Smoking friendly holiday rentals in South Tampa

The Borough Riverside Retreat

Located on the Hillsborough River in the heart of Tampa. Stores, parks, restaurants and bars within walking distance. The private suite is smaller in size but warm and cozy, it has a queen bed with luxuries likens Jacuzzi tub, a Kitchenette with a mini fridge, microwave, toaster oven, , HD TV, Ice Cold A.C. and more. The property has a heated swim spa, firepit , swing area w/ hanging bed, hammock, fishing dock, outdoor shower, kayaks, Jon boat, bikes, lawn chairs to catch some rays and more..

Multi-Award Winning & Top 1% Rated on Airbnb 2025

“The Pickett Fence” is a recognized Historic Farmhouse Inn that was built in 1920’s. ~SORRY, NO CHILDREN!~ Included: *Free WiFi *FireStick, Netflix, Hulu, Peacock, MAX *Paramount+ *3 large bedrooms W/TV & Fire-stick *2.5 baths *Chef Gourmet Kitchen & amenities *Private Hot-tub for 6 with Bluetooth Only minutes away to- 😍 Ybor Downtown Amalie Arena Convention C. Riverwalk Raymond Stadium Adventure Is. Busch Gardens USF T.I.A International Mall Westshore Mall 20-25 Minutes to- Beaches

Private & Cozy Tiny Home/Cottage

This is a cozy converted workshop with all the amenities of a traditional home! You'll have a comfy bed that sleeps 2 with an air mattress upon request, TV with streaming options, fun decorations, WiFi, air conditioning, W/D, closet space, cooking stuff, & bathroom. If you love tiny homes, you'll love this. Because of it being a converted workshop, it still has that feeling in some regard. It's a little rustic, but still charming. It's not a hotel, nor does it try to be. Pets are welcome.

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).

ZERO Cleaning Fees - Hot Tub Tiny House

Welcome to the Tiny Heights! Our quaint little tiny house features exclusive hot tub access, a full kitchen, private bathroom, shower and sink, wifi, AC, TV, Apple TV, and a beautiful private patio seating area. Tiny Heights Airbnb is located in the Seminole Heights area of Tampa and is within walking distance to an awesome selection of restaurants, bars, breweries, coffee shops and shopping. Just 4 miles from T.I.Airport and 2 miles from Raymond James Stadium, Ybor City & Downtown Tampa

Nature Lovers Luxury Glamping on Private Homestead

Fully renovated 1965 vintage camper Private cozy & clean Climate control with quiet as a whisper a/c & heat Queen-sized bed with comfort coil mattress & Tempurpedic topper Hotel quality linens Smart TV: Netflix, Amazon Prime Video & Hulu Mini-frig, tea kettle, french press, hot plate & microwave Private outdoor bathhouse with open-air HOT shower, toilet & sink Upscale safe neighborhood, walkable to stores & restaurants Spacious lakeside deck & canoe Additional accommodations available

TAMPA/Seminole Heights/Walk 2 Breweries

This property is located in the trendy and historic neighborhood of Seminole Heights in Tampa, known for its abundance of cafes, bars, and restaurants. Just a 10 min drive to downtown, Amalie Arena, Riverwalk, Tampa General Hospital, Ybor City, and Armature Works. A 15 min drive to Busch Gardens, Hard Rock Casino, and 40 min to the beaches. Explore the area with Brew Bus while enjoying drinks. Overall, location offers easy access to some of the best dining and entertainment options.

The Little Pink Guest Suite

Enjoy our cozy back yard guest suite. Fully fenced in by a privacy fence with dedicated off street parking. Our space is walking distance to some of the best bars, coffee shops and restaurants in Seminole Heights. Inside you'll have a fully equipped kitchenette, very comfy brand new Queen size bed, Smart TV, and fast internet. We have all you need to provide comfortable stay for vacation or business travel right in the middle of the city with quick access to everything via car.

Downtown Tampa & Armature Works Apartment!

Stylish, 2-bedroom, studio apartment just blocks from downtown Tampa! Sleeps 4 with a king bed and cozy full bed. Enjoy a dedicated office space, fully stocked kitchen with coffee bar, in-unit washer/dryer & a balcony overlooking the lush courtyard with seating & a grill. Nestled in a peaceful neighborhood yet minutes to Dowtown Tampa, Ybor City, Armature Works & much more—your perfect Tampa escape! The second bedroom is accessed through the main bedroom, separated by a door.

Your Tampa Bay Vacation Entertainment Home

This Entertainment Oasis to Enhance Your Tampa-Bay Vacation Experience with WiFi, Pool Table & Poker-Table, Every Room has a Smart TV, USB Chargers, Screen in Patio w/Pingpong Table-Dartboard-Grill, Backyard Privacy Fence. 3 BR, 2 Full Baths, 1-Air Mattress, 4-Car Driveway. Located Near Airport, RJ Stadium, International Plaza, Ben T David Beach, Clearwater Beach, Busch Gardens, & Adventure Island. Entertainment Book In The Home w/Beaches, Parks, Restaurants & Shopping.

Rooms with a Pool

Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.

Beautiful Guest House in Historic Old Northeast

Completely Detached Studio apt/Mother in-law suite located in Historic Old Northeast. 100 feet to Coffee Pot Water Way and walking path. Less than a mile to downtown, less than a mile to Vinoy Hotel and Beach drive; Quarter mile to North Shore Park. Two bikes are available to guests. Guests are also welcome to the lap pool, the grill, patio furniture. Must be okay with dogs.