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Guesthouse vacation rentals in Clearwater

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Popular amenities for Clearwater guesthouse rentals

Family-friendly guest house rentals

Guest favorite

Guesthouse in Old Seminole Heights

4.96 out of 5 average rating, 171 reviews

Backyard Bungalow in Old Seminole Heights

ShelleyRating, 5 stars1 week ago
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!
Guest favorite

Guesthouse in Tampa

4.85 out of 5 average rating, 331 reviews

Hyde Park Tree House, Tampa, FL - Great location

IlianaRating, 5 stars4 days ago
Hyde Park Tree House was better than expected! It's close to many restaurants and walkable. Susan was a wonderful host. She communicated with me and was very helpful. Her place was so cute! It was perfect for the two of us. The weather was very cold and she provided space heaters and linens to keep warm. The area was quiet and peaceful.
Guest favorite

Guesthouse in Saint Petersburg

4.85 out of 5 average rating, 461 reviews

Cute home in historic neighborhood

AlexRating, 5 stars1 week ago
Jeff is awesome! The place is super cute and the neighborhood is trendy and quaint. St Pete is changing but is still a cool, beautiful place to spend a few days.
Guest favorite

Guesthouse in Seminole

4.95 out of 5 average rating, 239 reviews

Private Apt/3miles from beaches/Treehouse.like

LisaRating, 5 stars2 months ago
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!
Superhost

Guesthouse in Saint Petersburg

4.76 out of 5 average rating, 319 reviews

The Lassing House

DavidRating, 5 stars4 weeks ago
It was a beautiful and surprisingly quiet (even on New Year's Eve we did not meet any neighbors or residents of the neighborhood) stay to the end of our Florida road trip. All in all, the place is highly recommended!
Guest favorite

Guesthouse in Saint Petersburg

4.94 out of 5 average rating, 172 reviews

Casa O - Private In-Suite Studio in St. Pete

DanRating, 5 stars1 week ago
We really enjoyed this wonderful neighborhood. Bebe was a good host and communicator. It was quiet and clean.
Guest favorite

Guesthouse in North Downtown

4.88 out of 5 average rating, 181 reviews

The Uptown Treehouse - Downtown St. Pete 1Br Apt

MatthewRating, 5 stars9 months ago
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.
Guest favorite

Guesthouse in Pinellas Park

4.87 out of 5 average rating, 267 reviews

pet friendly on an equestrian farm

PriscillaRating, 5 stars1 week ago
We really enjoyed our stay at the cottage! It is cozy and cute. The cottage met our needs perfectly. It was in walking distance of a number of businesses, including a great Mexican restaurant. Additionally, there were many restaurants, stores and a mall in a very short driving distance. Yet even though there was that much available, near by, you felt like you were not in a city on that street. Evie the host was very responsive and friendly with messaging before, during and after our stay. She was very friendly when we met her in person. We would definitely stay again.

Guest house rentals with a patio

Guest favorite

Guesthouse in St. Petersburg

4.86 out of 5 average rating, 299 reviews

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

KennethRating, 5 stars2 weeks ago
Host was really nice. Had a tiny issue with the smoke detector and the steam from the shower and he still responded at 1am with no complaints. The place was very nice and cozy it def felt like home.
Guest favorite

Guesthouse in St. Petersburg

4.87 out of 5 average rating, 47 reviews

Missing Studio

TerraRating, 5 stars3 weeks ago
I felt very comfortable staying with Kate, she’s welcoming and gave me great places to eat and communication was great. Definitely would recommend!!
Superhost

Guesthouse in Tampa

4.87 out of 5 average rating, 230 reviews

Private Casita in the Heart of Tampa

LeaRating, 5 starstoday
This is a great place. Very clean, private, comfy bed, nice shower, friendly host that gave me wonderful recommendations. I was not going to Busch gardens but it’s insanely close!! It’s really close to everything and a nice neighborhood.
Superhost

Guesthouse in Tampa

4.82 out of 5 average rating, 190 reviews

Suite The Marine

ArnoldRating, 5 stars2 weeks ago
Quiet, clean and met expectations. One thing to note didn't make a difference to us but the black sofa bed that is in the pictures was not there. Instead there was a chair.
Guest favorite

