
Guesthouse vacation rentals in Town 'n' Country
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Top-rated guesthouse rentals in Town 'n' Country
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Town 'n' Country guesthouse rentals
Family-friendly guest house rentals

Carriage House in North St. Pete
We had a wonderful stay here! It was very close to everything we wanted to do and their hospitality was phenomenal. We hope to come back and stay again sometime!

Backyard Bungalow in Old Seminole Heights
It fit our needs perfectly. Sonya and Chris were both warm and welcoming and strived to make sure our needs were met. There was one glitch with washer/dryer but they made sure we still had the ability to use theirs. Very much appreciated. The bed was comfortable and the pillows as well. A pillow is often too big, these were just right. Having a granddaughter nearby, we hope it is available for future visits. A great two weeks.

Charming private guest house.
The guesthouse was perfect for my trip, I was traveling alone and in town to help a family member move in to their new home. I was busy during the day and it was nice to come back to the guesthouse in the evenings. The neighborhood is beautiful and quiet. There are a few restaurants and shops within short walking distance. Everything was very clean and the space is minimally furnished with just the bare necessities for a short stay.

Adorable South Tampa Two-Story Guest House
A very cozy and peaceful experience.Everything that you need to go to,from restaurants to retails,are very close by.James is a very friendly host.

Seminole Heights Riverside Paradise w/Pool
Ryan’s place was great! The bed was so comfortable and we enjoyed the muffins, orange juice, and beer that were provided upon arrival. Perfect location, being only about 15 mins from everything we wanted to do! We were able to go down to Clearwater and St. Pete Beach as well and it was only about 40 mins away! The pool and kayaks were also a plus and Ryan helped us get the kayaks out and ready for us to use!

Private Apt/3miles from beaches/Treehouse.like
I stayed at Karens place for about a week while working and visiting family. It was beautiful and exceptionally clean. Check in very easy with the button lock box, and located nearby Walsingham park is good for walks and quiet views. Karen was really responsive with communication. Would happily stay here again. A+

Casa O - Private In-Suite Studio in St. Pete
Bebe's Casa O is at a quiet neighborhood with tranquility all around. Well maintained guest house, clean and cozy with a hospitable host. Looking forward to returning.

The Uptown Treehouse - Downtown St. Pete 1Br Apt
Dirk was an incredible host from the moment we booked. He replied quickly, sent clear check-in instructions, and even had the house ready earlier than expected. The home is located in a charming historic neighborhood that’s both central and peaceful—perfect for families. Everything was clean, and the bathroom was spotless. Having a private parking spot was a huge plus. One of our favorite details was the beach chairs available for guests—small touches like that made our stay even better. We truly felt at home and would happily return to the Treehouse. Thank you, Erika and Dirk, for a lovely experience!
Guest house rentals with a patio

Stylish☀Mini Mint Bungalow☀10 mins from downtown
Rasheem and Veronica were wonderful. They made us feel right at home. The place was clean and comfortable. An amazing place to relax after a long days work. They made traveling for work a lot less stressful for both me and my employee. Thank you for your hospitality.

Sovereign guesthouse, free WI-FI and Parking
Although, my schedule changed last minute, my adopted nephew was able to utilize the stay and was happy to have a place to relax and rest after training all day.

Cozy Palma Ceia Cabana close to Westshore & TIA
This cabana had everything we needed for our short stay. It was located so close to everything, very convenient. It was very clean and the bed was super comfy! Pam was very responsive to all communication with us.

Tiny House Oasis Blue Vatican . Near MacDill Base
This is a beautiful little place in an amazing area of Tampa. Very cute decor, and everything was spotless. The a/c runs icy cold and everything works perfectly. We didn’t spend much time in the little outdoor area due to it being June in Florida, but that was very cute and cozy, as well. I saw one reviewer say the bathroom door doesn’t close all the way, but this isn’t true. It’s sort of an “accordion” style door that slides open and closed, but the edge of the door does sit securely in the frame, allowing it to close just fine. I would definitely stay here again!

