72,107 properties available

Located in Placida, Florida, United States. Welcome to DOCKTAILS - direct Bayfront - tropical private island - PRIVATE DOCK Isn't it time for DOCKTAILS??? You bet it is...enjoy a refreshing beverage while taking in the calm Bay views. This home offers 3 bedrooms, 3 full bathrooms and a screened-in front porch right on the water. The tree lined decks lead you to the private dock with room for your 23 or less foot boat. The home and bungalow are the prefect beach/boating cottage located on the North end of Little Gasparilla Island. The main house offers an open living room, dining area and kitchen as well as 2 bedrooms. The larger bedroom offers a king bed, and the guest room has 2 twins. There is also a separate bungalow as a third bedroom directly behind the main house. Enjoy peaceful walks along the most pristine sandy beaches. Little Gasparilla is a PRIVATE island with no public access, Transportation to and from the island is by private boat or water taxi. There are no commercial stores, high rises or automobile traffic. S

Located in Englewood, South Dakota, United States. Single family Home bayside with sun decks on both sides of house C82C Located at Palm Island Resort on Florida’s Southwest Gulf Coast. No bridges or causeways to the island exist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the northern end of Palm Island. Guests travel to the island via car ferry and park their car in our island parking area. Transportation is provided by our bell staff and golf carts are also available for rent for registered guests. Enjoy access to one of the 5 heated pools, plus hot tub and gas BBQ grills. Tennis courts available for play and always complimentary. Our recreation center, Coconuts, offers a variety of rentals to include golf carts, bicycles, kayaks and beach umbrellas. A full service concierge can also arrange for everything from massages to fishing charters. Be sure to catch a Pirate Show with the resort’s own Red Beard the Pirate. Join a complimentary na

Located in Placida, Florida, United States. Sun, Privacy and Spacious Elegance in Cape Haze Villa! Welcome to sun, privacy and spacious elegance – all awaiting you in this spectacular three bedroom Florida vacation home – your very own Villa del Sol. Located in the very upscale and protected Cape Haze-Windward neighborhood of Southwest Florida, you are less than two miles from the Gulf of Mexico. This private residence offers the charm and beauty of old Florida along with the serenity and privacy you deserve. You will be very close to everything – beaches, boating, fishing, golfing, and shopping. Boat rentals – motorized or kayaks – are just minutes away. So are some of Florida’s best kept secrets – its tropical and wildlife parks. The entire coastal area is well known for its safe, quieter lifestyle and preservation of nature’s beauty. No crowds down here! For your convenience, a small Publix grocery plaza is less than a five minute walk down the street. Numerous scrumptious restaurants, cafes and nightlife establishments are

Located in Cape Haze, Florida, United States. Gorgeous Villa with easy access to pool and the beach, B1511A Located at Palm Island Resort on Florida’s Southwest Gulf Coast. No bridges or causeways to the island exist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the northern end of Palm Island. Guests travel to the island via car ferry and park their car in our island parking area. Transportation is provided by our bell staff and golf carts are also available for rent for registered guests. Enjoy access to one of the 5 heated pools, plus hot tub and gas BBQ grills. Tennis courts available for play and always complimentary. Our recreation center, Coconuts, offers a variety of rentals to include golf carts, bicycles, kayaks and beach umbrellas. A full service concierge can also arrange for everything from massages to fishing charters. Be sure to catch a Pirate Show with the resort’s own Red Beard the Pirate. Join a complimentary water aer

Located in Placida, Florida, United States. Island Sunrise: Newly Renovated Bayview Cottage! Summary:Island Sunrise is the perfect spot for a family getaway. Leave your car and your cares at the marina. Little Gasparilla Island is only accessible only by water taxi! Our beaches are uncrowded and tourists and traffic are just a mainland memory. If you are looking for a quiet tropical island to relax and unplug, Little Gasparilla is your dream vacation spot. Our "nightlife" consists of giant sea turtles laying their eggs -- our only bar is the sand bar where you can find sand dollars and shells!The Space:Please note that Little Gasparilla Island is a barrier island accessible only by boat; we provide water taxi information when you book. You cannot drive your vehicle to the island; you park at the marina on the mainland where you catch the water taxi. There are no stores, bars or restaurants on Little Gasparilla which means it has retained much of its "old Florida" ambiance and pristine beauty. For years Little Gasparilla was vi

