Guesthouse vacation rentals in Clearwater

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Clearwater

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

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Guest favorite

Guesthouse in Riverview

4.9 out of 5 average rating, 125 reviews

Spacious Industrial Style Studio Guesthouse

Welcome to Riverview Cottage - A beautiful, fully renovated, industrial/modern guest house only 10 miles from Tampa Bay! In this 450 square foot guest house, you'll enjoy all the regular luxuries of a full-size home without sacrificing comfort! Best of all enjoy a FULLY fenced-in entrance and private yard + parking for up-to 2 vehicles! Whether stopping by for work or leisure, you are sure to enjoy this thoughtfully designed space complete with full-size kitchen, bathroom, and living space.

Guest favorite

Guesthouse in Historic Old Northeast

4.89 out of 5 average rating, 295 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), brand new air conditioner, mini fridge, 32" smart TV (login to your favorite streaming options and enjoy, no cable provided), a microwave and a coffeemaker. Great walking ability. We do not allow animals, any pet related questions please inquire with us prior to booking!

Top guest favorite

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 219 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!

Top guest favorite

Guesthouse in Tampa Heights

4.97 out of 5 average rating, 132 reviews

Cute Guesthouse by the Riverwalk, w/patio and WFH

Enjoy a stylish experience at this centrally-located detached guesthouse with patio and fire pit. Fully equipped with a WFH setup for your workcation and close to all Tampa has to offer. The Riverwalk as well as Armature Works is close. It’s a quick ride to the stadium. A walk on the beach is a drive away. Easy access to Tampa International airport . Quiet guesthouse recently refurbished with a full kitchen and a dedicated work space. Wifi and air conditioning. This is a non smoking property

Superhost

Guesthouse in Old Seminole Heights

4.91 out of 5 average rating, 193 reviews

Guest House close to Attractions

Our guesthouse is a great space for a couple or two friends traveling together. We have two beds for your stay. One is a traditional queen in the back bedroom space and the other is a queen foldout couch in the living room space. There is a small kitchenette with sink, refrigerator/freezer, microwave, coffee maker and toaster. You will enjoy many great independent restaurants and breweries my neighborhood has within a short distance. Plenty of space in yard to relax and hang out as well.

Superhost

Guesthouse in Dunedin

4.84 out of 5 average rating, 106 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Guest favorite

Guesthouse in Old Seminole Heights

4.87 out of 5 average rating, 907 reviews

Seminole Heights Riverside Paradise w/Pool

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Top guest favorite

Guesthouse in Palma Ceia

4.94 out of 5 average rating, 110 reviews

Large Charming Hyde Park Cottage-Walk Everywhere!

Our spacious 850sf Historic Hyde Park cottage is blocks from Bayshore, a short walk to Bern’s, Hyde Park Village, and numerous restaurants and bars! This charming 2/1 (queen/twin), 2nd story carriage house is in the heart of Hyde Park! Please send a message if you do not see your dates available. Note that the cottage is not next to the highway as the map view may suggest. Ask about amenities in our well-equipped kitchen and longer-term stays.

Guest favorite

Guesthouse in Pass-a-Grille Beach

4.92 out of 5 average rating, 191 reviews

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

Get ready to relax and enjoy the island life at this "Key West" style guest house! This Pass-A-Grille 1 bedroom apartment is located less than two blocks from the beach. This is the Upstairs 2nd floor unit of a two apartment cottage that is situated on the property, behind the owner's main house. The apartment has a full kitchen, living area and a side nook with a set of bunkbeds. There is also a small upstairs porch to sit and enjoy the view!

Guest favorite

Guesthouse in St. Petersburg

4.92 out of 5 average rating, 104 reviews

Comfy Guest House in St Pete

This peaceful and centrally-located guest house, is convenient for your get away with immediate access to I-275 which will take you to downtown St Pete, and famous Treasure Island, Madeira Beach, St Pete Beach in less then 17 min and 22 min away from Tampa International Airport. Also having access to close shopping centers including Tyrone Square Mall.

