Smoking-friendly holiday rentals in Lee County

A single-story home is set amidst lush greenery, featuring a spacious driveway and a two-car garage. Palm trees provide shade against a cloudy sky, while well-maintained landscaping adds to the curb appeal. The front porch offers a welcoming entrance.

4.92 out of 5 average rating, 71 reviews

Canalfront/Outdoor Kitchen/Pool/Spa/Boat Dock

Bright & Cheery 3 Bdrm, 2 Bath Home on the Canal & Alhambra Lake. Enjoy meals on the huge lanai using the outdoor kitchen! Relax at the various seating areas while watching the kids play in the heated pool or take time out for your self in the jacuzzi. Catch some fish at the dock or watch the sun set over the Lake. There is something for everyone & lots of space inside the home for game night or movie night. Wi-fi & Streaming available. Fully stocked home for a memorable vacation! $50 Pet Fee

5 out of 5 average rating, 15 reviews

Heated Pool / A Tiki Bar / Near The Beach /Pet fr.

Relax at tropical Pink Pelican House. Our home is in a 📍Prime location in Fort Myers for local restaurants, bars, shops. Near 🏖️ Fort Myers beach 🍹 Resort Style outdoor living / lanai + Tiki bar + BBQ + loungers + hammock swings + outdoor TV + dining. 🤽‍♀️ Private Outdoor Oasis screened in heated pool with lush tropical backyard. Luxury amenities and pool floats. Why Guests Love It ✔ Central location ✔ Resort-style backyard ✔ Perfect for kids, families & groups ✔ Pet and dog friendly

5 out of 5 average rating, 19 reviews

Large Pool & Baby Pool • Paradise 3 King Suites

Stop right here, because you’ve found the ultimate experience. This home redefines luxury: two heated private pools, two master rooms, and a perfect location just minutes from downtown, Sun Splash Waterpark, and Sanibel Islands. Wake up in three king beds while the kids enjoy their own room with a bunk bed. With three bathrooms, including a spa bath, you’ll have all the space you need. Relax outdoors with seating, pool floats, and beach gear. Stay here, because your best getaway starts now.

4.95 out of 5 average rating, 104 reviews

Bohemian Bungalow / Washer + Dryer / Private

Your family will be close to everything when you stay at this centrally-located place. Stylish, yet comfortable - You have access to an additional spacious sun patio, a washer and dryer, and ample back and front yard. 10 miles to the beach, biking distance to Historic Downtown Fort Myers, this home is a renovated blast from the past. Terrazzo floors throughout kept the original Florida charm. The most peaceful neighborhood with walking distance to a restaurant with indoor/outdoor dining.

A screened-in lanai showcases an inviting heated pool surrounded by stone pavers. A pool ladder leads into the clear water, while colorful lounge chairs and a floating lounge are visible. Palm trees and waterfront views provide a relaxing backdrop to the outdoor space.

4.94 out of 5 average rating, 48 reviews

Palaco Paradise

Welcome to sunny Cape Coral! At Palaco Paradise, enjoy an AMAZING HEATED POOL with sun on the lanai all afternoon. Grill out, relax, or head 30 mins to Fort Myers Beach—beach gear included! Stay 4+ nights for FREE waterpark passes. Fish from the backyard or take a 5 MINUTE BOAT DRIVE TO THE RIVER from your own personal dock! Fresh coffee is ready when you arrive, and you're just 35 mins from the airport. Everything you need, nothing you don’t—just sunshine, water, and pure relaxation!

4.9 out of 5 average rating, 58 reviews

Apartment in Sanibel

The Flamingo Residence at Sandpiper Inn

The Flamingo Residence is a one bedroom, one bath, unit located in the newly renovated, Sandpiper Inn. Festooned with gorgeous palm trees and an ever present ocean breeze, The Sandpiper Inn has been coveted by travelers as the most colorful inn on Sanibel. Close to beaches, dining and shopping, this property boasts one of the best locations on all of Sanibel Island. NEW: dog enclosure for our 4-legged guests to play while you enjoy our outdoor seating areas with grill and fire pit!

4.92 out of 5 average rating, 26 reviews

LisMay Paradise / Pool Heated/ Tropical /Relax

LisMay Paradise🧘🏻‍♂️🏝️Pool, Ranch & Tropical Relaxation.Pool is HEATED Welcome to this peaceful and unique retreat designed for relaxation and comfort.This corner home features a master suite a beautiful outdoor area with a private pool to enjoy the sunshine The outdoor grill,fire pit,the ranch-style create an authentic and tropical experience 25 minutes to Bonita beach 15 min to Coconut Point Mall 15 min to Fort Myers International A 10 min Florida Gulf Coast University.

4.8 out of 5 average rating, 123 reviews

A private heated pool is enclosed by a screened lanai, providing a serene view of lush greenery and palm trees. The pool features steps leading down into the water, inviting relaxation in a peaceful outdoor setting.

Home in North Fort Myers

Family Waterfront 4 BEDS | Heated Pool Gulf Access

Spacious waterfront home in North Fort Myers, ideal for families and groups of up to 12. Enjoy a heated private pool, boat dock with Gulf access, generous indoor living areas, and a peaceful canal setting just a short drive from beaches, dining, and local attractions Dreamed coastal-themed home. Prestigious private Heated pool, and canal access (park your own small boat or Jetski). Go fishing at the Caloosahatchee River (Just an 8-minute boat drive from the home).

Superhost

4.8 out of 5 average rating, 5 reviews

Intervillas Florida - Villa Venice

Villa Venezia – Luxury, Design and Waterfront Living at the Highest Level Villa Venezia offers 250 m² of exclusive living space in a bright, modern architectural style with impressive 3.65 m high ceilings. Located in a quiet setting directly on a 200-foot-wide canal, you will enjoy breathtaking water views and spectacular sunsets. This south-facing villa on the Eternity Canal delivers pure Florida lifestyle with direct access to the Gulf of Mexico.

5 out of 5 average rating, 10 reviews

NEW Relaxing Escape! Waterfront Heated Pool Oasis

★ Relaxing Escape – Gulf-Access Luxury ★ 2,400+ sq ft of open, sunlit living space ★ Grand great room designed for gathering ★ Wall-to-wall sliders open to the breezy lanai ★ Effortless indoor-outdoor flow by the canal ★ Heated pool for carefree Florida days ★ Hot tub made for soothing twilight soaks ★ Fire-pit lounge for golden-hour conversations ★ Every space invites connection, comfort, and calm ✨ Spacious. Elegant. Effortlessly relaxing.

An expansive pool area features a heated saltwater pool and a jetted spa, surrounded by a screened enclosure. Comfortable loungers and a seating area invite relaxation, while lush greenery and a white fence provide a serene backdrop.

4.95 out of 5 average rating, 206 reviews

Family Oasis: Waterfront Heated Pool & Game Room

This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!