
Vacation rentals with a pool in St. James City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in St. James City
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Pine Island Beach House! *Gulf Access, Heated Poo
Welcome to the "Blue Marlin"! St. James City on Pine Island is a fishing and boating community with old Florida charm! This 2-bedroom, 2-bathroom canal front, direct Gulf access vacation home located in St. Jude Harbors features a fully equipped kitchen and wonderful outdoor space with a place to dock your boat to provide a true maritime experience. Spend your days lounging by the heated saltwater pool or rent a boat to head out on the water. At the end of the day grill some hamburgers or stea

Island Castaway--Free Kayaks
This is the perfect place to sit back, relax and enjoy the view. You have the privacy of a one-bedroom apartment with small kitchen and bath. We are close to great restaurants and some of the best music on the island. Open water and excellent fishing are minutes away. Two kayaks are set up for fishing and are available for guests to use so bring your fishing rod. Pine Island has no beachs, but Ft Myers Beach is about an hour away or take a ferry ride from Bokeelia to Cayo Costa for the day.

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Romantic Getaway “Waterside” Dockage~Canal front
Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

Island Paradise Awaits You
Discover Emerald Palms, a one-of-a-kind tropical retreat on historic Pine Island. Surrounded by lush gardens, seashell walking paths, and a sparkling private pool, this hidden gem feels like your very own island within the island. This custom cedar stilt home is thoughtfully decorated to evoke the timeless spirit of Ernest Hemingway’s island hideaways, offering a cozy, nostalgic ambiance with all the conveniences you need for a relaxing stay. More than a vacation home — it’s an experience.

Charming 2-BR Home w/ AC, Dock & Peaceful.
Discover this charming 2-bedroom waterfront home in peaceful Saint James City. Each bedroom features a comfortable queen bed, plus a cozy living room with a sofa bed for extra guests. With 2 full bathrooms, everyone enjoys space and privacy. The home offers air conditioning and heating for year-round comfort. Relax indoors, unwind by the water, or plan your next island adventure from this inviting home away from home. We’re always happy to share local recommendations.

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!

Blue Agave - 2/2 Pool w/Dockage
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!

Seaside Villa Destin In the heart of Pine Island
Our SEASIDE VILLA DESTIN is idyllically located on Pine Island off Cape Coral. Especially for boat lovers, the villa is therefore the perfect vacation home. The way to the Gulf of Mexico is not far and you can explore many beautiful islands around Pine Island and Cape Coral by boat. The boat dock may be used with pleasure. For further fun in the house there are kayaks, table tennis, table soccer and bicycles. Also for the little ones is provided.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

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

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.
Popular amenities for St. James City rentals with a pool
House rentals with a pool

Intervillas Florida - Laguna Villa

Surfside Elegance SW Cape Coral Luxe Vacation home

Paradise on Estero Bay

Pet-Friendly Tropical Oasis

Charlie's of Bokeelia

The Best Kept Secret! #SJC

Tranquility Villa!!! ⚓️🛥🏝

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Condo rentals with a pool

One bedroom condo - overlooking harbor!

Rare walkout condo on Sanibel beach

South Seas Resort Beach Villa 🌴 On The Beach !

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Serene Ocean View Escape at Sundial Resort

1BR beachfront condo - Sanibel - Sandalfoot 3B2

Luxury Condo by Cape Harbor and Excellent Dining!

100+ 5 Star Reviews and Right on The Beach!
Other vacation rentals with a pool

AquaLux Smart Home

Your Sunny Getaway w/Sparkling Saltwater Pool

Luxe Home Pool!

Luxury Ocean View

Sanibel Beachfront Condo | Shelling Paradise

Villa Sunset Serenade II

Waterfront Fisherman’s Retreat Quick Harbor Access

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games
When is the best time to visit St. James City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,463 GYD | G$38,928 GYD | G$38,928 GYD | G$35,788 GYD | G$33,486 GYD | G$34,533 GYD | G$35,370 GYD | G$31,393 GYD | G$31,812 GYD | G$32,649 GYD | G$36,207 GYD | G$39,137 GYD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about vacation rentals with a pool in St. James City

Total vacation rentals
Explore 70 vacation rentals in St. James City

Nightly prices starting at
St. James City vacation rentals start at G$14,650 GYD per night before taxes and fees

Verified guest reviews
Over 1,490 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of St. James City vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St. James City rentals

4.9 Average rating
St. James City stays are highly rated by guests—averaging 4.9 out of 5!
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