
Guesthouse vacation rentals in Clearwater
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Clearwater
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Clearwater guesthouses
Family-friendly guesthouses

Backyard Bungalow in Old Seminole Heights
We were displaced by the hurricanes. We spent several weeks in the backyard. Sonya was accommodating, responsive, and kind. She (and the family we met) made us feel welcome and made an unfortunate situation much better. Of course, we love the neighborhood. It’s been our home for many years. Our home is a 20 minutes walk from the Bungalow and depending on how we went there are bars, restaurants, coffee, and ice cream along the way. Who wouldn’t love that!

Hyde Park Tree House, Tampa, FL - Great location
We love staying at the Tree House and are regular guests here. The location is fantastic and you can easily walk into Hyde Park to the numerous shops, restaurants, bars and if course Buddy Brew Coffee Shop! We also enjoyed walking along Bayshore in the mornings too. Susan is a great host and always makes us feel very welcome. We highly recommend this cozy spot and will be returning again.

Cute home in historic neighborhood
We loved our stay. We have stayed here multiple times and would recommend it.

Private Apt/3miles from beaches/Treehouse.like
Karen and Pete have been wonderful hosts! My husband and I were displaced by the recent hurricanes, and needed a place to stay while we get our house repaired. They have been very welcoming, friendly, responsive, and always willing to help out if needed. This is one of the cleanest Airbnb's we have ever stayed in. It's a large private space, with lots of windows and natural light, with a nice sized main room and kitchen. The home has reliable high-speed internet which has been great for my husband working remote. It's in a peaceful country-like setting with beautiful flowering vines and mature oak trees surrounding the property. Located across the street is Walsingham Park, a large county park with walking/biking trails, lakes, and picnic areas. It's also close to the Pinellas Trail, an awesome bike trail that runs the entire length of the county. The property is located in a quiet residential area with lots of shopping and restaurants within a short drive. Highly recommend!

The Lassing House
Super cute place in a great location for a great price! We had a wonderful stay here.

The Uptown Treehouse - Downtown St. Pete 1Br Apt
One of the best Airbnb’s we’ve stayed at. We would have stayed and lived there if we could. Perfect combination of cozy, comfortable, cute, and great location for walking and exploring. Private parking out back and hangout area up top really made this stay enjoyable.

Walk to St. Pete's Grand Central from Historic Apt
Josh and Joy’s place is immaculate and near everything downtown St Pete. If this place is available book without hesitation. I’ll be back!

pet friendly on an equestrian farm
Once again we had a wonderful time at Evie's place. We are never disappointed and look forward to our "Happy Place" every year!!
Guesthouses with a patio

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Great spot close to lots of things and a nice hot tub to end off your day. Would definitely stay again

Entire Guest House near Tampa airport
We loved this place & Tatiana was great. The cleanliness & detail in decoration made the atmosphere and comfort amazing. The place was so peaceful and private. She had very nice new linen & towels. Also nice shampoo, conditioner, soap and coffee pods. Her TV was big & nice. The only small down side we would say, if you are in the rental a lot during the day, is the window blinds if you want the blinds open are facing the renter’s back yard & pool. Since we were on vacation this did not matter to us. There is a window in the living room & bedroom you can open the blinds. We highly recommend this place.

Waterfront Studio Home in Paradise
Rose and Charlie were very gracious, the cottage was a quiet and relaxing place to be and we enjoyed the outdoor space. A great value and close to everything we wanted to do in Apollo Beach.

Suite The Marine
Nice and easy check in clean place!

Tiny House Oasis Blue Vatican . Near MacDill Base
Cute little guest house. Has mini fridge, Keurig and microwave. Screened porch with TV and music. Outdoor sitting area for guests. Very clean, air conditioning, tile floors are nice and cool when the temperature outside is hot. Very responsive to messaging. There's a convenience store about 1/4 mile away, and restaurants/grocery/target about 1.5 miles away. Definitely walkable if you don't have mobility issues or a car.

Cozy studio/Full Kitchen/Private Entrance
My stay was great. A comfortable, spacious location in a quiet residential neighborhood. I would gladly reserve a future stay!

Adorable 1 Bedroom Ybor Casita with outdoor patio
Thank you Daniel for hosting us. Your place was a perfect little home, clean, felt right at home. Would stay again.

