Smoking friendly holiday rentals in South Tampa

Entire Home with Hot tub & Firepit

Experience the charm of this 1000 sqft. home & expansive backyard w/fire pit & hot tub. Enjoy complete privacy. No shared walls, guest houses, or other guests. Inside is a 2Bd/1 Bth & well-equipped kitchen w/most small appliances. Nestled in a tranquil area, yet centrally located. Easy access to the airport, major attractions, best restaurants, vibrant nightlife, & fun adventures - all just minutes away! Includes a monitored security system so you have both the peace of mind & comforts of home.

Downtown Tampa & Armature Works Apartment!

Cozy apartment situated in a charming, peaceful neighborhood, that is just a short walk to many of Tampa's greatest amenities. Sleeps 4 with a comfortable king and full size bed. There's a dedicated office space, fully stocked kitchen w/ coffee bar, & a large courtyard w/ tropical plants, seating, and a grill. The main bedroom & living area are combined and the second bedroom is accessed through the main bedroom/living area. There is a door to shut off the second bedroom and a TV in the room.

Multi-Award Winning & Top 5% 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

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

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.

Kenwood Oasis

Message for open dates not on calendar. Spanish Mediterranean style with rustic charm and modern amenities compliment this homes beautiful exposed brick and stained glass doors. The outdoor living space is amazing with a screened in 30’x30’ breezeway for perfect FL living. Lush tropical landscaping, a great yard and tons of parking on a completely fenced in 1/2 acre lot and all the privacy guests could ask for. Located just 5 minute drive to Central Ave. Downtown St. Pete.

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.

Spacious Lakehouse Suite - Nature Lover's Paradise

Bright, clean & well appointed Private patio entrance Includes bedroom, private bathroom & sitting room with TV, microwave, etc. PLEASE TAKE NOTE: the suite shares walls & closed/locked doors with host's home. Spacious lakeside deck & canoe FOR A PRIVATE/ROMANTIC GETAWAY consider our other listing on the property - Miss Ruby, our fully renovated vintage camper with open-air shower and bath-house.