Holiday rentals with a pool in Saint James City

5 out of 5 average rating, 18 reviews

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

5 out of 5 average rating, 9 reviews

Quiet Island Get Away - Fishing, Relaxation & Fun

Bring the family! Plenty of space for boat, RV, motorcycle or jetskis! Fully renovated. Small beach around the corner. Fishing, marinas, launching close by. TARPON capital! Aquatic Preserves are excellent for kayaking and canoeing. Community pool $2 for seniors. (Not on property) Take ferry to beautiful beaches of Sanibel, Captiva and Cabbage Key. Quiet - no noise, no crowds and no traffic. "Country living". This is NOT the 24/7 night life of Miami. Thirty minute drive to Ft. Myers.

5 out of 5 average rating, 15 reviews

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!

4.88 out of 5 average rating, 17 reviews

"The most comfortable home"

Enjoy your stay in St James FL in this cozy, newly remodeled property This house is centrally located in the St James city FL, a short drive from restaurants and the beaches. WIFI and parking are included. The property has a salt pool , 2 jetskies , a 27ft boat and BBQ area super nice and clean outdoor to spend with the family and guest. Also the rooms are well supplied with everything needed for your stay, and its fully furnished. One of the best property listed in the area to be booked today

4.89 out of 5 average rating, 9 reviews

The Sweet Escape

Welcome to a little slice of paradise… You’re on island time now. Tucked back in a quiet neighborhood, this perfect little getaway provides the ultimate relaxation. Soak up some sun and sip libations while laying out at the heated saltwater pool surrounded by lush vegetation. Enjoy all the beautiful wildlife that frequent the property. Visit the tiki bars with nightly live music, drop the boat at the nearby ramp for world class fishing and miles of pristine beaches, and catch an epic sunset.

Apartment in Saint James City

4.95 out of 5 average rating, 39 reviews

Island Time Private Poolside Retreat !

Welcome to Island Time! Enjoy all that Pine Island has to offer from this comfy poolside, waterfront ground level apartment with private entrance and boat dock access. Enjoy lounging at the private pool or BBQing on the patio. 15 miles of bike/walking trails are accessible from the front door, and several waterfront tiki bars and restaurants are within walking distance. Captiva, Sanibel and Fort Myers Beach are a short boat ride away. Explore Cape Coral, Fort Myers and nearby state parks.

4.95 out of 5 average rating, 37 reviews

Home in Captiva

Beachfront Island Retreat | 360 Views & Privacy!

Stella Maris on North Captiva Island: a luxurious beachfront retreat with unparalleled privacy. This spacious 3-bedroom home with den and separate dining room offers unobstructed Gulf views from every level. Just steps to private beach access. Multi-level design culminates in a rooftop deck with breathtaking 360-degree views—perfect for sunrise and sunset. Features cathedral ceilings, gourmet kitchen, built-in hot tub, and includes a 6-seater golf cart for island exploration. Contact us!

4.97 out of 5 average rating, 109 reviews

Home in Pelican

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Superhost

4.64 out of 5 average rating, 70 reviews

3/2 Heated Pool, Waterfront w/ Boat Lift!

Fresh and airy pool home on the water in St. James City! This property offers 3 bedrooms, 2 baths and a Florida room that offers ice cold a/c (heat available in the cooler months too) with a queen size swinging bed for extra sleeping! The pool is heated with amazing views overlooking the canal. Bring your boat! Room on the left side of the house for boat trailer parking. This property also includes a boat lift with an extended dock. *Pet friendly, $150 pet fee, 2 pets max.

Superhost

Villa in Matlacha

4.72 out of 5 average rating, 68 reviews

"House by the Sea"

You love the water... then this is your place to be! The 2-story villa with pool and Gulf access has been completly renovated in 2024! Start kayaking or by boat exploring the beautiful beaches and Mangroves right from the dock, direct access (Lift is not available right now but small boats can be tied at the dock). Catch your fish and enjoy it for dinner....watch Dolphins pass by.... The private pool gives a nice refreshment after a day out and about (not heated)

5 out of 5 average rating, 9 reviews

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!