Smoking friendly vacation rentals in Clearwater

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Top-rated smoking friendly rentals in Clearwater

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Largo

4.99 out of 5 average rating, 300 reviews

Paradise Cottage Largo 2 miles to beach private+

We are PARADISE COTTAGE and the standards of super host are status quo! Come on down - 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 plants, many trees, we live in a lush tropical "Paradise". Our guests' highest praises include the private, quiet, serene, safe and secluded attributes we're fortunate to claim, no neighbors while being so close to so much. Read on in the next section "The Space" to learn more

Oct 29 – Nov 5

G$29,229 GYD per night

Guest favorite

Bungalow in Tampa

4.89 out of 5 average rating, 119 reviews

Entire home, hot tub and fire pit

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.

Sep 15 – 22

G$31,240 GYD per night

Guest favorite

Guesthouse in Saint Petersburg

4.85 out of 5 average rating, 716 reviews

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, cable, Netflix, 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. It's definitely a great place to relax and get a good night's sleep. Pets welcome.

Jan 17 – 24

G$16,138 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.91 out of 5 average rating, 178 reviews

Private Guest House w/ Pool - Near downtown

Welcome to our cozy guest house. This spacious, newly remodeled 400 sq ft studio space is fully furnished. Free Wifi. King Bed sleeps 2 adults. Futon couch turns into a full bed and sleeps 1-2 adults. Full kitchen. Large bathroom. Free water, coffee, and tea. Pet friendly. Kid friendly. Swimming pool access. Washer/Dryer access. Private parking. 2 miles from downtown St. Petersburg, Tropicana Field, and 3 major hospitals (ideal for traveling nurses). Recommended stay of thirty days or more.

Oct 29 – Nov 5

G$22,678 GYD per night

Guest favorite

Guesthouse in Gulfport

4.95 out of 5 average rating, 191 reviews

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.

Aug 18 – 25

G$22,928 GYD per night

Guest favorite

Condo in Madeira Beach

4.95 out of 5 average rating, 240 reviews

Steps Away 1st Floor-Bikes/Beach Access/ WI-FI

Exterminator inspection between guest with certificate provided. This ground floor apartment is located in a nine-unit condo complex. It's a few minutes walk to the lighted public crosswalk that crosses Gulf Blvd to the Madeira Beach Public Beach Access. The 385 sq. foot unit is perfect for two people. We are a mile from John's Pass Village. Limited beach equipment, bikes, beach towels, Wi-Fi, and Smart TV's included. Wireless WI-FI. Security latch on door. Four people will be tight.

Dec 26 – Jan 2

G$30,480 GYD per night

Guest favorite

Apartment in Treasure Island

4.92 out of 5 average rating, 162 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

Apr 14 – 21

G$26,547 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.89 out of 5 average rating, 234 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).

Jul 8 – 15

G$38,040 GYD per night

Guest favorite

Home in Ruskin

4.94 out of 5 average rating, 162 reviews

Private Beach Nature 2 ppl pets Work space remote

Unique, modern beachfront guest house-sits on a MULTI million $ property. Blend of Frank Lloyd Wright & Luis Barragan design. Located on Tampa Bay btwn Sarasota and Tampa/St Pete. Surrounded by palm trees, mangroves, birds chirping, dolphins, manatees, waves gently lapping and breezes. Sand from door to private beach. Fresh sheets, outdoor shower, small fridge, microwave, air fryer, & in and outdoor seating areas. Kayak and paddle board available. SUNRISE'S UNIQUE We are DOG FRIENDLY!

Apr 5 – 12

G$50,520 GYD per night

Guest favorite

Guesthouse in Clearwater

4.96 out of 5 average rating, 117 reviews

Studio Bedroom - Private Bathroom , Full Kitchen.

Enjoy your stay in Clearwater, Florida at this cozy, newly remodeled studio! The sanctuary is a place for you to retreat, relax, reset and revive yourself. It is a mini-retreat especially designed for you to come alone, or with a friend or partner. This studio is centrally located near downtown, and a a short drive from the beaches. Don't want to go out? There is everything you need - access to a full patio, jacuzzi, bar, and outdoor dining area is also available during your stay!

Jul 6 – 13

G$38,358 GYD per night

Guest favorite

Home in Seminole

4.86 out of 5 average rating, 213 reviews

Madeira Beach Area ~ Bikes ~ Pool Table ~ Dogs OK!

Only 1.5 miles to the beach! Comfy king beds in both bedrooms. Pool table, charcoal grill, jet bathtub, bicycles, beach gear, chairs, cooler, beach cart, toys, & umbrella. Memory foam couch bed. Pinellas trail 1 block away. We provide bicycles! Charming, clean, remodeled home. Quiet neighborhood of Bay Pines. Great central location! Near Madeira Beach & Treasure Island & John’s Pass. Proudly Big Dog Friendly! Locally owned & operated by highly experienced superhosts.

Jun 1 – 8

G$39,280 GYD per night

Guest favorite

Home in Tampa

4.93 out of 5 average rating, 167 reviews

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.

Aug 3 – 10

G$29,994 GYD per night