Smoking friendly holiday rentals in Sarasota

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

Tropical getaway Pool and tiki bar

1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

Olympic Oasis | GYM • POOL • GAMES • BBQ • GAINS

Welcome to Olympic Oasis, your tropical training ground meets resort-style getaway. Start with a gym sesh in your private gym, then reward yourself with a cooling dip in the sparkling pool. Sink into chic loungers or relax in serene spaces crafted for total tranquility. Feeling playful? The arcade awaits. Feeling photogenic? We’ve got the perfect backdrops. All this sits in Bradenton’s prime location, close to pristine beaches & the best hot spots. Work hard. Play harder. Vacation hardest.

The Palms Away

This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

Big Pool~Outdoor TV~Private Yard~Peaceful Location

Big heated pool is private from neighbors. Full sun on the pool from noon to sunset. Covered lanai provides relief from the sun. BBQ & watch football on outdoor tv while the kids swim & play. Enjoy beautiful sunsets overlooking a peaceful park-like setting. Walk the golf cart paths, work on your tan, read a book, play music, sip on tropical drinks & float all your cares away. Have your morning coffee outside & listen to the birds sing. Outdoor living is what it’s all about here.

Living fun & Easy on the Water

Vacay on the river! Heated Pool + Waterfront. There are 2 bedrooms with queen beds and a pullout full sized sofa bed in the living room + 1 twin (if requested) in 3rd bedroom/office, so bring friends! There's a heated pool, TVs in rooms, hurricane windows & plenty of parking including your trailers and RVs + fish out back! Close to beaches, and downtown Bradenton, Sarasota, and St. Petersburg - 45 min to Tampa 20 to Anna Maria & 20 to Sarasota. No Parties Please.

Pet Friendly 3 Bedroom Home, Fenced Yard

This 3 Bedroom Duplex is located near Lakewood Ranch, Parrish, and close to Sarasota. It is close to the Manatee River and near Fort Hamer Park, the Florida Railroad Museum, Lake Manatee State Park, Desoto Speedway, and Downtown Lakewood Ranch. We have renovated our home for maximum comfort with modern touches and with a fenced yard for children and pets. Our home is child and pet friendly. Ask if you need both sides of the duplex for 6 beds 2 baths total.

Unique tropical stay - 5 minutes to Siesta Key

Welcome to “The Stream” — a hidden tropical retreat tucked away in the heart of Sarasota. This one-of-a-kind space offers the perfect blend of seclusion and convenience. Just 5 miles from the world-famous Siesta Key Beach and 3 miles from downtown Sarasota. Stroll or bike to nearby cafés, acclaimed restaurants, boutique salons, Publix, Trader Joe’s, CineBistro, and more. Whether you’re here to unwind or explore, “The Stream” is your private paradise.

The Oz Courtyard 2.9 mi beach hot tub, pool

The Oz House is old and funky... The Courtyard is a magical place with its own private garden, outside shower and gas grill . The pergola has a two person swing and night blooming Jasmin. Your own hammock and chimera all privately set away from the rest of the Oz House. The pool and hot tub are in the main gardens shared by all who visit Oz It’s a wonderful getaway for anyone wanting to just BEE...

Spring in the Sun! Near the Bay | Htd Private Pool

✨ Long stays welcome! Stay 14+ nights for special discounts. The Bay 218 is steps from the bay and minutes from Sarasota’s top beaches. Enjoy a chef’s kitchen, two living areas with hanging pod chairs, luxurious bedrooms, a bunk room for kids, and a heated backyard pool with basketball hoop and swings. Beach gear, smart TVs, and one dog welcome included. Perfect for family fun and relaxation!

Waterfront Retreat | Heated Pool & Boat Dock

✨ Escape to this 3BR/2BA waterfront retreat on Phillippi Creek! Enjoy a heated pool, fresh modern décor, and a fully equipped open kitchen. Relax with 2 spacious living areas, each with Roku Smart TVs, plus a 50" Roku TV in the master. Essential bath amenities are included for your comfort. Perfect for families or groups seeking style, relaxation, and Sarasota charm.

Tranquil 3-Bed Pool Home Near Siesta Key

Welcome to this tranquil 3-bedroom, 2-bath home near Siesta Key Beach. - Cozy living area and fully equipped kitchen - Relaxing bedrooms with queen beds and twin daybed - Peaceful pool with cage and BBQ grill - Free parking, beach chairs, and cooler included - Minutes from top restaurants and Sarasota attractions