Guesthouse holiday rentals in Tampa Bay

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Tampa Bay

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

Guesthouse in Tampa

4.87 out of 5 average rating, 1,111 reviews

Charming private guest house.

Enjoy a private guest cottage tucked behind a beautifully restored historic Davis Islands home. The cottage, like the neighborhood, is exceptionally charming with a warm, coastal character that makes it special. It is close to so much, including downtown Tampa, Benchmark Arena, cruise port, waterfront parks, restaurants, cafes, and popular local attractions. Perfect for relaxing stays, it’s an ideal escape for couples or solo travelers looking for comfort, privacy, and a touch of island charm.

ValueLocationAccuracy

Top Guest favourite

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 249 reviews

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

ValueFamilyGetting around

Top Guest favourite

A charming guesthouse is seen from the front yard, featuring a green exterior with white trim. A welcoming porch is adorned with two chairs, and gentle landscaping with shrubs compliments the space. The surrounding grass is well-kept, enhancing the inviting presence of the home.

Guesthouse in Tampa

4.99 out of 5 average rating, 150 reviews

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Our guesthouse is fenced in our backyard & there is a dedicated parking space on the right side of the driveway. Inside there is a fully equipped kitchen with new Samsung appliances, full size washer & dryer, a comfortable Queen size bed, en suite bathroom, Roku TVs, fast internet. I love the atmosphere in my neighborhood; you will find local & specialty stores (bakeries, vintage clothes, vinyl records, breweries), mix of cultures, the architectural style of the old city and a central location.

ValueFamilyQuiet

Top Guest favourite

A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.

Guesthouse in Tampa

4.89 out of 5 average rating, 439 reviews

Pool Side Getaway, Walk/Bike Tampa River Walk

Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

FamilyLocationAmenities

Top Guest favourite

A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.

Guesthouse in Tampa

4.97 out of 5 average rating, 173 reviews

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

ValueFamilyHot tub

Top Guest favourite

A screened-in pool area is highlighted by clear blue water and a unicorn float. Surrounding greenery adds a natural touch, while shaded seating is positioned on the deck. Sunlight filters through the enclosure, creating a bright, inviting space for relaxation and leisure.

Guesthouse in Tampa

4.99 out of 5 average rating, 105 reviews

Cottage in Paradise.

Relax and unwind at our 2 bedroom, 1.5 bath, GUEST HOUSE (ONLY). Enjoy the pool, Beautifully landscaped grounds with Koi pond & mini golf. See birds, butterflies and more in our 1 acre botanical gardens. Free use of Golf Cart. Kayaks are available (with transport fee. I live in the main house and I'm happy to ensure that you have everything you need for an amazing vacation, while still giving you plenty of privacy. Check in & out times are not set & very flexible for your convenience.

LocationValueWalkability

Top Guest favourite

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

Guesthouse in Tampa

4.95 out of 5 average rating, 378 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

FamilyValueBiking

Guest favourite

A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.

Guesthouse in St. Petersburg

4.85 out of 5 average rating, 419 reviews

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

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

LocationFamilyBackyard

Top Guest favourite

A spacious sleeping area features a modern white bed dressed in a black coverlet, complemented by matching throw pillows. A sleek dresser stands nearby, and the wall behind the bed showcases a stylish wavy pattern in black and silver. A small seating area with two chairs is visible.

Guesthouse in Tampa

4.97 out of 5 average rating, 374 reviews

Romantic Getaway*FREE Decor AnyOcassion*Relax Bath

A cozy place to have your vacation in Tampa, private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more! Contact us with your ideas and we'll make this trip unforgettable! Located in a central area of Tampa, close to Bush Garden/Adventure Island, Raymond James Stadium,Tampa International Airport,Ybor City,Downtown Tampa,Clearwater Beach and more! Peaceful and centrally-located place to enjoy as a couple to your liking.

LocationValueCheck-in

Top Guest favourite

A spacious rooftop terrace is furnished with a shaded seating area, featuring dark wood chairs and a cushioned sofa, surrounded by potted plants. A large umbrella provides shade, while an area rug defines the seating space against the backdrop of lush greenery and clear blue skies.

Guesthouse in Tampa

4.93 out of 5 average rating, 100 reviews

Great For Couples + Work Trips • Central • PetsOK

🏙 Located in Tampa’s most vibrant neighborhood — walk to Bayshore Blvd, SoHo, and charming Hyde Park! 🌞 Perfect weekend escape or cozy work-travel retreat 🏡 Private guesthouse with exclusive rooftop access — enjoy your morning coffee or evening wine with a view 💼 Ideal for business travelers — comfortable, quiet, and centrally located ☕ Surrounded by local cafes, restaurants, nightlife, and boutiques 🚫 Please note: This unit is not handicap-accessible and requires stairs

FamilyLocationTV

Guest favourite

A screened-in pool area features a clear turquoise pool bordered by a tile deck. Floating loungers rest on the water's surface. Simple poolside furniture is arranged for relaxation, with lush greenery and scenic views of the Hillsborough River visible through the screens.

Guesthouse in Tampa

4.87 out of 5 average rating, 1,024 reviews

Seminole Heights Riverside Paradise w/Pool

Wake up on a quiet bend of the Hillsborough River, where glassy water, towering live oaks, and golden sunsets create a setting that feels both calm and connected. Isla de Dij offers a thoughtfully designed riverfront stay just minutes from downtown Tampa—ideal for work trips, weekend escapes, or anything in between. For those looking to elevate their stay, optional experiences like kayaking, paddleboarding, and sunset cruises are available on the water.

FamilyValueParking

Top Guest favourite

Guesthouse in Tampa

4.98 out of 5 average rating, 283 reviews

Paradise Suite Near Raymond James Stadium

Enjoy the best newly guest house in Tampa Bay area!!! Located at West Tampa, just 2 minutes from Rymond James Stadium, 5 minutes from International Mall and 10 minutes fromTampa International Airport. Also have other nearby attractions like: downtown, Riverwalk, Amelia Arena, Sparksmann Wharf, Channelside Cruise Port, Amature Works, Casino, Busch Gardens, Tampa Zoo, beaches and much more!

LocationFamilyBathroom