Holiday rentals in Gulfport

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Top-rated holiday rentals in Gulfport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious backyard is featured, bordered by a wooden fence for privacy and lined with tropical plants and trees. A concrete patio area is included, which features a grill covered for protection. The lawn is open and well-maintained, providing a serene outdoor space.
Cottage in Gulfport
4.96 out of 5 average rating, 169 reviews

The Pelicans Roost / Gulfport

The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

Guest favourite
A charming two-story building stands in a landscaped yard, featuring a light blue exterior and large windows that invite natural light. A gravel pathway leads to the entrance, bordered by vibrant greenery and decorative red bricks.
Home in Gulfport
4.77 out of 5 average rating, 162 reviews

The Gecko House Unit 3

Romantic little apartment next to Downtown Gulfport. It is up one flight of stairs as shown in the pics. You will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is 10 blocks away. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

Guest favourite
The living area showcases a blue accent wall and a plush velvet sofa, complemented by wooden chairs and a light fixture. A flat-screen TV is mounted on the wall, while the open kitchen features stainless steel appliances and a bar with stools for casual dining.
Home in Gulfport
4.97 out of 5 average rating, 134 reviews

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away from Gulfport's beach blvd. where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or St Pete Pier.

Top guest favourite
A charming pool area is surrounded by lush tropical foliage. The turquoise saltwater pool is framed with light stone paving. A small cottage with a red door is visible in the background, while lounge chairs and a colorful beach ball provide inviting accents to the outdoor space.
Guest house in Gulfport
4.95 out of 5 average rating, 224 reviews

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Top guest favourite
A cozy sleeping area features a light green bedspread draped over a spacious bed, complemented by decorative pillows. The room is illuminated by natural light, highlighting the white wooden walls and beamed ceiling. A simple artwork hangs above the bed, adding a touch of color.
Flat in Gulfport
4.92 out of 5 average rating, 152 reviews

Green Pelican Studio

The Green Pelican Studio has a private entrance, kitchenette, and bathroom with rainfall shower. Enjoy the Florida sunshine in your private terrace with patio table and chairs for outdoor dining. This charming studio is nestled away on the quiet side of Gulfport, Florida, a quick drive to the beaches. We are located near the Gulfport Marina & the Clam Bayou Nature Preserve. Trails, restaurants, & shops are walking/ bike riding distance away. Perfect peaceful retreat to come home to at night!

Top guest favourite
A comfortable sleeping area features a queen bed dressed in a white and aqua patterned duvet. Two individual pillows rest at the head of the bed. A nightstand with a lamp and a decorative chair are positioned nearby, while light from windows partially covered by blinds illuminates the space.
Guest suite in St. Petersburg
4.98 out of 5 average rating, 999 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Guest favourite
A bright studio area features a spacious bed with soft bedding, a ceiling fan overhead, and multiple windows allowing natural light to filter in. A small dining table and two chairs are positioned nearby, creating a functional and inviting space.
Flat in Gulfport
4.85 out of 5 average rating, 239 reviews

Studio Garden Apartment

Studio apartment in Gulfport FL. New space with new bathroom and kitchenette, overlooking my garden. Hot plate and toaster oven with air fry capacity with a mini fridge. Sink, counter space and cupboards in kitchenette . George Forman grill outdoors on the deck for outdoor cooking as well. Queen bed Private entrance with no shared space. Updated WiFi with strong signal to support many devices perfect for work space and TV with netflix and ruko. There is only space for one vehicle.

Top guest favourite
An inviting view into the living area is framed by a decorative arch. A vibrant green plant adds a touch of nature, while a cozy brown couch and accent chairs are arranged around a circular coffee table. Colorful artwork decorates the walls.
Guest house in Gulfport
4.97 out of 5 average rating, 125 reviews

Gulf Guesthouse - king bed, 3 blocks to downtown.

Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!

