a custom wood-paneled wall in the master...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Grill
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relaxation is easy at this 2BR/2BA cottage—affectionately known as the Gulfport Beach House Getaway. Located on a charming brick lined street, there’s plenty of room for six guests. Enjoy a private patio and wooden decks, complete with a gas grill, open-air dining, and swaying hammocks. The...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis1 / 14
    (3)Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Wi-Fi
    • Cable/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
    Bright, clean, and thoughtfully appointed, Harbor Mist brings new meaning to home-away-from-home. This Gulfport gem is tucked in one of the town’s friendliest neighborhoods—home to smiling locals who gather and relax at the marina just down the street. Bring your pup along and you’re both...
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    Location Information
    Gulfport, Florida 33711
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located near downtown St. Petersburg and within minutes of Treasure Island, Gulfport, and Saint Pete Beach, this 4BR/4BA retreat creates an ideal home base for a plethora of local adventures. Inside, a spacious floor plan features upscale furnishings, abundant natural light, and cool tile...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This adorable 2BR/1BA bungalow is steps from the beach, the fishing pier, and all of Gulfport's unique shops and eateries. Relax on your private back patio with homemade cocktails or lemonade before heading out to the local dance hall. Gulfport Municipal Marina is 8 blocks from your door — take...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous Townhome located in the desirable gated community of Villas Del Verde with tranquil view of the pond and golf course. This 3 bedroom 2.5 bath boasts a designer granite kitchen and cabinets, on suite master bath, plantation shutters, and oversized 2 car garage. Just minutes to Downtown...
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    Location Information
    Gulfport, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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