Pet-friendly holiday rentals in St. James City

McGregor’s Gem• Heated Pool 3BR/2BA River District

🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Gorgeous & Spacious 3/3.5, Incredible Water Views!

Incredible 3 bedroom 3.5 bath home with endless water views! This brand new renovated home offers so much space for the whole family. Two primary suites with king size beds, guest bedroom with 2 queens one with a twin trundle, back den with a foosball table, ping pong table that converts into a pool table, large lot with plenty of space for boat trailers and a small boat house with a lift that can hold up to 8k lbs and 20' boat or smaller and so much more! No pets if less than a week, $150 fee.

Relaxing Cape Coral Pool Home + Hot Tub!

*New updates* -TV in primary room -Monitor +HDMI -Coffee table Close to all the fun, ( beaches, golf, mini-golf, waterfronts (Cape Harbor and Fishermans Village) nature preserves, etc.) when you stay at this centrally-located home. 3-bedroom home is fully equipped with everything you need to make this a memorable and relaxing vacation. The pool: perfect area w/kiddy like pool, and the hot tub is absolutely delightful. Perfect place to hang out all day-all night. Crib is a travel crib.

Whole cozy house for group of 5

If you planning to have a party or an event, this place is NOT FOR YOU. This is a peaceful place to stay. If you planning to have a party or an event, this place is NOT FOR YOU. The neighbors are very strict about noise and large groups of people. A very clean place with most of the amenities. Beautiful 3 Bedroom Home with Newer Oversized Salt Water Pool with Electric Heater, Large Lanai area with plenty of room for entertaining. There is not dishwasher machine and no garbage disposal.

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Waterside Cottage

Enjoy our peaceful little island paradise nestled beneath sprawling oaks and scattered palms just minutes from St James City’s restaurants and bars. Nearly 1/2 acre is yours to enjoy. Watch the manatees and dolphins swimming in the canal while you grill your catch of the day, or your fresh pick of the day from St James Fish House just down the street! Inside enjoy a fresh new contemporary and stylish cottage with everything you will need to make your stay comfortable, enjoyable and fun!

Tranquility, pool, ocean access, boat lift

Mins to ocean, 2 BR + Den, 3 Baths, private pool, end of Monroe channel, boat lift for up to 21 ft, watch dolphins, fish right off the dock, kayaks, boat ride only mins from Sanibel and Fort Myers Beaches, all the amenities of home + board games, Playstation, 2 adult bikes with helmets. Unwind, enjoy the sunny outdoors with a bar and private pool deck – watch sunsets, sip cocktails, spot dolphins, fish from the docks. Come enjoy waterfront living at its finest!

Waterfront villa w/ heated pool & lake view.

Indulge in luxury at our 3-bedroom 2- bathroom Cape Coral lakefront house. As you step into this home take in the breathtaking lake views. Meticulously maintained, the noticeable attention to detail in this home includes the finest finishes throughout. The open floor plan offers seamless integration between the living room, kitchen and master suite. Enjoy stunning lake views right inside the home from the living room, kitchen and master suite.

Gulf getaway! Boat dock, heated saltwater pool

Welcome to @TheGulfGetaway an incredible canal-side home built to make memories. You'll enjoy the comfort of a fully equipped home and many outdoor activities. House is within walking distance from bars & restaurants and has quick access to the Gulf of Mexico & nearby islands of Sanibel, Captiva & Cayo Costa by boat. Centered in a quiet familial neighborhood, the location of the home makes it easy to get around. 1 hr from Ft Myers Airport

2 Bedroom Island Oasis Getaway

Hi to all of our past & future guests. Our home is such a great place to stay, we are just steps from the water, fishing & the beautiful sunsets. We have space for your boat or you can rent one locally. Completely remodeled home as of March 2022, there is a master bedroom and a 2nd bedroom along with a large bathroom. Guest will have access to the entire house including the lanai, patio, boat dock, boat ramp and parking.

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.