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Pet Friendly Holiday Rentals in Gulfport

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    Travellers to Gulfport are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    17 Matching Rentals in GulfportView all 30 rentals
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    Beach House with Fabulous View1 / 33
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District1 / 21
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Resort Style Living1 / 15
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    NEW - Desirable Art District1 / 40
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Porch
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    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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    Charming Gulfport Guest Cottage1 / 28
    (23)Excellent
    2 Bedrooms, 1 Bathroom, 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 31 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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    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
    • Cable/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
    Sunny Palm Cottage, located in the first block from the beach, is an ideal location for any season whether you are looking for winter sun or a summer seaside escape. Relax in this clean, quiet and relaxing cottage in a convenient location. Just like the town of Gulfport itself, Palm Cottage...
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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 / 12
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Cable/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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    Location Information
    Gulfport, Florida 33707
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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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 15 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 5 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 13 November 2018
    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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    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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    Beach Cottage, Old-Florida Style!1 / 5
    (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
    • Cable/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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    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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unwind amidst lush tropical greenery at Fish Camp, a charming 1BR/1BA ideal for your next sweethearts’ getaway. Soak up Florida sunshine, or curl up with a good book and a glass of lemonade. Stroll around Gulfport and visit local art galleries and restaurants, or plan a day in the waves of Boca...
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    Location Information
    Gulfport, Florida 33707
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    • 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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Private Garden
    • Grill
    • Cable/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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    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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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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