
Guesthouse vacation rentals in Gulfport
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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!

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!
Private Guest House sleeps 4 w/POOL & near beach!
This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

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!

Private & Cozy Tiny Home/Cottage
This is a cozy converted workshop with all the amenities of a traditional home! You'll have a comfy bed that sleeps 2 with an air mattress upon request, TV with streaming options, fun decorations, WiFi, air conditioning, W/D, closet space, cooking stuff, & bathroom. If you love tiny homes, you'll love this. Because of it being a converted workshop, it still has that feeling in some regard. It's a little rustic, but still charming. It's not a hotel, nor does it try to be. Pets are welcome.

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).

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!

2 bedroom guesthouse in hip Grand Central District
Walkable to the beating heart of the artsy Grand Central and Edge district of St. Pete. Newly built (2022) garage apartment with two bedrooms, one-bathroom, full-sized kitchen with brand new appliances. The bedrooms have all the comforts of a hotel with a personality that matches the vibrancy of the Grand Central community. This space is perfect for travelers looking for a local vibe. Stay in the sunshine inspired apartment and soak up all St. Pete has to offer.

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.

Lovely Guesthouse
We are ideally situated close to Tampa, Sarasota,Clearwater and St. Petersburg. Our neighborhood is wonderful, eclectic, alive. We have incredible restaurants a walk away. Our beach is walking distance. If you prefer you never have to leave Gulfport from the day you arrive. Everything you want is right here. There is free access for charging your electric vehicle on the beach in town which is walking distance from our guesthouse
Popular amenities for Gulfport guesthouse rentals
Family-friendly guest house rentals

Cozy Old Florida Duplex with keyless entry

Bay Suite in Heart of Dunedin

Crescent Heights Cottage

The Little Cottage

Pool & Close to dtwn w/2 Bikes

Tiki Hut Cottage

Tiny House Oasis Blue Vatican . Near MacDill Base

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach
Guest house rentals with a patio

Beautiful Studio near Tampa Airport (TPA)

Cozy Tropical 2BR Casita + Hot Tub • Near Downtown

Cozy Studio Getaway

Luxury Guest House close to the beach

Peaceful & Private Dreamy Lodge TPA, DWTN, Beaches

Isa’s Cozy Guest Suite • Near TPA • Tampa FL

Ollie's Beach House

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

Luxe Apartment - Partial Water View - XL Balcony

Cozy Coastal Casita

Dedicated Parking - walkable to DT

Private 2 BR Backyard Oasis, Walk to Downtown!

Cottage on Pinellas Bike Trail

La Casa Azul - Private Detached Guest House

A Hidden Gem Steps to Pass-a-Grille Beach- Dog Ok!

Adorable Vintange Style guest house-King size bed
When is the best time to visit Gulfport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ404 | ﺩ.ﺇ430 | ﺩ.ﺇ455 | ﺩ.ﺇ367 | ﺩ.ﺇ367 | ﺩ.ﺇ367 | ﺩ.ﺇ367 | ﺩ.ﺇ294 | ﺩ.ﺇ275 | ﺩ.ﺇ290 | ﺩ.ﺇ349 | ﺩ.ﺇ364 |
| 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 guesthouse rentals in Gulfport

Total vacation rentals
Explore 20 vacation rentals in Gulfport

Nightly prices starting at
Gulfport vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 1,620 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
20 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!
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