
Guesthouse vacation rentals in Gulfport
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Gulfport

Total vacation rentals
Explore 30 vacation rentals in Gulfport

Nightly prices starting at
Gulfport vacation rentals start at G$10,453 GYD per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Gulfport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gulfport rentals

4.8 Average rating
Gulfport stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated guesthouse rentals in Gulfport
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Cozy Guesthouse Near Downtown (Non-Toxic)
Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!
4.97 out of 5 average rating, 272 reviews
St Pete Casita Studio with Salt Water Pool & Yard
Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!
4.91 out of 5 average rating, 183 reviews
Sunny 1BR Cottage 10 min to DTSP & Beach + Parking
Tucked away in sunny St. Pete FL, this private 1-bedroom, 1-bath guest suite offers a relaxed and comfortable home base for couples, solo travelers, or a small group looking to enjoy the Sunshine City. You’re just 10 minutes from Downtown St. Pete’s (DTSP) waterfront, restaurants and nightlife and 15 minutes from our renowned Gulf beaches, including St. Pete Beach. We provide beach chairs, an umbrella, cooler, sunscreen, and towels, so you can head straight to the sand and start your vacation.
4.94 out of 5 average rating, 174 reviews
Kenwood Retreat - 1BR carriage house
This newly constructed carriage house was built to embrace the character and charm of the main house, a 1928 craftsman bungalow. Your 2nd floor 1 BR apartment is well appointed with a full chef's kitchen, a living room with a pull-out sofa, and washer/ dryer. Enjoy a morning cup of coffee or a glass of wine in the evening on the large porch. 2 min walk to Grand Central restaurants, coffee shops, boutiques, or grab a bike or scooter for a 5 min ride to Downtown St. Pete or 15 to the beaches.
4.99 out of 5 average rating, 119 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.
4.95 out of 5 average rating, 247 reviews
Private Guesthouse Near Beach & Downtown
Welcome to our charming studio in the heart of St. Petersburg, Florida! Our cozy dog-friendly space is the perfect retreat for solo travelers or couples looking to experience all this vibrant city offers. Located just 10 mins from Treasure Island and less than a half mile from a Sun Runner bus stop, the location offers easy access to all of the city’s great destinations. Enjoy your own private entrance and plenty of street parking in our quiet, shaded neighborhood. We can't wait to host you!
4.94 out of 5 average rating, 116 reviews
The Perfect Studio
Enjoy an amazing experience at this centrally-located, newly renovated, private studio apartment! Adorable kitchenette, dreamy walk-in tiled shower, and close to everything!! •1.7 miles from Sunken Gardens •3.2 miles from The Dalí Museum •2.8 miles from Tropicana Field •2.5 miles from the best shopping, restaurants, and coffee shops in downtown St. Pete and our gorgeous pier! •10 miles from our World Famous Bay Beaches All while staying in a relaxing neighborhood. Come live like a local!
4.95 out of 5 average rating, 125 reviews
Relaxing & Charming Hideaway
Welcome to this centrally located St Petersburg guest suite. Our renovated guest house is located less than 10 minutes from Downtown and less than 10 minutes from Treasure Island Beach. You will be an 8-minute walk to the St Pete SunRunner - connecting St Pete Beach with downtown. The apartment has been carefully designed to include everything you will need to make your stay as comfortable as possible including private parking, a private side entrance, and an enclosed private yard.
4.98 out of 5 average rating, 186 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!
4.96 out of 5 average rating, 142 reviews
Villa Splash, 1 room pool suite
Tropical pool villa in central St Pete built in 2022, only 1 mile from Pinellas Trail, 2 miles from downtown restaurants and 5 miles from Treasure Island Beach. One room efficiency includes a comfortable queen size murphy bed, full bathroom (w/shower-no tub), large flat screen tv, with wet bar, microwave & coffee maker. No cooktop. Guests will have private access to pool. It is not shared. Smoking is NOT permitted on property and will be reported.
4.99 out of 5 average rating, 159 reviews
Charming apartment in Historic Kenwood
Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.
4.97 out of 5 average rating, 383 reviews
Private Studio Near Downtown St. Pete & Beaches
Welcome to your home away from home in St. Petersburg's Central Oak Park neighborhood. This private upstairs studio offers a peaceful retreat just minutes from downtown, The Pier, award-winning Gulf beaches, restaurants, shopping, and local attractions. Enjoy a fully equipped kitchen, comfortable queen bed, walk-in shower, Smart TV, private patio, and everything you need for a relaxing getaway, business trip, or extended stay.
4.96 out of 5 average rating, 119 reviewsPopular amenities for Gulfport guesthouse rentals
Family-friendly guest house rentals

C'est La Vie [RENOVATION COMPLETED JUNE 2020]
4.94 out of 5 average rating, 277 reviews
Private Guesthouse in St. Pete w/ Pool & Jacuzzi
4.86 out of 5 average rating, 147 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
4.88 out of 5 average rating, 610 reviews
The Dollhouse in Downtown St Pete
4.96 out of 5 average rating, 315 reviews
Centrally Located Cozy 1-bed Private Cottage!
4.97 out of 5 average rating, 260 reviews
Crescent Heights Cottage
4.96 out of 5 average rating, 136 reviews
Private Guest Studio w/Courtyard
4.89 out of 5 average rating, 345 reviews
Casa Magnolia- Cute and spacious remodeled unit
4.86 out of 5 average rating, 228 reviewsGuest house rentals with a patio

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
4.83 out of 5 average rating, 433 reviews
Cozy Renovated Studio – Private Entry + Parking
4.9 out of 5 average rating, 188 reviews
Beachy Bohemian Bungalow with all the perks!
4.92 out of 5 average rating, 143 reviews
Beautiful Tampa Bay Casita | Pool, kayaks
4.97 out of 5 average rating, 108 reviews
Grandma's House. Private hot tub/Low cleaning Fee
4.84 out of 5 average rating, 168 reviews
Beach Breeze Hideaway Cottage Home DTSP & Beach
4.97 out of 5 average rating, 101 reviews
The Salty Dunes… Adorable Studio near downtown
4.98 out of 5 average rating, 123 reviews
Quiet, small backyard studio w/ kitchenette
4.91 out of 5 average rating, 101 reviewsGuest house rentals with a washer and dryer

Cozy Coastal Casita
4.93 out of 5 average rating, 273 reviews
Paradise Cottage Largo Beaches 1 mile High ground
4.99 out of 5 average rating, 376 reviews
A Hidden Gem Steps to Pass-a-Grille Beach- Dog Ok!
4.93 out of 5 average rating, 249 reviews
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
4.81 out of 5 average rating, 112 reviews
Updated Old NE Apt - Walking Distance to Downtown
4.97 out of 5 average rating, 102 reviews
Private 2 BR Backyard Oasis, Walk to Downtown!
4.92 out of 5 average rating, 133 reviews
Cozy 2 Bedroom - 12 Minutes from Clearwater Beach
4.95 out of 5 average rating, 170 reviews
Cozy Tropical 2BR Casita + Hot Tub • Fees included
4.95 out of 5 average rating, 148 reviewsWhen is the best time to visit Gulfport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,996 GYD | G$24,460 GYD | G$25,923 GYD | G$20,906 GYD | G$20,906 GYD | G$17,561 GYD | G$20,906 GYD | G$16,725 GYD | G$15,679 GYD | G$16,516 GYD | G$19,861 GYD | G$20,697 GYD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
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