Vacation rentals with a patio in Saint James City

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Top-rated patio rentals in Saint James City

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Guest favorite

Home in Saint James City

4.87 out of 5 average rating, 53 reviews

🐠Waterfront Island and Pool Dream Retreat!🐋

🌴Unique and tranquil getaway. No hurricane damage 🐠Heated pool on the water… make your families dream vacation! 🏖Private home tucked away in your own spot on this exclusive island. 🚣🏻‍♂️5 bedrooms, massive kitchen and living area overlooking the waterway you can kayak or Boat or Ferry ride to private sand beaches, restaurants and the best fishing in Florida. 🌞 🦩 Second kitchen for cooking big meals or storing extra snacks and drinks by the pool. ***NEW POOL TABLE added! Pictures to follow****

Sep 1 – 8

G$77,741 GYD per night

Guest favorite

Guesthouse in Cape Coral

4.97 out of 5 average rating, 136 reviews

Cozy Studio with sunny outdoor patio

Peaceful & centrally located studio with private patio. 15-20 minutes from downtown Cape Coral & downtown Fort Myers. Driving distance to several beaches. There’s a kitchenette for basic cooking. oKing size bed! The studio is attached to the main house but is a completely separate & private space with a private entrance. Private patio with table. Beach essentials included. Cape Coral Yacht Club beach 15 min away Ft. Myers Beach 35 min away Sanibel Beach 40 min away Naples Beaches 60 min away

May 6 – 13

G$14,731 GYD per night

Guest favorite

Home in Saint James City

4.94 out of 5 average rating, 54 reviews

🌴ISLAND TIME! DOCK⚓️POOL🏊🏻‍♀️KAYAKS🛶Boat to Beach🏖 Pets

DIRECT GULF ACCESS HOME - Step back in time, recharge yourself on ISLAND TIME! Pine Island is a laid back Old Florida atmosphere where you can get away from it all. 4 beds, 2 full baths. Steps to your dock & canal. Sandy secluded Beaches are minutes away by boat! Island Hopping! Don't have a boat, no worries-water taxis & rentals are plentiful on the Island. 4 seat Golf cart available. Steps to our private community pool & jet tub! Bikes & Kayaks & Games included.Sit back & relax! It's time 🌴🐠

Nov 12 – 19

G$24,242 GYD per night

Guest favorite

Home in Bokeelia

4.97 out of 5 average rating, 33 reviews

Relaxing island home near marina and boat ramp

Enjoy the island life at this newly renovated two-bedroom home. Costa Jack's is within walking distance of Jug Creek Marina and Lavender Landing Boat Ramp so you can bring your boat or kayaks/paddle boards and be out on the water in minutes. You'll feel right at home at this pet and family-friendly home. It's fully equipped with everything you need to relax and explore Pine Island. Great place for anglers, boaters, kayakers, families, vacationers, and anyone looking for time on the island/water.

Jul 5 – 12

G$33,775 GYD per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 19 reviews

Island Paradise - Hot tub, Bikes & Ocean fishing

Welcome to this Florida retreat - The Clubhouse. Nestled on a prime island 🏝️ location, the well appointed home is ready for you to breath deeply and relax in the Florida sunshine. Use the bikes to explore the tropical Island, or take a short walk to the Pineland Marina and launch your boat. This is the perfect getaway for anyone who loves to boat, fish or relax. Enjoy a delightful stay with your family and friends in the outdoor kitchen, fire pit and hot tub in the lanai. You will love it!!

Aug 2 – 9

G$60,012 GYD per night

Guest favorite

Home in Saint James City

5.0 out of 5 average rating, 12 reviews

Elevated 2B/2BA Island Getaway! + 2 Boat Lifts

Welcome to The Hook Oar House in St. James City! No Airbnb Fee 🏝️ Embrace 'Island Time' in our quiet cul-de-sac, overlooking a canal teeming with dolphins and manatees. Our elevated home offers 2 boat lifts, stunning wildlife views, high-speed Wi-Fi, pet-friendly amenities, and outdoor grills—ideal for boaters, anglers, families, remote workers, and couples seeking a serene escape. Dive into nature and unwind by the water. Discover South Florida Island Life Today! Inquire about our lower unit

Sep 9 – 16

G$47,021 GYD per night

Guest favorite

Cottage in Saint James City

5.0 out of 5 average rating, 27 reviews

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. Just under 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!

Jul 23 – 30

G$30,380 GYD per night

Guest favorite

Home in Saint James City

5.0 out of 5 average rating, 13 reviews

Island Retreat

Welcome to paradise in Pine Island, Florida! This stunning 3 bedroom, 2 bathroom house is the ultimate vacation rental for those seeking a tranquil and waterfront experience. Relax with the whole family at this peaceful retreat. Visit our IG page at PineIsland_Retreat for photos, information and vacation ideas. Long Stay Discounts applied for stays of 7 nights or more. Discounts vary by stay. Longer Stay, Greater Discounts! Early Bird Discounts available for 2025-2026 bookings. Book Today!

Nov 9 – 16

G$35,144 GYD per night

Guest favorite

Home in Matlacha

4.96 out of 5 average rating, 27 reviews

Fisherman's Cottage at Matlacha

Take it easy at this unique and tranquil getaway. Incredible Pine Island Sound waterfront home on Matlacha Island in SW Florida. The absolute best sunset views in all of Florida. Watch the manatees and dolphins play under the pelicans, osprey, eagles and rosetta spoonbills. Catch snook, trout, tarpon and redfish off the dock or untie your boat and head out to some of the most beautiful, fish infested waters in the world! Don't have a boat? Hop on the provided kayak or our guide's boat.......

Apr 23 – 30

G$32,861 GYD per night

Guest favorite

Farm stay in Saint James City

5.0 out of 5 average rating, 45 reviews

Private entire cottage on unique horse farm

Relax and unwind at this private and unique cottage on a beautiful horse farm. Close to dining, shopping, a variety of boating, fishing, and other water activities. Visit the Matlacha Bridge to cast a line with other fishing enthusiasts, or take a leisurely bike ride to tour the island (bikes/helmets provided). Grab a water taxi and visit surrounding sister islands with beautiful, secluded beaches. Please see the host guidebook for places to eat, things to do, and best ways to get there.

Jan 13 – 20

G$34,269 GYD per night

Guest favorite

Farm stay in Fort Myers

4.98 out of 5 average rating, 132 reviews

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and peacocks. You can sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the goats and donkeys. Or even join in one of our G.O.A.T. Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Sep 22 – 29

G$28,766 GYD per night

Guest favorite

Home in Matlacha

4.94 out of 5 average rating, 32 reviews

Matlacha Waterfront Fisherman’s Escape

Your waterfront escape awaits! This sunny waterfront home is a spacious 1 bedroom one side of a duplex. Our island home has full canal views and tons of natural light for you to enjoy the Florida sunshine. Kayaks provided and a step down dock for easy use. Located exactly a half mile to the very center of Matlacha town, and has direct access to the water and seconds by boat out to Matlacha pass. *repairs post hurricane Ian, screen porch is gone replaced with umbrella.*

Jun 26 – Jul 3

G$26,740 GYD per night