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Waterfront vacation rentals in Little Gasparilla Island

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Little Gasparilla Island

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

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Home in Fort Myers

5 out of 5 average rating, 5 reviews

Snowbirds - 2BR Million $ Amazing Waterfront View!

2BR Million Dollar Waterfront & City Skyline View in own backyard! LOCATION, LOCATION, LOCATION! Newly remodeled 2BR, 2BA home, for price of a hotel room. Relax at this beautiful & peaceful place. Sleeps 6, & even the Jacuzzi, seats 6 w/incredible water view. Enjoy the covered lania w/huge outdoor movie screen, bar & grill. Short & scenic 18 mile drive to Ft Myers Beach or Sanibel. It's 1 mile over scenic bridge to the best nightlife & restaurants in SW Florida. Bring your own boat or rent ours!

Home in Punta Gorda

5 out of 5 average rating, 10 reviews

Beach Escape & Peace River Sunsets

No damage from recent storm. Private Waterfront home features open floor plan with no stairs. Terrazzo main floors with scenic RIVER views throughout, a spacious Lanai looking over nature , set in quite waterfront community yet all conveniences and amenities of nearby shopping, sandy beaches, popular eating and site seeing old Florida. Sweeping yard with firepit and nature views. Enjoy evening on the patio taking in the sunset. Enjoy hiking, Kayaking, fishing etc. 15 minutes to downtown/airport.

Home in Port Charlotte

5 out of 5 average rating, 13 reviews

Waterfront Escape on canal ocean access kayaks

This stylish waterfront home is perfect for group trips. This four bedroom two bath home has room for two families to fit comfortably. It has a variety of seating both indoor and outdoor to accommodate your stay. There is room to spend time together or find your own little quiet area. The home is located only minutes from the beach, pool, boat launch and fishing pier. Close to multiple waterfront restaurants and shopping. Only minutes from Sunseeker Resort, area boat tours and fishing charters

Rental unit in Punta Gorda

4.89 out of 5 average rating, 28 reviews

Punta Gorda Waterfront Condo 5

Welcome to My Punta Paradise! Waterfront view Newly remodeled 1 bedroom with King bed Queen Sleeper sofa in the living room New tile floors through out New bathroom remodel with full tiled shower, easy to walk into All new kitchen cabinets, appliances, coffee & tea pots, crockpot, pots, pans, plates, silverware and more. All new furniture and accessories throughout! Nice beach area, with sand, chairs, picnic tables, barbques, corn hole, bocce ball We also have canoes and kayaks for your use

Home in Port Charlotte

4.83 out of 5 average rating, 107 reviews

Waterfront Home Heated Pool, Boat Lift , Outdoors

Our home offers a comfortable open floor plan with lots of windows offering views of the pool and waterfront area. Upon entering the home, you walk down a short hallway and enter into the large common area with 3 sliding glass doors allowing access to the pool deck and lanai. Our outdoor space offers a large covered lanai with plenty of seating along with an area for outdoor dining. In addition, we have a beautiful heated saltwater pool, a dock with gorgeous water views and boat lift.

Home in Port Charlotte

4.89 out of 5 average rating, 65 reviews

"Waterfront Oasis with Heated Saltwater pool"

Location! Lovely 3 bedroom 2 bath saltwater pool home. Set alongside a picturesque canal, this enchanting getaway has all the amenities,close to fantastic beaches, shopping and restaraunts! Access to the canal from the backyard grants you endless kayaking (kayak included) adventures right from the comfort of your backyard dock. Generously-sized, Saltwater Heated Pool, perfect for soothing relaxation. Nestled within a tranquil neighborhood, indulge in the ultimate vacation experience!

Tiny home in Arcadia

5 out of 5 average rating, 10 reviews

Riverfront Tiny house W/Kayaks

Get away from it all when you stay under the stars in this riverfront tiny home with queen bed.This 10x14 Tiny house is located directly on Horse Creek/Peace River. The perfect place to escape to nature. The 10 + acre property has kayaks and Canoes as well as a boat ramp if you want to bring your own. Enjoy the peaceful wildlife, have a bonfire and fish out your backdoor. No indoor smoking and no animals. We are a farm, so we cannot allow outside animals to the property.

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.

Home in Englewood

4.88 out of 5 average rating, 17 reviews

Waterfront Tranquil Paradise

Welcome to our beach bungalow. You will not beat this stunning view of sunsets over the Gulf of Mexico on Englewood Beach! Enjoy the beautiful sunsets from your dock or the great Englewood Beach which is just minutes away. We’ll provide the beach chairs, umbrella and beach towels so you can enjoy the warm Florida sunshine. This perfect tranquil waterfront paradise offers a unique, bright, and open floorplan. Let our home make your vacation dreams a reality!

