Guesthouse vacation rentals in Pinellas County

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Top-rated guesthouse rentals in Pinellas County

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

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Guest favorite

Guesthouse in St. Petersburg

4.88 out of 5 average rating, 162 reviews

Casa Magnolia- Cute and spacious remodeled unit

Perfect St. Petersburg getaway! This spacious and completely remodeled unit is located in a quiet residential area but is close to everything the area has to offer. Downtown St. Pete with it's new pier, spa beach, waterfront parks, many restaurants and breweries is less than 5 miles away. Sawgrass Park and Weedon Island Nature Preserve (~2 miles) offers great nature trails, kayaking, fishing and birding options. Some of the best beaches in the world are less than 30 minutes away. TPA is 20 mins.

Guest favorite

Guesthouse in Largo

4.99 out of 5 average rating, 316 reviews

Paradise Cottage Largo high ground Safe - Beaches

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Guest favorite

Guesthouse in St. Petersburg

4.99 out of 5 average rating, 196 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!

Guest favorite

Guesthouse in Seminole

4.96 out of 5 average rating, 172 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, 104 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 Palm Harbor

4.96 out of 5 average rating, 259 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Private suite located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower, Double sink Vanity. Access to shared pool and patio, backyard and Sundeck. Room includes small refrigerator/freezer, Microwave, Coffee maker, Espresso, Iron and much more. Bistro set in room. Private entrances to room and patio/backyard. Cable TV, Netflix and Wi-Fi included. Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Superhost

Guesthouse in St. Petersburg

4.86 out of 5 average rating, 283 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).

Guest favorite

Guesthouse in Seminole

4.98 out of 5 average rating, 130 reviews

No Damage, Power, Wifi, Priv Entry, 1 Dog, Unit B

Not a shared space. No "Plug ins' or harsh cleaning products . slightly sented detergents, No fabric softener. Close to Tampa, St. Pete , All beaches and Airport's Restaurants directly across the street. Publix, Starbucks within walking distance. Keyless private entry. Small fenced fenced area that is convenient for your pet. There's room enough for 1 cas, 1 Animal Only. This includes service or non-service due to the size of the unit and consideration of the animals comfort. No Cats.

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 159 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 Seminole

4.95 out of 5 average rating, 238 reviews

Private Apt/3miles from beaches/Treehouse.like

Live Like the Locals in the small town of Seminole. Our home sits on 1 acre of property conveniently located across from 3 BEAUTIFUL county parks. You will be in a city and feel like your in the country. We are 3 miles from sandy white Gulf Beaches. Less than 2 miles from SPC Seminole campus. Perfect for CE classes etc.. NEW MALL just opened 1.8 miles away. Lived and worked out of our home for over 50 years and would be able to facilitate.

Guest favorite

Guesthouse in Pinellas Park

4.95 out of 5 average rating, 101 reviews

A little Piece of Paradise!

Come enjoy our guest suite with private entrance and backyard oasis! Unfortunately, due to Hurricane Milton, we did sustain damage to the pool and will not be accessible due to these damages, but will be back up and running soon! The unit is unscathed and there is no damage near the unit itself and ready for a relaxing stay. We would be thrilled and honored to host you as our guest(s). *Owners live on-site in detached single family home.

Guest favorite

Guesthouse in Saint Petersburg

4.97 out of 5 average rating, 286 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.