
Guest house holiday rentals in Pinellas County
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Top-rated guest house rentals in Pinellas County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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.

Paradise Cottage Largo Beaches 1 mile High ground
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.

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!

The Florida Room. private entry.driveway parking.
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 car, 1 Animal Only. This includes service or non-service due to the size of the unit and consideration of the animals comfort. No guest Cats

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 8.

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. EVERYONE is welcome here. Come & enjoy!

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.

Beachy Bohemian Bungalow with all the perks!
This cozy spot sits in a quiet neighborhood that boasts access to the Pinellas Trail Bike rental close Full kitchen w/ extras Queen bed w/ built in drawers Shelves & clothing rack Smart TV Full bath w/ walk-in shower Ample outlets/ USB Private deck for sun & shade Beach chairs, towels etc for beach Convenient to a dozen parks, beaches, shopping & restaurants. 2 miles to Madeira Beach 3 m - Johns Pass 1.2 m - Seminole City Center 7.6 m - St. Pete/ Clearwater Airport NO SMOKING NO PETS

Luxury Guest House close to the beach.
Welcome to our beautiful beaches of Seminole city. This property is well located just 5 minutes away from the beach. The unit is on the corner with easy access to a main ave. There is a wide variety of bars, restaurants and supermarkets. Also it is newly renovated including new appliances and furniture. In addition there is a private entry and fenced outside seating area that’s perfect to relax. For security the property has smoke detector and fire extinguisher. Pets are not allowed.

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!

1 Bedroom Apartment in the heart of St. Pete
Charming 1 bedroom 1 bath apartment centrally located in the heart of vibrant St. Pete. Near Downtown, Edge District, Grand Central, Crescent Lake, Tropicana Field, Vinoy Park, and the Pier, you'll have convenient access (5 minute drive) to St. Pete's best restaurants, trendy cafes, exciting nightlife, and sunny waterfront parks. World class beaches are a 15 to 20 minute drive away. Thoughtfully furnished for both a relaxing getaway or a remote work trip.

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.
Popular amenities for guest house rentals in Pinellas County
Family-friendly guest house rentals

Small but Spacious! Private guesthouse

Minutes to Beaches w/King Bed Private Updated

Crescent Heights Cottage

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

The Lassing House

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

Grandma's House. Jacuzzi bathtub/Low cleaning Fee

Home away from home
Guest house rentals with a patio

Restful Palms

Peaceful Escape, Cozy Studio with Calm Vibes

Modern Downtown St.Pete Guesthouse + RV/ Boat Lot

Luxury Pool House

Oasis historic cottage w/Tropical Patio/Parking

Studio Bedroom - Private Bathroom , Full Kitchen.

Ollie's Beach House

Adorable Private Studio
Guest house rentals with a washing machine and dryer

Bay Suite in Heart of Dunedin

Cozy Coastal Casita

Pool & Close to dtwn w/2 Bikes

Tiki Hut Cottage

Historic Old Northeast Get A Way

2 bedroom guesthouse in hip Grand Central District

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

Private Guest House
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
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