Holiday Homes in Pine Island

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Featured Holiday Homes in Pine Island

Gulf-Front: Dreamy Views, Renovated, Steps from Beach

9.8 out of 10, Exceptional, (109)
"Had a wonderful time as we always do at Sanibel. My wife has been coming down since before the Causeway was built. It would be nice if each condo had a reserved numbered parking spot. Had no communication with on site property manager. Towel Bar in Master Bath is loose and needs fixing."
Gulf-Front: Dreamy Views, Renovated, Steps from Beach

Villa 4 Paradise On The Water, New! Bikes, Kayaks, Water Views Gulf Access

9.4 out of 10, Exceptional, (20)
"Our family of 5 absolutely loved this house. Everything we needed,very spacious and the pool and hot tub were perfect. Easy communication with the property manager and everything was very well detailed in emails,the listing and notes posted at the house. Will definitely return. "
Villa 4 Paradise On The Water, New! Bikes, Kayaks, Water Views Gulf Access

Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!

10.0 out of 10, Exceptional, (96)
"Great location!"
Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!

Luxe Cape Coral Escape w/ Pool: 4 Mi to Beach

9.4 out of 10, Exceptional, (20)
"Stayed 3 nights with my mom and friends, everything we had a blast! Thank you, next time I’m ever in the area I will see if this place is available! "
Luxe Cape Coral Escape w/ Pool: 4 Mi to Beach

Pool, Spa, Kayaks, Bikes, Fishing Gear & More

10.0 out of 10, Exceptional, (205)
"The house is a great option for large groups. We were able to comfortably spread out with four adults and two children and could have easily had more. I love the two porch options. The house is well equipped wirh your essentials (pool toys, games, kids books, high chair (huge plus), pack n play,etc.) The view was gorgeous. Unfortunately for us, the weather didnt cooperate and it was cold. Given this, we were hoping to still use the heated pool and hot tub spa. Unfortunately, the pool was not in...
Pool, Spa, Kayaks, Bikes, Fishing Gear & More

Peaceful home next to the best restaurants, BEACHES... $5 CLEANING

9.6 out of 10, Exceptional, (50)
"It was very close to all our activities. The bed was sooooo comfy. Would definitely stay there again and encourage anyone to choose this one."
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING

Unharmed by Milton! Charming Beach Cottage with private pool! 2 miles to Beach!

10.0 out of 10, Exceptional, (139)
"We loved the property! Decorated very cozy and loved the bed. It was perfect for my husband and I. Everything we need was at the house. Silly thing is buy cooking oil and paper towels, they are not provided. Location is great, nearby all the necessities. Quick drive to the beach. "
Unharmed by Milton! Charming Beach Cottage with private pool! 2 miles to Beach!

Villa 17 BREATHTAKING VIEWS! Salt Water Pool 30 Reviews!

9.8 out of 10, Exceptional, (43)
"Would stay again"
Villa 17 BREATHTAKING VIEWS! Salt Water Pool 30 Reviews!

Stunning Waterfront Delux Vacation Home, Fabulous Views

9.8 out of 10, Exceptional, (128)
"It was quiet and the ocean view was the best"
Stunning Waterfront Delux Vacation Home, Fabulous Views

Beautiful home with private pool & lanai - near beaches & parks

9.0 out of 10, Wonderful, (34)
"The weather and environment were incredible."
Beautiful home with private pool & lanai - near beaches & parks

walk two minutes to the end of the street to enjoy the beach or evening sunset.

10.0 out of 10, Exceptional, (16)
"The house is great for a large family or friend gathering. There is plenty of space to eat or hang out together and the beach is a 5 minute walk. Sunset views are spectacular. Short drives to good restaurants, grocery stores and whatever you need for your stay. Overall, a great location for a vacation."
walk two minutes to the end of the street to enjoy the beach or evening sunset.

January Available !!!!! Special!!!!Your Dream Getaways Villa.

9.0 out of 10, Wonderful, (11)
"We had a great long weekend. Everything was great! If I could add one small downside there were no dressers or luggage racks so we had to leave our things on the ground. Not a deal breaker, just something to note."
January Available !!!!! Special!!!!Your Dream Getaways Villa.

Private Pool- Canal Front- Great Location- 3BR Sunny Canal

9.8 out of 10, Exceptional, (12)
"This is a great house and very clean! The pool area is perfect! Walking distance to restaurants and so close to the beach. We will definitely stay here again! "
Private Pool- Canal Front- Great Location- 3BR Sunny Canal

Private Pool, Rising Tide

9.4 out of 10, Exceptional, (10)
"This was the prefect place for pur family to enjoy a long over due visit."
Private Pool, Rising Tide

Unobstructed views of the beach from Lone Palm Retreat

10.0 out of 10, Exceptional, (67)
"Location, location, location! Unobstructed views, directly at the beach! Quiet neighborhood and clean and welcoming home. All the essentials are available and the property manager made the whole process very easy and organized. Great place for a family to stay, kids will love the sandy beach and tons of shells."
Unobstructed views of the beach from Lone Palm Retreat

Beach Haven: 4BR Home, Heated Pool, Walk to Beach!

10.0 out of 10, Exceptional, (2)
"Everything was new and so clean. But of a plumbing issue, but homeowners know and got it resolved immediately. Would recommend!"
Beach Haven: 4BR Home, Heated Pool, Walk to Beach!

BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL SPA OUTDOOR KITCHEN BBQ

9.6 out of 10, Exceptional, (57)
"We absolutely loved staying at this house for 10 days! It was incredibly spacious, comfortable, and thoughtfully equipped with everything we could possibly need. The linens in all the rooms were fresh and clean, and the mattresses were unbelievably comfortable – ensuring a great night's sleep. The kitchen was a standout feature, fully stocked and even overstocked with quality utensils, dishes, and cookware. Ms. Valarie truly went above and beyond by providing high-quality pots, pans, and...
BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL SPA OUTDOOR KITCHEN BBQ

New to Market! Private Paradise w/Pool & Spa, Near Desired Times Square Area, Restaurants, Beach!

9.6 out of 10, Exceptional, (25)
"The property was okay for a rental. A paint job on the doors and baseboards would be a major improvement. Maybe a good scrub would help on the doors. They just give the place kind of a dirty feel. The pool was nice. All was a good experience. "
New to Market! Private Paradise w/Pool & Spa, Near Desired Times Square Area, Restaurants, Beach!

NEW - Heated Pool & Spa - Lake - Western Exposure

9.8 out of 10, Exceptional, (23)
"Beautiful house. Maybe next time someone could check before we arrived and have outside lights on for us. "
NEW - Heated Pool & Spa - Lake - Western Exposure

149 Beach Escape: Pool, Cozy Living, Close to the Gulf

9.8 out of 10, Exceptional, (6)
"Cute and clean house walking distance "
149 Beach Escape: Pool, Cozy Living, Close to the Gulf
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Pine Island

Off the Charts Inn & Out Island Resort

2.5 star property
9.6 out of 10, Exceptional, (129)
"I love the boat docks and ease of access . When I am on Pine Island , this is the only place we stay . "
Off the Charts Inn & Out Island Resort

Tarpon @ 2 Fish Inn with Pool and Dockage on Pine Island

10.0 out of 10, Exceptional, (11)
"We were on the island for a few days. The room was clean and had all we needed. Great spot for walking to local restaurants. Would book again."
Tarpon @ 2 Fish Inn with Pool and Dockage on Pine Island

Redfish @ 2 Fish Inn Waterfront Location

9.6 out of 10, Exceptional, (8)
Redfish @ 2 Fish Inn Waterfront Location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.