Stylish Studio-Perfect Location! 10min to DownTown
Went for the weekend to see Metallica and Justin’s place was the perfect spot to lay low and enjoy the weekend! It was close to everything and just a short Uber ride to the show! Would definitely stay again!

Cozy studio/Full Kitchen/Private Entrance
Lissette's listing is so nice! Spotlessly clean and had everything I needed to make my stay pleasant. She's a great host. Responsive and friendly. I would definitely recommend her listing to anyone visiting the Carrollwood/Tampa area!

Coastal Cottage C Bikes, Beach Items, Adventure!
Great little place within driving/ biking distance to activities. Very quiet and clean place. Had bikes and all the beach stuff you may need! Will definitely return!

The Highland Hideaway - Private Guest House
My next visit to Tampa,I will definitely try to get this same Airbnb..I loved everything about it.
Guest house rentals with a washer and dryer

Beautiful, cozy guesthouse in the heart of Tampa
Definitely recommend! Very comfortable, spacious and clean!

Idlewild Guesthouse
Cute studio, clean and neat. Nice neighborhood in an older part of Tampa. We stayed with our little dog and easily found nearby dog friendly restaurants.

Luxe Apartment with water views in SH!
Luxury Under-STATED The moment I stepped into Philippe and Stefani’s Luxe Apartment, I knew I had found a hidden gem. This isn’t flashy luxury—it’s understated elegance that wraps around you like a warm hug. Every detail is intentional: the high-thread count sheets, the plush spa-quality towels, and the makeup-friendly facecloth that made my stay feel both indulgent and thoughtful. Safety Harbor itself is a dream—walkable, charming, and full of soul. I spent hours strolling down streets lined with award-winning homes from the Garden Club, capturing moments on video and soaking in the magic of this picturesque town. The proximity to Bayshore Blvd. and Main Street made every outing effortless, and every step felt like a meditation. Inside, the apartment is a masterclass in calm: light-filled, impeccably clean, and intuitively designed for comfort. If you’re looking for a space to reconnect—with yourself, with stillness, with beauty—this is it. Luxury lives here.

Charming Carriage House in Hyde Park Village SoHo
The property was perfectly located, close to downtown Tampa and situated within the quiet, leafy neighborhood of Hyde Park. The apartment was tastefully decorated and contained every amenity you could wish for, right down to the basket of goodies in the kitchen. Fully equipped kitchen and bathroom. Excellent air conditioning and temperature control. Bedroom beautifully furnished and king size bed super comfortable. Lisa communicated very well both before and during our stay. She gave us great recommendations for beaches and restaurants, and her guidance related to ordering an uber made that super easy also. We’d highly recommend staying here!

Coastal in the Heights
Nicole’s place was so beautiful and clean. It was the perfect place for my husband and I to stay on our trip to Tampa to visit friends. It was private, the inside was a great retreat from the hot outdoors with a lovely couch and tv, and the courtyard was wonderful to sit and have lunch and watch a storm roll in. Couldn’t have pictured anything better.

ONE Guest Tiny Ybor Mustard House
I enjoyed visiting Tampa and that I could bring my cat, Piper. The tiny house is pretty much a straight shot to a trolly stop & the trolly is frequent free which is great. Plenty of snacks and breakfast items were provided, which I really appreciated. The host even brought me a container of milk.

Treetop Oasis
I had a week stay here, and it was everything I wanted and more. Brendan was super responsive and provided not only very clear instructions on check in, but also many recommendations for Tampa activities. The bathroom and kitchen were fully equipped, and the AC worked like a charm (vital for Florida in June). Would absolutely stay here again.

Private Guest House
'Twas a lovely little place to stay for the night! Highly recommend
Quick stats about guesthouse rentals in Town 'n' Country
Total rentals
60 properties
Nightly prices starting at
G$8,363 GYD before taxes and fees
Total number of reviews
4.5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club