Guest favourite
An outdoor patio area features a tiled surface surrounded by greenery and a wooden fence. A round table with chairs is positioned next to a gas grill, while a large tree provides shade. Potted plants add a touch of nature to the space.
Tiny home in Gulfport
4.93 out of 5 average rating, 105 reviews

Avocado Casita 10 mins to Beaches

Newly built studio -- small space, smart design. An intimate studio space meant for a minimalist lifestyle complete with full amenities. Compact yet comfortable, it’s the perfect place for a restful sleep in between your daytime adventures. Pack light, live easy. 3 blocks from Stetson Law School 3-4 blocks from the Pinellas Trail ~1.5 miles to Gulfport’s Beach Blvd 3 miles to Award Winning St. Pete Beach 4 miles to Award Winning Treasure Island ~4.5 miles to Downtown St Pete

Top guest favourite
A serene bedroom displays soft blue walls and natural light filtering through sheer curtains. A spacious bed is dressed with a light-colored blanket and decorative pillows. An antique wooden door leads to the room, and mirrored closets enhance the sense of space.
Bungalow in Gulfport
4.96 out of 5 average rating, 241 reviews

Gulfport - St. Pete bungalow centrally located

Cozy and private apartment perfectly situated between St Pete Beaches, downtown St. Petersburg, and the quirky vibrant downtown Gulfport Arts District. This is a private apartment with 2 rooms, 1 bath, kitchenette, and patio. We live on the property in the other side of the Duplex, but your suite is completely private with your own entrance. Nature Park & bike trails: down the street! Downtown gulfport: 1mi / 3min St. Pete beach 4.6mi / 10min Downtown St Pete : 5mi / 10min

Top guest favourite
The cottage exterior features a light teal facade with white trim and multiple windows allowing natural light. A welcoming front porch includes a central entry door flanked by two large windows. The address is displayed prominently above the door. Lush greenery surrounds the base of the structure.
Cottage in Gulfport
4.99 out of 5 average rating, 281 reviews

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

Top guest favourite
Flat in South Pasadena
4.94 out of 5 average rating, 208 reviews

Stylish & Eclectic Modern 2/2 Apt - WeArePeaceful

Our apartments 'Peaceful' is a combination of pleasing colors and a delicate attention to detail in every corner will let you experience the magic of an eclectic space in the heart of St Petersburg. With the beautiful sand beaches under 5 minutes away, you can feel the breeze as soon as you step outside. You also can try St Petersburg’s diverse restaurant scene and visit the museums displaying art permanent collections and traveling exhibits.

Popular amenities for Gulfport holiday rentals

When is the best time to visit Gulfport?

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Avg. price£105£115£124£104£94£90£90£89£88£84£91£101
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Frequently Asked Questions

  • Where should I stay in Gulfport?

    Make yourself at home in Gulfport by choosing from our most frequently booked neighborhoods. We have over 1,580 vacation rentals in Childs Park, over 2,220 vacation rentals in Gulfport, and over 1,580 vacation rentals in Pasadena Golf-Yacht Club.

  • Are there vacation rentals with a dedicated workspace in Gulfport?

    Yes! Work meets play with ease at over 240 vacation rentals in Gulfport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Gulfport?

    Four-legged friends are welcome in Gulfport. Choose from more than 200 vacation rentals for guests traveling with pets.

  • Are there Gulfport vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 120 vacation homes with pools in Gulfport, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in condo rentals in Gulfport?

    Experience the best of Gulfport with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Gulfport have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Gulfport. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Gulfport have wifi?

    Absolutely! We offer over 30 condo rentals with wifi in Gulfport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gulfport have a bbq area?

    Absolutely! We offer over 50 house rentals with a bbq area in Gulfport. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Gulfport have self check-in?

    Absolutely! We offer over 10 cottage rentals with self check-in in Gulfport. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Gulfport?

    Gulfport has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Gulfport

  • Total holiday rentals

    Explore 470 holiday rentals in Gulfport

  • Nightly prices starting at

    Gulfport holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 18,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    270 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    460 of Gulfport holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Gulfport rentals

  • 4.9 Average rating

    Gulfport stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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  5. Gulfport