Located in Cape Haze, Florida, United States. Lovely Little condo at the marina has a great view of the Waterway! A1113MB This Harbortown villa is on the mainland of Palm Island Resort with a view of the marina and the Inter-coastal Waterway. Enjoy the Palm Island Resort services via a short water taxi trip during operating hours. This 1 bedroom/1 bath unit features a full kitchen, laundry facilities and an enclosed lanai. You will have everything you need to feel at home on your vacation. Leverock's Restaurant is located across the boat basin. Enjoy one of the local favorites or one of their delicious daily specials. Aquamarina Palm Harbour offers boat slips to rent. Wi-Fi Available!

Located in Placida, Florida, United States. Big Blue: 4BR beachfront; sundeck and huge screened porch Summary:Big Blue is a spacious and family friendly beach house right on the Gulf of Mexico. It features a well-equipped kitchen, indoor and outdoor dining, comfortable living area and four bedrooms with a variety of sleeping options. There is a huge screened in porch facing the beach with unobstructed views to the south and an outdoor deck for sunbathing as well.The Space:Leave your car and your cares at the marina because Little Gasparilla is accessible only by water taxi! That means our beaches are uncrowded and tourists and traffic are just a mainland memory. If you are looking for a quiet tropical island to relax and unplug, Little Gasparilla is your dream vacation spot. Our "nightlife" consists of giant sea turtles laying their eggs -- our only bar is the sand bar where you can find sand dollars and shells!Big Blue has a modern kitchen with all dishes and cookware you could need. It has indoor dining for 8 in addition to t

Located in Placida, Florida, United States. DreamCatcher: Stunning home, fabulous views from rooftop deck! Summary:Leave your car and your cares at the marina because Little Gasparilla Island is accessible only by water taxi! That means our beaches are uncrowded and tourists and traffic are just a mainland memory. If you are looking for a quiet tropical island to relax and unplug, Little Gasparilla is your dream vacation spot. Dream Catcher is a spacious, four-level family-friendly home designed to allow you to create great family memoriesThe Space:Please note that Little Gasparilla Island is a barrier island accessible only by boat; we provide water taxi information when you book. You cannot drive your vehicle to the island; you park at the marina on the mainland where you catch the water taxi. There are no stores, bars or restaurants on Little Gasparilla which means it has retained much of its "old Florida" ambiance and pristine beauty. For years Little Gasparilla was visited only by locals who would come on weekends to fis

Located in Placida, Florida, United States. Island Paradise!! Remodeled! Ferry, Pool, Golf Cart, Kayaks/Paddle Boards Newly Renovated Post Hurricane! Hop on the free ferry boat and catch a ride to Little Gasparilla Island, a bridgeless island offering fantastic beaches, sunsets, and much more. This island offers a unique experience that is fun for families, snowbirds, and fisherman alike. There are no restaurants on the island, nor high rise condos, nor traffic. We leave all of that behind and come prepared with lots of food to cook, a book to read, and fishing poles. The boat dock accommodates boats up to 24' and dockage is first come first serve basis. Our Condo is 3 stories high. The ground floor is a garage for the golf cart, charcoal grill, and beach chairs & umbrella. The unit is stocked with quality amenities that we personally enjoy including 2 inflatable kayaks (SUP's). The second floor (main living area) is comprised of the living room, kitchen, master bedroom, bathroom and screened in porch. The kitchen is complete wi

Located in Placida, Florida, United States. Spanish Villa with Pool overlooking golf course This is a beautiful spacious home in Placida Florida overlooking the 16th green on the Links Golf Course. We completely renovated the house with high end finishes and a brand new enclosed pool with a massive amount of outdoor space. We are 5 minutes from Boca Grande Causeway and 10 minutes to the beach! Also it’s a five minute walk to Publix and a local pizza place. Everything is convenient without all of the traffic. Enjoy the peace and quiet!