Guesthouse in Tampa

4.96 out of 5 average rating, 255 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

ChimaraRating, 5 stars1 week ago
She was so sweet ! The place was so cute and calming! Bathroom clean , shower small the she has it so cozy in the place ! That it’s okay . Felt at home , literally a hidden Gem.
Guest favorite

Guesthouse in Historic Kenwood

4.96 out of 5 average rating, 114 reviews

Oasis historic cottage w/Tropical Patio/Parking

TammyRating, 5 stars4 days ago
The cottage was perfect. It was well stocked, great amenities, clean and so comfortable. Parking was very easy. Great walkable neighborhood and close to shopping, downtown and the airport. Location was great. The host was so kind, informative, organized and very responsive. I highly recommend this cottage.
Superhost

Guesthouse in Tarpon Springs

4.82 out of 5 average rating, 51 reviews

Casa Pina. Cute 1bed 1 bath with patio and king

SusanRating, 5 stars1 month ago
We had a great time here. Unit was fantastic for our needs! And we loved the area. Short walk to the lagoon where we watched manatees. And short walk to town that had many shops and restaurants.
Superhost

Guesthouse in Ybor City Historic District

4.85 out of 5 average rating, 170 reviews

Adorable 1 Bedroom Ybor Casita with outdoor patio

RileyRating, 5 stars1 week ago
Great place to stay! Host was very quick to respond when we had questions. Will be staying here again if I come back to Tampa!

Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Clearwater

4.91 out of 5 average rating, 379 reviews

Minutes to Beaches w/King Bed Private Updated

OrlaRating, 5 stars1 week ago
The place was great! Very walkable location. Really nice for a weekend stay :)
Superhost

Guesthouse in Tampa

4.85 out of 5 average rating, 223 reviews

Seminole Heights Flamingo's Little house

TomRating, 5 stars1 month ago
the place was advertised. It was our second stay and we will be back!
Guest favorite

Guesthouse in Historic Old Northeast

4.91 out of 5 average rating, 123 reviews

Private 2 BR Backyard Oasis, Walk to Downtown!

PatrickRating, 5 stars1 week ago
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
Guest favorite

Guesthouse in Bayshore Beautiful

4.85 out of 5 average rating, 235 reviews

La Casa Azul - Private Detached Guest House

PatrickRating, 5 stars4 months ago
The location is very near target and Publix. A nice quiet neighborhood. Parking is easy. Well labeled interior. Quiet. Good A/C. Great kitchen. I stayed a full week and enjoyed the place. Peaceful. I enjoyed the layout. I would stay there again.
Guest favorite

Guesthouse in Historic Old Northeast

4.98 out of 5 average rating, 243 reviews

Historic Old Northeast Get A Way

FrancoRating, 5 stars2 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 favorite

Guesthouse in Tampa Heights

4.93 out of 5 average rating, 115 reviews

Caffeinated Bungalito near Armature Works /75in TV

Thomas BrettRating, 5 stars6 days ago
Really easy check in and very responsive host. The Casita was extremely tasteful. Everything was new and clean.
Guest favorite

Guesthouse in Lutz

4.88 out of 5 average rating, 42 reviews

#4 New Lovely Palms Jacuzzi guest house

AngelicaRating, 5 stars2 weeks ago
Great Stay, Highly Recommend! The place was clean, cozy, and in a perfect location. We had a fantastic host who was easy to communicate with and provided helpful local tips. The highlight of the stay was definitely the hot tub, which was the perfect way to relax after a day of exploring. I had everything I needed for a comfortable stay. Highly recommend and would definitely stay again!
Guest favorite

Guesthouse in Tampa

4.94 out of 5 average rating, 265 reviews

Cozy Suite

MichaelRating, 5 stars2 weeks ago
This AirBnB was perfect! Private house behind the main house. Super clean and spacious! The bed was insanely comfortable! I literally felt right at home. Would stay again!

Quick stats about guesthouse rentals in Clearwater

  • Total rentals

    60 properties

  • Total number of reviews

    3.9K 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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