Guesthouse vacation rentals in Clearwater

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Top-rated guesthouses in Clearwater

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

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Guest favourite

Guesthouse in Clearwater

4.92 out of 5 average rating, 369 reviews

Minutes to Beaches w/King Bed Private Updated

This private home away from home near pristine beaches sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

Guest favourite

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 favourite

Guesthouse in Tampa

4.97 out of 5 average rating, 174 reviews

Cozy-Private apartment, private entrance & parking

A cozy place to have your vacation in Tampa, private entrance and parking. Cozy and romantic to enjoy as a couple to your liking. Located in a central area of Tampa, close to Bush Garden, Adventure Island, Raymond James Stadium, Tampa International Airport, Ybor City, Downtown Tampa, Amalie Arena, River Walk, Internacional Mall, Citrus Park Town Center,Aquarium,Lowry Park Zoo, Clearwater Beach and more! Peaceful and centrally-located place with very good restaurants and a wide variety of shops.

Guest favourite

Guesthouse in St. Petersburg

4.99 out of 5 average rating, 194 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 favourite

Guesthouse in Seminole

4.96 out of 5 average rating, 171 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 favourite

Guesthouse in Palm Harbor

4.96 out of 5 average rating, 258 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.

Guest favourite

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 favourite

Guesthouse in Clearwater

4.93 out of 5 average rating, 392 reviews

Magical Garden Paradise: Hunt Haven Hideaway.

In the heart of Clearwater, a peaceful artists' retreat that will remind you of TN or North Carolina. If you like nature, this is the spot for you! Wander through the "Florida natural" garden and find spots for relaxation or conversation. If you like baseball, we are close to two SPRING TRAINING stadiums and 25 minutes from Raymond James Stadium. About 20 minutes from the beach, if you prefer fun in the sun. Safe, clean gated property centrally located for shopping and activities.

Guest favourite

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 favourite

Guesthouse in Clearwater

4.9 out of 5 average rating, 203 reviews

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Guest favourite

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 favourite

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.