Rental unit in Englewood

4.67 out of 5 average rating, 3 reviews

Intracoastal Waterfront Luxury Condo

Luxury Condo in Cape Haze, Florida located on the Intracoastal Waterway with spectacular views from all 4 floors. Unit sleeps 8 guests with 3 bed/4 bath, 2400 sq ft, 1 car garage, in-unit elevator and shared heated pool. Contact Cape Haze Marina for boat slip availability. Pet friendly with approval and fee. Kayak/Paddle Boards available for guests use and access steps from the unit. Short drive to Englewood Beach (8 miles) and Boca Grande (10 miles).

Home in Port Charlotte

4.93 out of 5 average rating, 15 reviews

The Waterfront White House

BRING YOUR BOAT🤙🏼 Our three-bedroom two-bathroom home nestled on a canal leading to the Charlotte Harbor, is one you won’t want to miss. Newly renovated, with room to stretch out in, plenty of parking, the place is just as cozy as it looks. The boat dock has 2 underwater fish lights that bring in everything from snook, to redfish, to tarpon, and the boatramp is only 12 minutes away. Come enjoy water front southern living at its finest.

Home in Punta Gorda

5 out of 5 average rating, 4 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.

Vacation rentals for every style

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Villas

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Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Little Gasparilla Island waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Rental unit in Punta Gorda

5 out of 5 average rating, 3 reviews

Marina view condo

Rental unit in Englewood

4.9 out of 5 average rating, 10 reviews

San Victoria Paraiso Unit B

Rental unit in Port Charlotte

4.92 out of 5 average rating, 37 reviews

Luxury Suite ~ Heated Pool ~ Private Entrance

Rental unit in Cape Coral

4.94 out of 5 average rating, 110 reviews

Suite with lake view.

Rental unit in Englewood

4.83 out of 5 average rating, 120 reviews

BeachBay SeaHouse (1519)

Rental unit in North Port

4.84 out of 5 average rating, 19 reviews

SeaShell Suite-Canal Front Oasis

Rental unit in Sarasota

4.84 out of 5 average rating, 108 reviews

Idylllic Views & King Bed in a Peaceful Setting

Rental unit in Venice

5 out of 5 average rating, 3 reviews

Venice beach #2

Waterfront house rentals

Home in Englewood

4.94 out of 5 average rating, 31 reviews

Waterfront 4 bedroom 3 bath house

Home in Cape Coral

4.82 out of 5 average rating, 11 reviews

Gulf Access Water's Edge Paradise w/fenced yard

Home in Cape Coral

4.97 out of 5 average rating, 103 reviews

Beautiful Waterfront House, Feels Like Home!

Home in Englewood

4.73 out of 5 average rating, 15 reviews

An Angler's and Boater's Paradise on Lemon Bay!

Home in Port Charlotte

5 out of 5 average rating, 4 reviews

Modern 3 Bdr Home on a Canal with a Heated Pool

Home in Port Charlotte

5 out of 5 average rating, 31 reviews

Cozy Brand New Canal Home

Home in Port Charlotte

4.91 out of 5 average rating, 23 reviews

Waterfront Gem, waterfront. fish, kayak, relax!

Home in Englewood

4.83 out of 5 average rating, 24 reviews

Multi Family Waterfront Paradise

Waterfront condo rentals

Condo in Englewood

4.95 out of 5 average rating, 107 reviews

Sunset Beach

Condo in Punta Gorda

4.96 out of 5 average rating, 47 reviews

One bedroom condo - overlooking harbor!

Condo in Englewood

4.78 out of 5 average rating, 111 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

Condo in Englewood

5 out of 5 average rating, 8 reviews

Sunset Rendezvous Beach Condo Upper Unit

Condo in Englewood

5 out of 5 average rating, 25 reviews

Bay Life @ ManasotaKeyCondos

Condo in Englewood

4.75 out of 5 average rating, 4 reviews

Bayfront Condo Walkable to Everything. Unit 2

Condo in Nokomis

4.66 out of 5 average rating, 58 reviews

Spacious 1BR Condo on Casey Key with Great Views!!

Condo in Punta Gorda

4.94 out of 5 average rating, 16 reviews

Tropical Breeze: NICE PLACE, Pool, Dock, RELAXING!

Destinations to explore