Located in Placida, Florida, United States. An Island Escape on Don Pedro Island... West Coast Florida BEST VALUE ON THE ISLAND! Experience a tropical escape to a special barrier island just between Sarasota and Fort Myers. Accessed only by a private ferry or your own boat (FREE dock slip with 9' beam), this get-away is the perfect place to unwind - Florida Style! Island House offers convenience and low-key charm. Duplex unit surrounds a sparkling fresh water pool. A private boat slip in a protected canal directly off the Intracoastal Waterway is at your back door. The uncrowded white sand gulf beach is steps across the street from your front door. Make your plans: Walk on the beach, collect pocketfuls of shark’s teeth, cast-net for bait and land a snook right in the surf. Or take your boat five miles south on the Intracoastal to Boca Grande for a day of some world-class tarpon fishing. Ride a bike around our 4- 1/2 mile island . Or rent a golf cart and do it without spilling your drink! If it’s too hot, relax in hammock u

Located in Englewood, South Dakota, United States. Villa with a Breathtaking View of the Gulf Sunsets on Private Resort B1113A In response to Covid 19, we are leaving 24 hours between reservations, cleaning with approved antibacterial products and doing an additional sanitizing inspection. Located at Palm Island Resort on Florida’s Southwest Gulf Coast. No bridges or causeways to the island exist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the northern end of Palm Island. Guests travel to the island via car ferry and park their car in our island parking area. Transportation is provided by our bell staff and golf carts are also available for rent for registered guests. Enjoy access to one of the 5 heated pools, plus hot tub and gas BBQ grills. Tennis courts available for play and always complimentary. Our recreation center, Coconuts, offers a variety of rentals to include golf carts, bicycles, kayaks and beach umbrellas. A full service concie

Located in Placida, Florida, United States. Come enjoy this beautiful slice of paradise on famous Florida gulf coast If being in the sun and getting a tan is a priority for you there are lots of options in this beautiful beach house, or your private balcony where you can also dine al fresco, and enjoy morning coffee or an evening libation while watching the ever changing colors of the sunset.This beach chic beachfront high end house looks out at endless panoramic views of the sparkling mexican gulf from everywhere, including a gorgeous view from the kitchen, or the sofa lounge area with its own large 65 inch flat screen TV – creating a more private space for napping, reading, a book, or enjoy listening your music from the state of arts surround system.The perfectly crafted and decorated interior offers extraordinary detail with its beach chic décor and midcentury modern furnishings.The glass windows of the great room and kitchen opens up to the private oceanfront balcony so indoor outdoor living is a breeze. Comfortable cluster

Located in Placida, Florida, United States. A Sunset Cottage- Beachfront with private dock Summary:Little Gasparilla is a barrier island with private beach, no cars and no roads....just sand pathways and lots of privacy. Leave your cars and your cares on the mainland because Little Gasparilla Island is boat-access only.The Space:A Sunset Cottage is an Old Florida beachfront cottage that has been lovingly updated over the years by the family that has owned it nearly 40 years. It is new to the rental market and ready to welcome guests looking for a comfortable and cozy beach cottage with some of the most dramatic views of the beach and Little Gasparilla’s spectacular sunsets. After a short ride from the nearby marina, a private dock awaits you upon arrival. The dock is just a few short steps from your beachfront cottage. Unloading is a breeze and the dock is always convenient. Your approach the house through the grassy back yard and a quaint stone walkway. There is a spacious open air seating area downstairs with views of t

Located in Placida, Florida, United States. Pelican Place: Newly renovated with bay views! Summary:Pelican Place was recently renovated with a stunning beautiful new kitchen, new flooring, new bedding, new furniture and a fresh and clean nautical vibe!The Space:Pelican Place is just steps from the dock, for easy access to the water taxi or your rental boat. The front porch has a comfortable seating area with views of the bay beyond. It offers a perfect spot for viewing the morning sunrise. And, if you would like to rent a golf cart to explore the island, we may be able to offer one, subject to availability. Inside, the spacious open plan kitchen and living area has plenty of room for everyone to spread out. A large island offers additional seating and lots of space for food prep….perfect for preparing a holiday dinner or a simple meal after a day of beach activities. There is a large bathroom with tub/shower and a smaller en-suite bath off the master bedroom. The kitchen is well equipped with all utensils, pots and pans and

