Pet-friendly holiday rentals in Saint James City

The Gecko House, St. James City 2/2 on Water!

NEW! Charming 2/2 on Monroe Canal! This property sits on a very active canal with direct water access to the gulf! Two Bedrooms and 2 full baths with open kitchen into the living room and an additional room that has two desks. Enjoy coffee in the open sun room overlooking the canal and boat ramp across the way and listen to the sounds of a popular restaurant Low Key Tiki right across the canal on the screened in lanai at night. Bring your boat! Room to tie up and a trailer! *boatlift unavailable

Tropical Island Paradise Awaits You

Escape to Emerald Palms on Pine Island! One acre lot offers screened lanai & sundeck overlooking a private heated pool with loungers & Adirondack chairs, all adorned by palm & coconut trees with sandy nooks. Small craft launch nearby at Tropical Point Park. A spectacular variety of plants, flowers & shell paths surround this custom built 2 story cedar siding stilt villa, with a unique rustic yet elegant aesthetic design. 4 BR 3 BA, full kitchen, coffee bar, TVs, & wifi. Island time begins here!

Waterfront Island home at Helmut's Haus, The Kate

This beautiful view photo is taken by a previous guest, our remodeled two bedroom waterfront home. It is situated on the large Monroe canal access to the Gulf of Mexico in minutes. Explore the water by boat rental, docking at Monroe Marina, fees may apply, fishing and boat charters, kayaking, more fun, entertainment in your own guest backyard. Most guests want to stay "at home" and go fishing off of the dock! Just enjoy the outdoors, surrounded by nature, dolphins, eagles, pelicans and more.

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Blue Agave 2/2 Waterfront w/Pool

Experience laid-back Pine Island vibes at this newly renovated home! Relax with expansive waterfront views, a private pool with screened lanai, and a large dock with boat dockage available. Inside, enjoy a king bed in the master, queen bed in the guest room, and a sleeper sofa. With free laundry and a central location, it’s perfect for exploring local seafood, world-class fishing/boating, and the charm of St. James City. Book now for your tropical retreat!

Waterfront island private suite with private pool

Take it easy at this Island, PRIVATE, waterfront getaway! Enjoy a large PRIVATE electric heated pool, located directly on canal. Completely private entrance. Please be aware that Pine Island is a somewhat remote island without many commercial businesses and no public beaches but there’s more than plenty to do! 5 restaurants within 1 mile by car and many more within 8 miles. Located on a quiet residential street, directly on the water. Car is a must!

Pine Island canal home with boat access to Gulf.

Enjoy your morning coffee with spectacular sunrises looking down the canal. Typical Florida landscaping with palm trees, hibiscus, mango, avocado, orange, lime, lots of banana trees. Screened in Heated Pool and attached Spa. Private Dock with 7000 lb. boat lift. Direct access to Gulf of Mexico. Large kitchen, Enclosed patio with dining , 3 bedrooms 3 1/2 baths. large driveway with plenty of parking for cars, trailers.

Waterfront Island Rv Glamping

Get ready for a peaceful stay in our modern Rv on a private waterfront lot on gorgeous Pine Island. You are sure to catch a glimpse of dolphins, manatee and exotic tropical birds. Kayak the canals from our dock, rent a boat or jetskis and enjoy pine island sound. Rent or bring bikes for gorgeous bike rides in the waterfront neighborhood or on PI 15 mile bike trail. World famous fishing spots from shore and on the gulf.

Waterfront Island Resort w/Full Kitchen

Our resort offers you that old world charm. Our studios have full size kitchens, a private screened in lanai, large patio for barbecuing and outside dining on the water. There’s a fire pit and lawn area to relax at. Don’t forget to bring your boat and trailer or rent one. We offer dockside mooring for your boat and trailer parking in our lot. We are pet friendly, so let’s not leave your best friend bring them along.