Vacation rentals with a pool in Saint James City

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Top-rated rentals with a pool in Saint James City

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

Home in Saint James City

4.9 out of 5 average rating, 81 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 laid back Old Florida where you can get away from it all. 4 beds, 2 full baths. Steps to 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. Golf cart & Electric Bikes available for extra fee. Steps to private community pool & jet tub! Manual Bikes & Kayaks included. Sit back & relax! It's time 🐠🏝️

Guest favorite

Home 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

Guest favorite

Home in Saint James City

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.

Top guest favorite

Home in Saint James City

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!

Guest favorite

Home in Saint James City

4.89 out of 5 average rating, 18 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

Top guest favorite

Condo 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.

Top guest favorite

Home in Pelican

4.97 out of 5 average rating, 109 reviews

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

Home in Saint James City

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.

Top guest favorite

Home in Saint James City

5 out of 5 average rating, 20 reviews

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!

Top guest favorite

Home in Saint James City

5 out of 5 average rating, 10 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!

Top guest favorite

Guest suite in Saint James City

4.98 out of 5 average rating, 110 reviews

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!

Superhost

Cottage in Saint James City

4.81 out of 5 average rating, 32 reviews

Cozy and warm 3-bedroom cottage with pool

Enjoy the peace and tranquility of island living in this super clean cozy cottage that sits on a 2/3-acre lot in a quiet neighborhood on Pine Island Southwest of Florida. It is within a few minutes walking distance to Tropical Point Park with available water access point for kayaks and small boats, 4 miles to local shops, restaurants, supermarkets, and under 5 miles to Matlacha - a small island known for colorful arts and fishing community.