Holiday rentals in Pine Island Sound

4.97 out of 5 average rating, 117 reviews

Tiny home in Cape Coral

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 Ask about our optional Romantic Occasion Package perfect for anniversaries or a couples getaway ✨❤️ 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.

4.99 out of 5 average rating, 96 reviews

Villa in Cape Coral

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!

4.99 out of 5 average rating, 216 reviews

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!

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!

5 out of 5 average rating, 46 reviews

Home in Captiva

Private Island Luxury * Pool * Dock * Club Access

🏠 Exquisite interior design & curated coastal furnishings 🏖️ Stroll to beach: chairs, umbrellas, wagon provided 🛥️ Shared boat dock - ask about availability. 🏊 Private pool 🍹 Screened-in pool bar 🏓 FUN! Ping pong, cornhole, PlayStation, bikes, games ✅ Fully stocked kitchen 🧴 Plush bedding, luxurious linens & bath amenities 💻 Starlink internet 🐶 Pet-friendly 🌴 Breathtaking views; luxury treehouse experience ⭐ Dedicated guest concierge to help you plan your perfect vacation

4.97 out of 5 average rating, 107 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!

Guest house in Cape Coral

5 out of 5 average rating, 8 reviews

Cape Coral Tropical Paradise

"What sets our Cape Coral apartment apart is its combination of comfort, privacy, and tranquility. The spacious private terrace offers a peaceful retreat with stunning views, perfect for enjoying morning coffee or unwinding after a day of exploring. You'll love the thoughtful touches like the king-size bed for restful sleep, the convenience of in-unit laundry, and the flexibility of an air mattress for families. Located in a quiet neighborhood, you’ll feel right at home".

4.94 out of 5 average rating, 336 reviews

Home in Fort Myers

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

4.97 out of 5 average rating, 58 reviews

Cottage in Captiva

The FlipFlopper Beach House - North Captiva Island

FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.

4.92 out of 5 average rating, 24 reviews

Central Cape Retro Escape

Welcome to Central Cape Retro Escape! This freshly remodeled duplex in the heart of Cape Coral offers 2 bedrooms, 2 bathrooms, a full kitchen, and a washer/dryer for ultimate convenience. Unwind with retro arcade games like NBA Jam, Ms. Pac-Man, and foosball after a day at the beach or work. Perfect for families or professionals, this modern retreat is just a short drive to Fort Myers and local attractions. Relax, recharge, and enjoy a fun-filled stay!

4.96 out of 5 average rating, 250 reviews

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.

5 out of 5 average rating, 51 reviews

Villa in Cape Coral

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.

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Popular amenities for Pine Island Sound holiday rentals

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Other great holiday rentals in Pine Island Sound

Superhost

Flat in Saint James City

5 out of 5 average rating, 4 reviews

cozy 1st floor apartment

GeorgeRating, 5 stars2 months ago

My very first Airbnb and I'm sure it will set the standard for any future ones that I use. Super convenient location, plenty of parking, right on the canal so you see the dolphins and the manatees at any given point. I met Lori in person and she helped me with everything that I needed and was super kind. I spent a week kayaking the island and there are so many places to go that you don't have to leave the island once you get there.

5 out of 5 average rating, 16 reviews

Home in Saint James City

Tranquility, pool, ocean access, boat lift

JustinRating, 5 stars2 weeks ago

We had our family (and dog) here for a week and had a phenomenal time. The house has everything you would need and want, you won’t have to leave. The pool is perfect and has a great view into the bay. We enjoyed grilling and swimming while watching for dolphins coming up to the dock right there next to us. Fishing was fun as well, we really just enjoyed everything about the house. Definitely would recommend and will be looking to come back.

5 out of 5 average rating, 36 reviews

Close to Cape Harbour western pool and dock, golf

TriciaRating, 5 stars1 month ago

We enjoyed our stay at Michael’s home. The space is clean, new and modern. The home was easy to find and the lock box was easy to use. Beds are comfortable, kitchen has all things needed to grill or cook in, closets have extra towels, pillows and bedding. There was also a variety of items if you have babies/toddlers. If you plan to take day trips to the beach, there are beach towels, beach chairs, beach umbrella and a small cooler. There are also bikes in the garage. Grocery stores and restaurants close by. The pool and outdoor space are so comfy, we loved eating outside and watching NBA and NHL playoffs on the patio TV. Oh, and the TVs all had Xfinity boxes to watch live TV! Also enjoyed having morning coffee on the back patio and taking in the serenity of the canal. I would recommend this home if you are planning a stay in Cape Coral!!

4.94 out of 5 average rating, 16 reviews

Sky Villa

KatherineRating, 5 stars3 weeks ago

The house was like a resort. We played in the sun and lounged. We were celebrating our anniversary and the host went the extra mile to make it unforgettable. We will definitely be coming back.

5 out of 5 average rating, 12 reviews

Home in Captiva

2/2 SandDollars, CLUB, Boat Slip

OsnielRating, 5 stars2 weeks ago

Amazing stay! Duncan’s place was exactly as described—clean, comfortable, and in a great location. Check-in was smooth, and communication was quick and helpful. The home had everything we needed for a relaxing and enjoyable stay. Would definitely recommend it to anyone visiting the area and would love to come back!

5 out of 5 average rating, 22 reviews

Flat in Bokeelia

Bokeelia Casita !

OliviaRating, 5 stars2 weeks ago

Loved staying here, it was very relaxing and peaceful and easy to feel at home. It was very well decorated and stocked with spices, water, drinks, pots and pans. Host was very responsive and helpful when messaging.

Campervan/Motorhome in Cape Coral

5 out of 5 average rating, 4 reviews

Outside Oasis

ChrisRating, 5 stars5 days ago

I was in town for a weekend visit with my partner. This was a a great, quiet and peaceful get away. The property, and surrounding neighbor is safe and well maintained. Yoandy is a wonderful host that responds quickly. Great weekend for my partner and I. Thank you !!