Vacation rentals in Pineland

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

Island Paradise- Big Hot tub, Bikes, Ocean fishing

Welcome to The Clubhouse – Your Private Island Escape Experience laid-back luxury on the serene Florida island 🏝️ just two blocks from the marina. This beautifully appointed retreat features an outdoor kitchen, fire pit, hot tub, and elegant indoor-outdoor living. Cruise the island on provided bikes, kids get to stay the new designer bunk space. Perfect for boating, fishing, or simply soaking in the sun. Refined comfort meets coastal charm — reserve your stay today, your island retreat awaits!

The Snook & Rod Club (Waterfront)

Welcome to the Snook & Rod Club. If you want a place to relax, bring your family, or friends this is the place to be! We are on a canal with a 50' captains walk you can tie your vessel to while you stay. Our island getaway property is located on the northern end of Pine Island (off of FT Myers/ Cape Coral) in the quiet community of Bokeelia FL. We are perfectly located in a neighborhood of canals right down from Jug Creek Marina and are set up for retired couples, families, or fishing buddies

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Private Paradise on Pine Island

Wake to soft island breezes and golden sunlight, sip coffee on the spacious screened porch, then slip into your own sparkling private pool with soothing fountain, fully enclosed for privacy. This bright three-bedroom retreat offers open living, soaring ceilings, a beautiful chef’s kitchen with oversized island, split bedrooms, and shaded outdoor space perfect for gathering. Walk to parks and shops, explore nearby beaches and boating, and savor the true charm of peaceful Old Florida living.

The Lookout

This 2 bed 2 bath home sleeps 4 comfortably and there are extra air mattresses. The decor is modern and the home has an old Florida style. Plenty of parking for vehicles and boats. There are 4 older bikes, a single and tandem kayaks. Live music and food are at the end of the street at Jug Creek. Bokeelia is known for its boating, fishing, kayaking and biking. Relax on either of the two decks or patio or hit the water for some fun. The boat ramp and kayak access are both very close.

Lakeside Sunset / Heated Pool + Sleeps 10

Nestled in beautiful Cape Coral, this stunning lakefront home is the ultimate vacation retreat. With 3 spacious bedrooms plus a sofa bed in the dedicated office, it comfortably sleeps up to 10 guests—perfect for families or groups. Fully equipped kitchen, and an incredible outdoor living space featuring a heated pool, a full outdoor kitchen, and a large BBQ area. Spend your evenings grilling, swimming, and watching breathtaking sunsets over the serene lake right from your backyard.

Waterfront Oasis with Boat Lift & Hot Tub

Bask in endless sun at our Jugg Creek canal-front home, a stone's throw from Charlotte Harbor and iconic islands like Captiva and Boca Grande. Dive into 'Old Florida' with unspoiled beaches and cute eateries. Watch dolphins from your doorstep and savor rainbow sunsets. Our beautiful cottage boasts a outdoor hot tub and shower, screened in porch, grill, and kayaks with a kayak launch right on the dock. Docking is on us, with a new dock & 10k pound boat lift available April-December.

Bokeelia Golf Retreat

Welcome to BOKEELIA GOLF, a modern and stylish vacation retreat located in the popular Bokeelia, FL. This renovated house features a contemporary modern style with 6-beds, 4-Baths, an inviting open-concept living, dining area, IN/OUT kitchen, pool & play game room. Quiet neighborhood with free parking and a spacious yard featuring a BBQ for family enjoyment. Bokeelia Golf seamlessly combines a Golf Campus & Marina, creating an ideal setting for both golf and fishing enthusiasts.

“The Quarterdeck Cottage” with Dockage!

Other property in this group: www.airbnb.com/h/thewaterside airbnb.com/h/aframeausable Moments from open water and Jug Creek Marina!! This is a fisherman's dream or just relax in the sun. Fresh sheets/towels, grill. Tennis, golf course, library, tennis, yoga, bike ride entire island and beautiful salt water pool just minutes away! Golf carts/kayaks/boats/bikes available at local resources! Jug Creek Marina is a block or so away with fresh seafood, music and sunset views!

Peaceful Lakeview Retreat / Screened Porch & Bikes

Escape to a peaceful lakeview retreat on Pine Island. Relax on the breezy screened porch, unwind in the cozy living room, and enjoy two serene bedrooms with smart TVs and comfortable bedding. The home features modern bathrooms, a fully stocked kitchen, fast Wi-Fi, and in-unit laundry for convenience. Pet-friendly and close to trails, marinas, and seafood spots — perfect for birdwatching, biking, fishing, or simply soaking up the island’s quiet charm and natural beauty.

BRAND NEW Luxury Villa w/Heated and Chilled Pool

Brand new high-end 3 bedroom 3 bath designer home, elegantly decorated with incredible views and direct no-bridge Gulf access. Come and make your lifetime memories in this elegantly appointed executive villa. Located near Matlacha, Sanibel, Fort Myers, and Naples. Extra wide canal with only trees opposite, a salt water lagoon, and just off the spreader canal means incredible solitude and privacy in your elegant oasis retreat.