
Smoking friendly holiday rentals in Gulfport
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Top-rated smoke-friendly rentals in Gulfport
Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

Modern studio, pool & sauna | 10 min to DT & BEACH
Enjoy a stylish stay at this private studio within our family home. With private entry and dedicated parking, the studio has a kitchenette, private patio, fenced in space for outdoor living, and is pet friendly. There’s a queen bed and full size pullout sofa. The studio is stocked for hosting, beaching, or just relaxing with coffee and a book. As your hosts you might see us (or our pups!) around and we love to highlight the wonderful places between downtown St. Pete, Gulfport, and the beaches.

Heated pool & hot tub | 10 min to beach & DT
Enjoy a stylish stay at the centrally-located Pineapple Palace. Nestled between St. Pete Beach & Downtown St. Petersburg, this private mid-century pool home is a dreamy Florida vacation. There are 3 beds/2 baths with a spacious outdoor living area, screened in pool, outdoor bar, hot tub, and more. This space is perfect for vacations, bachelorette weekends, staycations, and events. For events, please DM the details. We’re excited to host you & share our unique guide to all things St. Pete! ☀️

Paradise Cottage Largo Beaches 1 mile High ground
We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Sunshine, Beaches & Refreshing Pool/Screen Patio
Step inside, you’re greeted by an open living area, and beautifully updated kitchen and appliances. Step outside to your private paradise! The large screened-in pool lanai beckons you to relax, lounge around, take a dip, fire up the grill and unwind in the Florida sunshine. This is where unforgettable memories are made. ☑ 5 mi to beautiful Sand Key Beach park and Clearwater Beach! ☑ 10 mi to John’s Pass Boardwalk. ☑ 9 mi to CLW/St Pete Airport & 23 mi to Tampa INTL. ☑ Sun room w/ping pong tabl

Mahi on Madison:Near Beach w/Fenced Yard & Hot Tub
Escape to this stunning, private, and beautifully renovated home that has a bright and cheerful atmosphere. Enjoy the exclusive privacy of a fully fenced yard, featuring a relaxing hot tub, hammock, fire pit, and grill. With 3,200 sq ft of lush artificial turf with a fun mini putt-putt course, there’s plenty of space for activities and fun! We're just minutes away from shops, bars, restaurants and the Clearwater Basin Marina. Best of all, the beautiful Clearwater Beach is only 10 minutes away!

Paws Paradise Studio-2 Miles to Beach-Kitchen-Yard
Dog friendly safe and secure Studio apartment with fenced yard and only minutes away from the great white sandy beaches of Treasure Island and St.Pete Beach. This updated space is great for short-term or extended stays. Outfitted with a mini kitchen and its own private entrance with covered patio and fire pit area. A 15 minute drive east is beautiful Downtown St Petersburg with its newly opened Pier. Walking distance to Walgreens and the very popular local favorite Deadbobs Bar. A 40" Roku tv.

A slice of paradise!
The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

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).

Shipwreck Bungalow
Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

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, New AC Unit, 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.

California
Hi there , this beautiful studio apartment is a very romantic and peaceful place to stay., very central in one of the best areas in Tampa , also near Tampa internacional airpor, Publix , Walmart a few minutes away. The apartment has also a Murphy bed and a laundry both locked for a an extra charge (AS REQUEST FOR AN EXTRA CHARGE), So if you want to have a real good time in a comfortable studio apartment this is the place to stay -Second bed- 30 per day - Landry- ——$ 20
Popular amenities for smoke-friendly rentals in Gulfport
Smoke-friendly flat rentals

Luxury Condo near Beach Access

Downtown Zen 2-Bedroom Bungalow

Surf's Up 1BR steps to Madeira Beach

StPete 420 cottage $FREE Parking$

Hear The Waves | 5-Min to Beach + Hot Tub

Casa zen allure

Enchanted Inn Suite #4: Waterfront, Pool, Fishing

Happiness between the beach & the bay
Smoke-friendly house rentals

Clearwater Getaway off the Gulf Coast

Heart of S Tampa! Hot Tub•Deck•Grill•Beach (5 min)

Boho Vibes

Serena House w/ Heated Pool & Quick Drive to Beach

WOW! Beach Front Cottage - Unbeatable Experience

Near Clearwater Beach - Pool Home Retreat

Rico’s Diner in Old Northeast

Modern Beach Escape • Close to Downtown & Sand
Smoke-friendly apartment rentals

Vitamin Sea 3 BDRM Complete Remodel DONE MAY 5

Beverly's Beach Place - Gulf sand just steps away

Ground floor unit on the beach

A Private Room Near Indian Rocks Bch $95/day
Quick stats about holiday rentals that are smoking-friendly in Gulfport

Total holiday rentals
Explore 10 holiday rentals in Gulfport

Nightly prices starting at
Gulfport holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Wifi availability
10 of Gulfport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gulfport rentals

4.7 Average rating
Gulfport stays receive an average rating of 4.7 out of 5 from guests
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- Anna Maria Island
- Siesta Beach
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- Busch Gardens Tampa Bay
- John's Pass
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- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
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- North Beach
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