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.

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Guest favorite

Guesthouse in St. Petersburg

4.99 out of 5 average rating, 193 reviews

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!

Superhost

Guesthouse in St. Petersburg

4.9 out of 5 average rating, 482 reviews

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.

Guest favorite

Guesthouse in Seminole

4.96 out of 5 average rating, 170 reviews

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 12.

Guest favorite

Guesthouse in St. Petersburg

4.95 out of 5 average rating, 103 reviews

King Bed Studio | Free Wi-Fi and Parking | A-2

Discover our unique studios in St. Petersburg, Florida, resting on 1.5 acres of serenity where my parents are your hosts on-site. We own 3 of the 4 houses in a private lot. Our newly renovated studios, where modern comforts blend seamlessly with their quaint charm. Nestled near the heart of St. Pete, offering swift access to pristine beaches and the vibrant downtown scene. Enjoy free parking and WIFI, 65” 4k curved smart TV, AC on your terms, no gimmicky fees or requests and my constant support

Guest favorite

Guesthouse in Gulfport

4.94 out of 5 average rating, 197 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.

Superhost

Guesthouse in St. Petersburg

4.86 out of 5 average rating, 281 reviews

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).

Superhost

Guesthouse in Gulfport

4.83 out of 5 average rating, 108 reviews

Bamboo Carriage House

Displaced Guests: please send us an offer if interested in a longer term stay. We would like to help. Welcome to Bamboo Carriage House originally built in 1920, a cute and comfortable guest house in the quaint and quirky village of Gulfport, Florida. Located just a short drive from downtown St. Pete and St. Pete beaches. Just 1.2 miles from Gulfport's waterfront district full of independent shops, restaurants, and galleries. Convenient to the Gulf beaches, Downtown St. Pete and Tampa.

Guest favorite

Guesthouse in St. Petersburg

4.93 out of 5 average rating, 149 reviews

Sunny Guest Suite in the Heart of St. Pete!

Tucked away in the heart of sunny St. Petersburg, FL, this 1 bedroom, 1 bathroom guest suite is the perfect home base for couples, small groups & solo adventurers to rest, recharge & enjoy all that the Sunshine City has to offer. Ready to explore? Our central location is a 10 minute drive to the exciting nightlife of Downtown St. Pete (DTSP) and 15 minutes to St. Pete Beach! No need to bring your own beach gear, we'll provide the beach chairs, umbrella, cooler, sunscreen and towels!

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 158 reviews

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 NEW 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. DEI honored here. Come & enjoy!

Guest favorite

Guesthouse in Historic Old Northeast

4.88 out of 5 average rating, 274 reviews

Private Guest Studio w/Courtyard

Enjoy your own private guest studio separate from the main house (no main house access). Located 1 mile from downtown and 1/2 mile from Tampa Bay. Guest studio includes one queen size bed, one full bathroom with shower (no tub), a brand new mini fridge, a brand new 32" smart TV (login to your favorite streaming options and enjoy, no cable provided), a microwave and a coffeemaker. Great walking ability. We allow smaller pets, please inquire with questions!

Guest favorite

Guesthouse in Historic Kenwood

4.97 out of 5 average rating, 285 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.

Superhost

Guesthouse in St. Petersburg

4.82 out of 5 average rating, 293 reviews

Old Southeast cottage

Welcome to our bungalow by the sea It is just 3 blocks away from waterfront Lassing Park, which can be enjoyed with kayaks and bicycles that are available for free, and perfect for exploring nearby downtown Saint Petersburg and the pier. The house is completely furnished with everything you need for a great stay. Charcoal grill, TV, coffee, Ironing board and iron , Wi-Fi Internet and Beach toys So kick back and relax and enjoy your stay.