
Guest house holiday rentals in Gulfport
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Top-rated guest house rentals in Gulfport
Guests agree: these guest house 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!

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!

Bright 1BR Cottage — 10 min to Downtown & Beach
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.

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.

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.

Quiet & Cozy Studio 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!

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

Central Cozy Cottage w/ Heated Pool & Hot Tub!
Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

Centrally Located Cozy 1-bed Private Cottage!
This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

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.

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!

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.
Popular amenities for guest house rentals in Gulfport
Family-friendly guest house rentals

Blue Bungalow of St. Pete Beach - Great Location !

Cozy Old Florida Duplex with keyless entry

Butterfly Private Guest House near St. Pete Beach

The Little Cottage

Your Gulfport Getaway

Pool & Close to dtwn w/2 Bikes

Coastal garden studio

Private & Cozy Tiny Home/Cottage
Guest house rentals with a patio

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

The Star Cottage

Cozy Palma Ceia Cabana close to Westshore & TIA [Airport]

Tiny House Oasis Blue Vatican . Near MacDill Base

Great brand new studio near Airport (TPA) .

Peaceful & Private Dreamy Lodge TPA, DWTN, Beaches

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Cosy Retreat close to everything
Guest house rentals with a washing machine and dryer

Entire Guest House near Tampa airport

Private 2 BR Backyard Oasis, Walk to Downtown!

Historic Old Northeast Get A Way

Oasis historic cottage w/Tropical Patio/Parking

2 bedroom guesthouse in hip Grand Central District
Private Guest House sleeps 4 w/POOL & near beach!

Walk to St. Pete's Grand Central from Historic Apt

Paradise Cottage Largo Beaches 1 mile High ground
When is the best time to visit Gulfport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 SGD | $146 SGD | $141 SGD | $127 SGD | $127 SGD | $127 SGD | $127 SGD | $102 SGD | $96 SGD | $101 SGD | $121 SGD | $126 SGD |
| 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 |
Quick stats about guest house rentals in Gulfport

Total holiday rentals
Explore 20 holiday rentals in Gulfport

Nightly prices starting at
Gulfport holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Gulfport holiday rentals include wifi 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!
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