Guest favorite

Guesthouse in Historic Old Northeast

4.9 out of 5 average rating, 105 reviews

Private guesthouse in Historic Old Northeast

This unique guesthouse is in a great location in Historic Old Northeast. Located 4 blocks from St. Petersburg's beautiful waterfront parks and a short walk to downtown St. Petersburg. The downtown area has a ton to offer including the newly renovated pier, restaurants, shopping, music and museums. Great for singles, couples and business travelers.

Top guest favorite

Guesthouse in Tampa

4.97 out of 5 average rating, 112 reviews

Beautiful brand new guest house - Hyde Park

Enjoy a stylish experience at this centrally-located place. This beautiful brand new 1 bedroom guest house is walking distance from Bayshore and Hyde Park Village. Short 10 minute car ride from downtown with free easy parking. Perfect retreat for someone looking to enjoy Tampa! Please reach out with questions!

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What guests are saying

Small but Spacious! Private guesthouse

4.85 out of 5 average rating, 113 reviews2 weeks ago

Mark's place is a hidden gem among the many similarly priced options available. The Airbnb was perfect for our needs and price point. I loved that the TV was within view from the bed. The amenities already available upon check-in (beach towels, blow dryer, clothing iron, shampoo, etc.) was a plus. Our only issue during our stay was the initial TV remote not working, but Mark supplied us with a replacement on the same day. Very responsive host. Would definitely rebook again!

Guesthouse in Tampa

What guests are saying

Guest House by the Lake

4.83 out of 5 average rating, 125 reviews1 month ago

Scott was a great host who communicated very well. Not enough AirBnb hosts allow dogs and he didn't hesitate allowing all 3 of our dogs for the weekend. Clean place, quiet neighborhood, relaxing park a block away on the water and 10 mins from bars, restaurants and shops as well as a variety of parks and access to water and The Pier downtown. would return in a heart beat!

Guesthouse in St. Petersburg

What guests are saying

Tropical Escape Mediterranean Guest House

4.89 out of 5 average rating, 101 reviews1 week ago

We had an awesome stay at Lance's place. My fiance and i were in town for 4 nights, he was super responsive and had some great recommendations. Probably the most responsive host we have ever had. Plenty to do in the area, 20 mins from St. Pete Beach. Save area, guest house has plenty of room. Was a perfect stay all around, highly recommend!

Guesthouse in St. Petersburg

What guests are saying

Crescent Heights/St. Petersburg Entire Guest House

4.9 out of 5 average rating, 241 reviews3 weeks ago

We were only in the area for the weekend, but James was a fantastic host! The location is close to everything we wanted to do and we enjoyed our stay, especially for the price and flexible check-in! I would definitely stay again in the future. Thank you for hosting us, James!

Guesthouse in St. Petersburg

What guests are saying

Tropical 2BR Casita + Hot Tub Near It All

4.96 out of 5 average rating, 103 reviews2 weeks ago

Jerry and Felipe are such great hosts! We loved the hot tub and the landscaping. The casita was actually prettier than in the photos. The beds were comfy and the 2 bedrooms were so nice to have. We received great recommendations from Felipe and Jerry and the location was very convenient. The outside areas are beautiful and the neighborhood quiet. Felipe was very responsive any time we reached out. I would love to stay there again!

Guesthouse in St. Petersburg

What guests are saying

Private Paradise in Tampa > Minutes from Downtown

4.9 out of 5 average rating, 156 reviews2 weeks ago

This is a wonderful stay and was created with care, talent and taste. The size was perfect for two. The decorating is comfortable and the small touches were appreciated amenities - such as bottles of water and modest snacks upon arrival and modern outlets with USB and USB-C connections. Silvana was a gracious host.

Guesthouse in Seminole Heights

What guests are saying

Private Guest House

4.86 out of 5 average rating, 392 reviews1 week ago

I love staying at Sandy’s!!! Peaceful, private, so much beautiful nature! If I ask something, she always responds with an answer or solution (had her son run over a tape measure for me!) I also appreciate the fact that I have a washer and dryer; I notice a lot of Airbnb hosts do not offer that feature for their guests. Thank you, Sandy 😊

Guesthouse in Odessa

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