
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.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Clearwater guesthouses
Family-friendly guesthouses

Charming private guest house.
Loved our time at Vera’s place!! She was super responsive and was available when we checked in. The place is exactly like the photos and it’s a very quiet area as well. Highly recommend this place and would stay again if we ever visit the Tampa area!

Adorable South Tampa Two-Story Guest House
While the location of this home is in the midst of the city and near the airport, the neighborhood was quiet and walkable, stores and restaurants were nearby and there was easy access to highways. It was a comfortable place to return" home: to each day. The beds and couch were comfortable and the air conditioners really helped. James and his family were very friendly and helpful. The size of the unit was fine for two people, but with a small bathroom and kitchen, might be a challenge for 3.

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
Fantastic and highly walkable location! A great place to stay!

Private Apt/3miles from beaches/Treehouse.like
Fantastic Stay at Karen’s Place! Our stay at Karen’s Airbnb was exceptional! From her warm welcome to the beautiful, clean, and well-equipped home, every detail was perfect. Karen’s genuine hospitality truly stood out. The location was both convenient and peaceful. Highly recommended—thank you, Karen, for a memorable stay! Looking forward to our next visit!

The Lassing House
We loved Leigh Ann's place! It's a beautiful little beach house, walking distance from the bay (and downtown St. Pete if you're in for a slightly longer walk). It was the perfect size for 3 people. Leigh Ann also provided beach chairs, a beach table, and coolers, which was so sweet and above and beyond. Highly recommend for any stays in St. Pete.

The Uptown Treehouse - Downtown St. Pete 1Br Apt
Dirk & Erika are very responsive with very clear instructions. They're also very friendly!

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
Guesthouses with a patio

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Cute, safe, and relaxing place. The back patio area is peaceful, the neighborhood is nice, and most importantly clean. We loved it.

Waterfront Studio Home in Paradise
We loved staying here for a few days! Gorgeous and peaceful corner of Apollo Beach and the outdoor area was such a great spot to enjoy our morning coffee. We're really grateful we discovered this place and Rose was so welcoming. Would definitely recommend for anyone looking for an escape in the area.

Suite The Marine
Liset’s place was perfect for our one night stay! It had the perfect amount of space and was very clean with everything we needed. She was very flexible when I needed to change my dates and the location felt very safe! Would definitely recommend to others and would stay again!

Tiny House Oasis Blue Vatican . Near MacDill Base
This was the most adorable and cozy Airbnb I’ve ever stayed at. Very clean and easy to get to and access. Alexandra the host checked in to make sure everything met my expectations. And this place exceeded my expectations.

tinyhome en largo
Small but they have everything that you need ! I will recommend 100%

Cozy studio/Full Kitchen/Private Entrance
Clean and comfy with needed amenities and in a peaceful neighborhood.

Adorable 1 Bedroom Ybor Casita with outdoor patio
A great place to stay for our short visit to Tampa! Close walk to Ybor area for great restaurants and bakery shops! Short drive to downtown Tampa. The apartment is clean and has everything we need. The hosts are very responsive to questions throughout our stay. High recommend!

Casino 1 Apartment
Very nice place to stay, extremely clean, good location close to everything. Would definitely recommend.
Guesthouse rentals with a washer and dryer

Bay Suite in Heart of Dunedin
The pictures do not do this property justice and the pictures are great ! Complete details of our stay were communicated well in advance. This cozy nook of a space nestled among a canopy of trees on the quiet side of Dunedin was the perfect space. It is walkable to the shops and restaurants of Main Street in downtown Dunedin and has so many unlisted amenities with just the perfect little touches sprinkled throughout . It is appointed impeccably but not so much that you can’t relax. The space is thoughtfully curated and is so comfortable. The only down side is now I want to recreate some of the spaces in my home to mirror how beautiful this Bay Street beauty is.

Entire rental unit.Tampa .2B/1B Near to everything
Me and my friends had a great stay. Would highly recommend to anyone looking for a comfortable place to stay. Quiet area as well.

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!

Tiki Hut Cottage
The Tiki Hut was beautiful. The lush outdoor area made for an amazing view and experience. The house was mostly clean, the carpets seemed a bit dirty but we still felt comfortable and at home. Wonderful hosts! We would rent again.

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
We really enjoyed the stay, the house and location are great, lots to do in the area, highly recommend it!

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!
What a wonderful and welcoming experience when we arrived. Jennifer & Steve were finishing up and as described, the cleaning was meticulous ! We briefly met the pups and they are SO sweet. The grounds have a rustic beach vibe with vibrant colors and inside, a great beach decor with all you need! It was so comfortable! We will stay again when we get back to St. Pete!!!!
Quick stats about guesthouse rentals in Clearwater
Total rentals
50 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
50 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
- Raymond James Stadium
- North Beach
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- ZooTampa at Lowry Park
- Tropicana Field
- Van Wezel Performing Arts Hall
- Clearwater Marine Aquarium
- Lakewood National Golf Club
- Splash Harbour Water Park
- Jannus Live
- Adventure Island
- Sand Key Beach
- Sunken Gardens
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