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Guesthouse vacation rentals in Clearwater

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Clearwater guesthouses

Family-friendly guesthouses

Guest favourite
Guesthouse in Davis Islands
4.85 out of 5 average rating, 954 reviews

Charming private guest house.

CelestineRating, 5 stars2 weeks ago
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!
Top guest favourite
Guesthouse in Tampa
4.93 out of 5 average rating, 109 reviews

Adorable South Tampa Two-Story Guest House

JoanRating, 5 stars2 weeks ago
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.
Superhost
Guesthouse in Tampa
4.85 out of 5 average rating, 336 reviews

Hyde Park Tree House, Tampa, FL - Great location

KimRating, 5 stars3 weeks ago
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.
Guest favourite
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 476 reviews

Cute home in historic neighborhood

MeganRating, 5 stars6 days ago
Fantastic and highly walkable location! A great place to stay!
Top guest favourite
Guesthouse in Seminole
4.95 out of 5 average rating, 243 reviews

Private Apt/3miles from beaches/Treehouse.like

KristopherRating, 5 stars1 week ago
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!
Superhost
Guesthouse in St. Petersburg
4.76 out of 5 average rating, 332 reviews

The Lassing House

LaurenRating, 5 stars1 month ago
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.
Guest favourite
Guesthouse in North Downtown
4.88 out of 5 average rating, 185 reviews

The Uptown Treehouse - Downtown St. Pete 1Br Apt

MichaelaRating, 5 stars1 month ago
Dirk & Erika are very responsive with very clear instructions. They're also very friendly!
Guest favourite
Guesthouse in Pinellas Park
4.87 out of 5 average rating, 269 reviews

pet friendly on an equestrian farm

RoslynRating, 5 stars3 weeks ago
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

Superhost
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 321 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

LindseyRating, 5 stars6 days ago
Cute, safe, and relaxing place. The back patio area is peaceful, the neighborhood is nice, and most importantly clean. We loved it.
Top guest favourite
Guesthouse in Apollo Beach
4.95 out of 5 average rating, 108 reviews

Waterfront Studio Home in Paradise

KailaniRating, 5 stars1 week ago
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.
Superhost
Guesthouse in Tampa
4.82 out of 5 average rating, 200 reviews

Suite The Marine

JennaRating, 5 stars4 days ago
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!
Guest favourite
Guesthouse in Tampa
4.95 out of 5 average rating, 287 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

BrendaRating, 5 stars3 days ago
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.
Guest favourite
Guesthouse in Seminole
4.84 out of 5 average rating, 103 reviews

tinyhome en largo

DanielRating, 5 stars3 weeks ago
Small but they have everything that you need ! I will recommend 100%
Superhost
Guesthouse in Tampa
4.86 out of 5 average rating, 108 reviews

Cozy studio/Full Kitchen/Private Entrance

AishaRating, 5 stars1 week ago
Clean and comfy with needed amenities and in a peaceful neighborhood.
Superhost
Guesthouse in Ybor City Historic District
4.83 out of 5 average rating, 185 reviews

Adorable 1 Bedroom Ybor Casita with outdoor patio

ChiRating, 5 stars1 week ago
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!
Guest favourite
Guesthouse in Tampa
4.91 out of 5 average rating, 117 reviews

Casino 1 Apartment

SilviaRating, 5 stars3 days ago
Very nice place to stay, extremely clean, good location close to everything. Would definitely recommend.

Guesthouse rentals with a washer and dryer

Top guest favourite
Guesthouse in Dunedin
4.99 out of 5 average rating, 181 reviews

Bay Suite in Heart of Dunedin

GeorgeRating, 5 stars1 week ago
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.
Superhost
Guesthouse in Tampa
4.81 out of 5 average rating, 157 reviews

Entire rental unit.Tampa .2B/1B Near to everything

KhaliylRating, 5 stars4 days ago
Me and my friends had a great stay. Would highly recommend to anyone looking for a comfortable place to stay. Quiet area as well.
Top guest favourite
Guesthouse in Historic Old Northeast
4.91 out of 5 average rating, 125 reviews

Private 2 BR Backyard Oasis, Walk to Downtown!

NicoleRating, 5 stars1 month ago
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!
Top guest favourite
Guesthouse in Dunedin
4.95 out of 5 average rating, 165 reviews

Tiki Hut Cottage

RachelRating, 5 stars4 months ago
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.
Top guest favourite
Guesthouse in Historic Old Northeast
4.98 out of 5 average rating, 243 reviews

Historic Old Northeast Get A Way

FrancoRating, 5 stars5 months ago
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.
Guest favourite
Guesthouse in Tampa Heights
4.94 out of 5 average rating, 130 reviews

Caffeinated Bungalito near Armature Works /75in TV

AvrahamRating, 5 stars1 week ago
We really enjoyed the stay, the house and location are great, lots to do in the area, highly recommend it!
Guest favourite
Guesthouse in Tampa
4.93 out of 5 average rating, 276 reviews

Cozy Suite

TyreikRating, 5 stars1 month ago
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!
Superhost
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 510 reviews

Private Guest House sleeps 4 w/POOL & near beach!

DougRating, 5 stars4 weeks ago
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

Destinations to explore