
Guesthouse vacation rentals in Clearwater
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Top-rated guesthouse rentals in Clearwater
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Popular amenities for Clearwater guesthouse rentals
Family-friendly guest house rentals

Charming private guest house.
This place was really peaceful and beautiful. Loved walking around the neighborhood. Definitely will comeback. The hosts were great too. Very helpful and responsive. Overall good escape from city life.

Adorable South Tampa Two-Story Guest House
James was a wonderful host. We landed really late so he gave us extra guidance to ensure we knew where to go and left lots of lights on making it easy to find. The guest home is in a quiet neighborhood and it was incredibly easy to get a good nights sleep. A great location for those going to George Steinbrenner Field or Raymond James Stadium. We left at 5:15 am and he told us not to worry about towels, sheets, trash etc. which was really nice considering the time. We plan to come back to spring training next year and hope this guest home is available for our stay!

Hyde Park Tree House, Tampa, FL - Great location
My daughter and I spent 4 nights at the Tree House and it was lovely. It is in the back yard of the host's home, yet felt very private due to the lush tropical landscaping and trees. For me, the best part was the screened-in porch where I spent hours each morning enjoying the coffee Susan provided. It's located in a great little older neighborhood with easy street-parking and within walking distance of Hyde Park area - lots of restaurants and shopping nearby. The approx. 100 year-old apartment was as described which means I understood we would not have the luxuries of a dishwasher or central heat and air - and we were fine with that.

Cute home in historic neighborhood
Our stay was fantastic! The house was the perfect size for the three of us. We originally had it reserved for us and both of the kids, so Jeff had the extra bed there waiting for us. We've been coming to St. Pete for 7 years and I love the historic old charm of the houses and streets. Jeff definitely went the extra mile with lining the stove with foil and having every convenience of home. Already going to schedule our next stay with Jeff. Also loved the central A/C!!!! Great private place to stay in St.Pete.

Private Apt/3miles from beaches/Treehouse.like
Karen was a wonderful host, and we thoroughly enjoyed our one month stay in her apartment. The apartment was well supplied, and we had everything we needed. It is across the street from a beautiful park with walking and biking trails. It’s convenient to the beach and area restaurants and grocery stores. I highly recommend this apartment.

The Lassing House
We really enjoyed the stay at the Airbnb. The apartment was exactly like the description. The communication with the hosts was good. We had a amazing time and can recommend that place.

The Uptown Treehouse - Downtown St. Pete 1Br Apt
Dirk and Erika were wonderful communicators and the space was in an awesome location, we walked pretty much everywhere we wanted to go. It was quaint and on a quiet street, we were thankful for a weekend away!

pet friendly on an equestrian farm
As a solo 74 year old gal with an English cocker, safety is most important. I was very comfortable and felt safe. there. Just a lovely place and nice people
Guest house rentals with a patio

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Victor was extremely helpful and let us book the day of our reservation! He responded quickly to any questions I had. We needed to use the air mattress for our third guest, and he had the housekeeper come by to set it all up for us! The back yard was my favorite part of the place! I would definitely book here again!

Waterfront Studio Home in Paradise
Only complaint is that we didn’t have any time to enjoy the amenities. Beautiful pool and lovely seating area and bar right outside our door, but we were so busy visiting family we only had time to sleep and shower.

Suite The Marine
Great place to stay. Very clean and private. I will definitely book this place the next time I come into town

Tiny House Oasis Blue Vatican . Near MacDill Base
Exactly as described. Very easy to work with. We arrived late at night and it was no problem at all. I would definitely stay here again!

tinyhome en largo
This was one of my favorite places to stay, it’s small but perfect for a couple. Exactly as described. Decorated very nice, simple but tasteful and very clean. I will stay again if ever in the area, it was just perfect!

Cozy studio/Full Kitchen/Private Entrance
Our stay was very comfortable. The suite was clean and Lissette responded to all our needs quickly. A great hostess! We will definitely stay there again

Adorable 1 Bedroom Ybor Casita with outdoor patio
the host was very responsive

Casino 1 Apartment
We stayed one night in Tampa, the apartment is perfect, equipped with every comfort, quiet and perfectly clean and well-kept. I recommend it both for the price and the quality of the service.
Guest house rentals with a washer and dryer

Bay Suite in Heart of Dunedin
Great place and wonderful hosts. The space is well decorated and equipped for the size of it, perfect for a couple or someone with a kid. Easy short walk to downtown Dunedin and a couple blocks off Pinellas trail. The hosts were super helpful, great local guides and very responsive. Would highly recommend and would love to stay there again!

Entire Guest House near Tampa airport
The house was in perfect condition! I brought my small dog and much to my surprise I arrived to dog bowls, a dog bed and poop bags!! Such a great touch! The place was well equipped and spotless! Tatiana was very helpful and welcoming!

Private 2 BR Backyard Oasis, Walk to Downtown!
Cute historic place. Great location, easy to walk to downtown. Friendly hosts. Private tropical yard. Very well stocked, lots of supplies to cook there. Also comfy beds with extra blankets. Great water pressure in the shower!

La Casa Azul - Private Detached Guest House
Our flight got delayed by 4 hours, so my wife and I showed up around midnight. Not only was check in still easy, but Giovanny was willing to work with us over this delay. The yard was beautiful, the place was spotless, and it was peaceful the entire stay. I would recommend this place to anyone who wants to AirBnB in Tampa.

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.

Caffeinated Bungalito near Armature Works /75in TV
Matthew was a very responsive his and his place was great. Nice neighborhood and walkable to Armature.

Cozy Suite
It was a beautiful quiet guesthouse within a backyard garden with a lot of amenities. Surprisingly very spacious. His mom was super cool and willing to help if we needed anything. Worth the stay!
Private Guest House sleeps 4 w/POOL & near beach!
Great place to stay. Jennifer left us snacks and also gave us streaming services to use on the tv. She let us use beach chairs and bags and left towels for us to use at the beach. Very close to st Pete’s beach, close to downtown as well. Great location if you want to do either of those two things. It’s also very private and quaint. We were welcomed to use the pool and backyard if we wanted as well. Overall great host would stay 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
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- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- North Beach
- Raymond James Stadium
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Curtis Hixon Waterfront Park
- Tampa Theatre
- Fort De Soto Park
- Tropicana Field
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Lakewood National Golf Club
- River Strand Golf and Country Club
- Sand Key Beach
- Honeymoon Island State Park
- Clearwater Marine Aquarium
- Alafia River State Park
- Marie Selby Botanical Gardens
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