Located in Placida, Florida, United States. Magical 2 bedroom home with pool & dock on secluded Palm Island - walk to beach This beautifully decorated home features a kidney shaped pool with umbrella shaded lounge chairs. Relax or take the provided kayaks off your private dock for a tour of prestigious Kettle Harbor, a 400’ wide bay. It’s just a short paddle to the Intacoastal Waterway. Whether you rent or bring your own boat, there’s a10,000 # boat lift for your convenience. A short boat trip will bring you to Stump Pass delivering you to the emerald waters of the Gulf of Mexico. The island is 3 streets wide offering 7 miles of a pristine and private beach. Grab the provided beach chairs, umbrellas and towels and head to the Gulf of Mexico to find abundance of shells and sharks teeth. Two bikes come with the home or rent a golf cart from local island vendor. It’s a great way to explore the island and everything it has to offer. The great room opens to screened decks that surround the entire rear of the home. Sunsets are spect

Located in Englewood, South Dakota, United States. Spectacular Sunset Views from this Comfortable Island Villa on Resort A3111B Located at Palm Island Resort on Florida’s Southwest Gulf Coast. No bridges or causeways to the island exist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the northern end of Palm Island. Guests travel to the island via car ferry and park their car in our island parking area. Transportation is provided by our bell staff and golf carts are also available for rent for registered guests. Enjoy access to one of the 5 heated pools, plus hot tub and gas BBQ grills. Tennis courts available for play and always complimentary. Our recreation center, Coconuts, offers a variety of rentals to include golf carts, bicycles, kayaks and beach umbrellas. A full service concierge can also arrange for everything from massages to fishing charters. Be sure to catch a Pirate Show with the resort’s own Red Beard the Pirate. Join a complimen

Located in Englewood, South Dakota, United States. A View of the Gulf of Mexico, Plus Access to All the Resort Amenities! A3514A Located at Palm Island Resort on Florida’s Southwest Gulf Coast. No bridges or causeways to the island exist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the northern end of Palm Island. Guests travel to the island via car ferry and park their car in our island parking area. Transportation is provided by our bell staff and golf carts are also available for rent for registered guests. Enjoy access to one of the 5 heated pools, plus hot tub and gas BBQ grills. Tennis courts available for play and always complimentary. Our recreation center, Coconuts, offers a variety of rentals to include golf carts, bicycles, kayaks and beach umbrellas. A full service concierge can also arrange for everything from massages to fishing charters. Be sure to catch a Pirate Show with the resort’s own Red Beard the Pirate. Join a complim

Located in Englewood, South Dakota, United States. Harborfront Condo (only 26)PRIVATE sandy beach! View boat activity from lanai. Harborfront..Location, Location! (only 26 units) This private condo, on the water, allows you to view the harbor / bay activity from your own lanai. Fully furnished with air and ceiling fans throughout. Gentle harbor breezes greet you in the dining and living room. Private heated pool and hot tub, on harbor, just steps away. Only two condo buildings(w/ elevator),makes this a very private area. A fabulous restaurant with inside/ outside dining, allows for drinks or meals served poolside! A boat ride takes you to our private beach on Palm Island.! A real 'vacation' luxury! Full kitchen with dishwasher, microwave, toaster, coffeemaker, blender etc. Gas grill available for meals on the waterfront lanai Washer/ dryer. Linens and towels supplied. Cable T.V. VCR, DVD, wi-fi, stereo, included. Beautiful sandy beaches, minutes away. Access to Palm Island by ferry, a block away, 3 miles to Boca Grande. Cape H