Apartamento Casino 1
This was our second stay, and once again, it was a fantastic experience. The property is exceptionally clean, peaceful, and offers complete privacy. Everything was just as we hoped, making for a truly relaxing stay. We would definitely return!
Guesthouse rentals with a washer and dryer

Seminole Heights Flamingo's Little house
the place was advertised. It was our second stay and we will be back!

Private 2 BR Backyard Oasis, Walk to Downtown!
Place is well located within downtown, with all the amenities you could need. I would highly recommend this spot for anyone looking to stay in st. Pete

La Casa Azul - Private Detached Guest House
Beautiful home and well-mannered host.

Historic Old Northeast Get A Way
Really nice and comfortable apartment in a peaceful and quiet neighbourhood. The apartment is well stocked and felt really homely. Kay has gone to a lot of trouble to make her property feel like a home. Would definitely stay again. A fifteen minute walk from the centre of town so therefore a great location.

Adorable Guesthouse
Mom and I came down to Florida for some meetings and our stay was so nice and private in a quiet neighborhood in this guest house.

Caffeinated Bungalito near Armature Works /75in TV
Matthews Airbnb was great for my wife and I’s visit to Tampa. Worth a 5 star rating! Super clean, stocked with everything you need. Always responsive host! Highly recommend it!

Cozy Suite
This space was AMAZING! Very,Very,Very Clean and Spacious for 2-3 People. Outside porch with lights and comfortable seating. The check-in was a little skeptical at first, but once Mom came out with warm Florida hospitality felt right at home! Would definitely recommend!
Private Guest House sleeps 4 w/POOL & near beach!
We only had the opportunity to stay for a short time however it was perfect one night stay for my wife, kids and I. Cute cozy place and the best part was that I am familiar with the area considering I use to live a block over. Even though I didn’t need anything at the convenience store it’s nice to know that at the end of the alley (very short walk) I can get some adult beverages and a few other items had I needed it. Most definitely would book again!
Quick stats about guesthouse rentals in Clearwater
Total rentals
60 properties
Total number of reviews
4K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Destinations to explore
- St Petersburg Vacation rentals
- Tampa Vacation rentals
- Tampa Bay Vacation rentals
- Central Florida Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Guesthouse rentals United States
- House rentals United States
- House rentals Florida
- Guesthouse rentals Florida
- Guesthouse rentals Central Florida
- House rentals Central Florida
- Guesthouse rentals Orlando
- House rentals Orlando
- Beach house rentals Clearwater
- Family-friendly rentals Clearwater
- Rentals with a hot tub Clearwater
- Townhouse rentals Clearwater
- Smoking-friendly rentals Clearwater
- Rentals with outdoor seating Clearwater
- Rentals with lake access Clearwater
- Hotel rentals Clearwater
- Pet-friendly rentals Clearwater
- Private suite rentals Clearwater
- Waterfront rentals Clearwater
- Bungalow rentals Clearwater
- Villa rentals Clearwater
- Rentals with an accessible height toilet Clearwater
- Condo rentals Clearwater
- Beachfront rentals Clearwater
- Fitness-friendly rentals Clearwater
- Monthly Rentals Clearwater
- Apartment rentals Clearwater
- Rentals with a fireplace Clearwater
- Rentals with pools Clearwater
- Boutique hotel rentals Clearwater
- Beach condo rentals Clearwater
- Kid-friendly rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Rentals with beach access Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Rentals with a patio Clearwater
- Rentals with a kayak Clearwater
- Cottage rentals Clearwater
- House rentals Clearwater
- Rentals with a sauna Clearwater
- Mansion rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a firepit Clearwater
- Guesthouse rentals Pinellas County
- House rentals Pinellas County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Things to do Florida
- Sightseeing Florida
- Tours Florida
- Wellness Florida
- Art and culture Florida
- Nature and outdoors Florida
- Food and drink Florida
- Sports activities Florida
- Entertainment Florida
- Things to do Pinellas County
- Food and drink Pinellas County
- Art and culture Pinellas County
- Sightseeing Pinellas County
- Sports activities Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Things to do Clearwater
- Art and culture Clearwater
- Nature and outdoors Clearwater
- Tours Clearwater