Vacation rentals in Pine Island Center

Just Listed! Coastal Oasis with Private Pool

**Coastal Charm in Bokeelia – Pool, Kayaks, Bikes & More!** Welcome to your slice of paradise in beautiful Bokeelia, Florida—where coastal charm meets outdoor adventure! Nestled along a peaceful fishing pond just minutes from the Gulf, this 3 BR, 2 BA retreat offers everything you need for relaxation and fun. Home features a private pool, kayaks, bikes, and ping pong— Enjoy world-class fishing, sunsets on the lanai, or kayaking through Gulf waters. Come live Florida’s laid-back island life! -

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

The Little Yellow Retreat with boat parking

Welcome to The Little Yellow Retreat! Your cozy escape on Bokeelia Island awaits. This charming home features a bright living room, fully equipped kitchen, and cheerful bedrooms, perfect for families, couples, or solo travelers. Relax in the lush backyard with fruit trees and a covered patio, or walk to nearby restaurants and a pool. Two scooters are available for $20/day for both, perfect for exploring the island. Beaches and marinas are close by. Your island getaway is waiting—book now!

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Bountiful Bokeelia

Seasonal rental, January February March available to book for all three months. You’ll be glad you did!! Forget your worries in this spacious and serene oasis. Professionally decorated, Coastal Chic, extremely quiet, 3 acre fenced and gated property off the beaten path on Pine Island. So close yet so far away! The immediate mainland has all that you could possibly need. The property boasts a unique natural swimming pond.

Pine Island Pelican Suite: privacy, pool, gardens

Welcome to the Pelican Suite! Secure, private entrance, king bed, living area with kitchen and patio. This suite is separate from the upstairs main house. Adults only. King bed, ensuite private bathroom with shower; AC. WiFi, cable, TV. Exclusive use of screened guest lanai - kitchen, fridge, BBQ, gardens, secluded heated pool. Free parking. The Pelican Suite is ideal for a relaxing no-stress break in the sun!

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

Sunny Island Cottage w/ Large Patio

This charming one bed/one bath home is very spacious, tiled throughout, and includes a large privately fenced in back patio to enjoy the Florida weather. This home is outfitted with mini split AC, newly renovated bathroom, and a washer and dryer inside for your convenience. This home is located near two public marinas and boat, so you are welcome to park your boat trailer on our spacious property

Pine Island paradise, priced right.

Relax with the whole family at this peaceful home, away from the busy hustle of the city. Quite street, with canal out back that has nature sanctuary galore. Easy access to the inter coastal sound and Gulf. Close to great restaurants, shopping and local hotspots. Everything you could want or need is found on Pine Island and minutes away from the house. Simply paradise!

Cozy clean duplex

Have your vacation in Paradise! This duplex is located in the heart of Pine Island a couple of blocks from the four way stop (center of the island). Full kitchen. Walking distance to: Restaurants and Delis Shops Spa Yoga Studio Park Library Museum Community POOL We are 5 minutes away from the touristic town of Matlacha with all its artsy shops and fantastic restaurants.

Cosy pool side Cabana

Light and bright room with comfy queen size bed, desk with chair, arm chair to relax, sliders to pool area. Pool and spa is not heated, heater is broken I will update once it is fixed. Private bathroom with walk in shower.