Located in Placida, Florida, United States. Little Gasparilla Home: Walk to Beaches! Capture the essence of Little Gasparilla Island living with a retreat at this cozy 3-bedroom, 1.5-bathroom vacation rental. This Placida home is a unique getaway off the beaten path featuring a well-appointed kitchen, nautical decor, flat-screen TVs, an outdoor shower, and a private dock. Spend your days soaking up the sun on the beach, fishing for the catch of the day, firing up the grill for a cookout, or hitting the greens at golf courses on the mainland!-- THE PROPERTY --Charcoal Grill | Private Dock | Outdoor Shower | Secluded | Pet Friendly w/ FeeBedroom 1: Full Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin/Full Bunk Bed PRIVATE DOCK: Filet table, water, electricityHOME FEATURES: Flat-screen TVs, picnic table, chairsKITCHEN: Stove/oven, refrigerator, microwave, coffee maker, Crockpot, toaster, blender, dry bar w/ stools, cooking basics, dishware & flatwareGENERAL: Starlink WiFi, keyless entry, central A/C, ceiling fans, linens & towels, bea

Located in Placida, Florida, United States. Newly renovated, Luxury 3 Bedroom pool home close to beach, private dock on Kettle Harbor. This home is island living at it's best! This TOTALLY RENOVATED has everything you need for an amazing vacation: private pool, private dock, spectacular view of Kettle Harbor!! This island waterfront home is located on the widest open harbor with no bridges to the ICWThis home has just completed a total renovation. When you enter the main floor you are in a totally open space "Great Room". The kitchen, living room and dining areas are all one large space. A new high end, open concept kitchen with stainless appliances and wooden butcher block island. Off the kitchen is a porch overlooking Kettle Harbor. The living room is very spacous with a wall of glass overlooking Kettle Harbor.The master bedroom and a guest room are located on the main level. The master has an ensuite bathroom and a balcany which connect to the other guest room. Also on the main level is the laundry room with washer and dryer.

Located in Placida, Florida, United States. Pura Vida: Stunning beachfront home, private balcony, huge outdoor shower! Summary:Pura Vida is a popular phrase you hear often…it means “pure life” or “simple life”. To those who embrace the concept, it is not only a phrase — it is a way of life. That is what life is like on Little Gasparilla. Now you can enjoy the charms of the island from one of the island’s most popular beachfront homes.The island is only accessible by boat. Take a quick water taxi ride to paradise or bring your own boat to the included dock slip! Leave your car and your cares on the mainland!The Space:Please note that Little Gasparilla Island is a barrier island accessible only by boat; we provide water taxi information when you book. You cannot drive your vehicle to the island; you park at the marina on the mainland where you catch the water taxi. There are no stores, bars or restaurants on Little Gasparilla which means it has retained much of its "old Florida" ambiance and pristine beauty. For years Little Ga

Located in Key West, Minnesota, United States. Tasteful waterfront mobile home with central AC, W/D, & dog-friendly The North StarOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A unique sunny getaway awaits when you book this fantastic vacation destination eight miles from Key West. You'll love this beautiful waterfront community with breathtaking sunsets unlike any other. When you're not sunbathing on the beach or learning how to surf, tour the area and discover local attractions like Smathers Beach, Yankee Freedom Dry Tortugas Ferry, The Hemingway Home and Museum, The Key West Butterfly & Nature Conservatory, and Truman Little White House, all within a 13-mile radius. This property is a fisher's paradise, with water, space, and views abundant, with 160 feet of seawall capable of holding up a boat up to 60 feet long via the canal. Bring your boat and take part in sailfish events, lobster fest, mini-lobster season, and any other fishing needs y

Located in Key West, Minnesota, United States. New! Ritaville - Waterfront with Private Pool! Summary:Discover the perfect retreat with this expansive two-story, 4-bedroom, 3-bathroom rental. Located in a serene waterfront setting, the home boasts a private pool and inviting outdoor areas, including balconies that offer stunning views. Enjoy seamless boat access for aquatic adventures right from your doorstep. Ideal for families or groups seeking comfort, convenience, and a touch of luxury in a tranquil environment.The Space:Waterfront home nestled in the serene enclave of Geiger Key, FL. Perfectly situated with stunning views of the water, this property offers a tranquil oasis with ample space for relaxation and outdoor activities.Bed layout is as follows:Bedroom 1: King BedBedroom 2: King BedBedroom 3: Twin over Full Bunk BedBedroom 4: 3-Story Bunk Bed with 1 Queen, 1 Full & 1 TwinGuest Access:Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions,