Pine Island Sound vacation rentals

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Top-rated vacation rentals in Pine Island Sound

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Tiny home in Port Charlotte

5 out of 5 average rating, 6 reviews

A Slice of Paradise for a Fraction of the Price!

UP AND RUNNING AFTER HURRICANE! Luxury amenities are plentiful on your private 1/4 acre, dog friendly property. Hooked up to city water, cold air conditioning in all rooms, immediate demand hot water - like staying in a five star hotel minutes from the sand. A private, elegantly appointed master, two private loft bedrooms, sleeper sofa & cathedral 8-10' ceilings. Your exclusive adventure retreat has the use of free kayaks, beach chairs, 5G Wi-fi & Netflix, Prime, Paramount. A tropical paradise!

Superhost

Home in Captiva

4.98 out of 5 average rating, 87 reviews

Ocean Views |Fast Wifi_Pool | 5 Min Walk to Beach

❤We have OVER EIGHTY 5★ Reviews......Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Gulf of Mexico Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Pool & Fitness Center ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, recommendations, clean home) ★★ 3 hurricanes hit the area over the last 2 years so expect some damaged trees & debris ★★

Superhost

Apartment in Port Charlotte

4.83 out of 5 average rating, 12 reviews

Hot Tub Tropical Escape, Kayak, Minutes to Sand

Dog friendly & gorgeous 3 Bed/1 Bath NEW designer RV minutes from the sand in upscale East Englewood/Port Charlotte. Amazing hot tub, huge & private fenced yard, mosquito net gazebo, BBQ, kayak & beach chairs. Super-fast (200 GBPS) Wi-Fi, free Netflix, Paramount, Peacock and more! 50" HD TV. Our NEW & super clean designer RV has great air conditioning, powerful hot water, hassle free septic & sleeps 7. The ultimate luxury getaway! Restaurants/stores & nightlife minutes away. Paradise!

Guest favorite

Home in North Fort Myers

5 out of 5 average rating, 13 reviews

Paradise Found

PARADISE FOUND, you can vacation right here at your own LAKE SIDE PARK! Stunning, peaceful & beautiful waterfront property with your own little island. Fish, bird watch or feed the turtles from your private dock or double arched bridge. Huge back yard for enjoyment & safety of children & pets. Your vacation home has a sunny disposition & soaring ceilings. First floor master suite with sliders to pool/lanai. Two story ceilings in livingroom & gorgeous staircase to guest suites.

Guest favorite

Cottage in Englewood

4.89 out of 5 average rating, 167 reviews

Good after Milton - Waterfall Pool! Beach! am

Great news! We've reopened after Milton! 3 Restaurants, stores, our beach access & Stumpy's Free Ride now open! In a prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms and sofa sleeper, Smart Tv's & kitchen with dining set. Walk only 1 minute until your toes are in Gulf of Mexico at delightfully uncrowded beach! Swim Spa with waterfall & massage therapy jets in common area. Spot dolphins with free Kayaks. Peaceful, quiet

Guest favorite

Home in Punta Gorda

5 out of 5 average rating, 9 reviews

Harbor View Sunsets Historic Downtown Charm

Expansive direct Harbor-front views across the street from Gilchrist Park in the heart Punta Gorda’s Downtown Historic District. Short walk to local attractions, Harbor Walk, Fisherman’s Village, TT’s Tiki Hut Laishley Crab House, Sunseeker Resort, Farmer’s Market, Art Museum, Downtown Dining, & Shopping. This is by far the best location to stay in Punta Gorda, you will not be disappointed! This home can sleep up to 8 guests but no more than 6 adults comfortably.

Guest favorite

Home in Fort Myers Beach

5 out of 5 average rating, 48 reviews

Coastal Retreat; paradise found!

No damage from recent Hurricane Helene! Welcome to our tranquil retreat, nestled just minutes away from the pristine shores of Ft Myers Beach and Sanibel. Step inside and be captivated by the inviting ambiance of our thoughtfully designed space. The airy living area welcomes you with its abundant natural light, stylish decor, and comfortable furnishings. Relax on the sofa or enjoy the backyard space as you plan your beach adventures. We look forward to hosting you!

Guest favorite

Home in Naples

4.95 out of 5 average rating, 59 reviews

Blue Tides Inn

Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation with a tropical pool. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Superhost

Cottage in Fort Myers Beach

4.89 out of 5 average rating, 27 reviews

DEJA BLUE 1000 FT from Beach Great for Families

1000 ft from the beach No car needed!!!! Walk around town or Trolley Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!

Guest favorite

Home in Naples

4.93 out of 5 average rating, 131 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Guest favorite

Home in Punta Gorda

5 out of 5 average rating, 5 reviews

Stunning! Luxury waterfront home

STUNNING!! LUXURY WATERFRONT HOME - HEATED POOL- Close to Harbor/Fish Village -PREMIER HOST reviews averaging 5.0 since 2018 on other site. -Modern, newly updated home with open layout allowing for enjoyment of the cool waterfront breezes. -Boat dock with very close Harbor access within 10 minutes. -Southern exposure, full sun, heated pool, and waterfront. Oversized pool extends along large portion of rear of home.

Superhost

Home in Cape Coral

4.68 out of 5 average rating, 114 reviews

La venezia beautiful 4 bedroom pool/spa heated

Nicely decorated big spacious rooms comfortable beds close to great restaurants 10 minutes from cape coral beach and 1/2 an hour from fort Myers beach 10 to sun splash water park and great house just to relax and enjoy great pool and spa Now with covid-19 we are taking all the precautions to completely sanitized all areas using all the right products for all your protection