Beachfront vacation rentals in Big Hickory Island

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Top-rated beachfront rentals in Big Hickory Island

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Guest favorite

Condo in Fort Myers Beach

4.93 out of 5 average rating, 27 reviews

Beachfront Lovers Key Beach Club Condo 1002

Our remodeled 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private lanai. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, hot tub, grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

Sep 21 – 28

G$30,692 GYD per night

Superhost

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Welcome To Pleasant Paradise

Welcome to Pleasant Paradise where you will take in the beautiful views of the Gulf of Mexico from your private balcony. This 1-bedroom condo is the perfect vacation getaway. It is located in the Estero Beach and Tennis Club at the south end of the island. This is a 7 NIGHT MINIMUM rental property, during high season ( January through April) it must be a Saturday - Saturday, after the 7th night you can stay however long. I would like to note that there is still some construction going on at

Aug 25 – Sep 1

G$43,672 GYD per night

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. The dock is shared, but there is plenty of room! Lots of history on this beautiful island, with fishing you’ll be amazed with! Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources!

Jan 1 – 8

G$44,544 GYD per night

Guest favorite

Cottage in Saint James City

5.0 out of 5 average rating, 29 reviews

Waterside Cottage

Enjoy our peaceful little island paradise nestled beneath sprawling oaks and scattered palms just minutes from St James City’s restaurants and bars. Just under 1/2 acre is yours to enjoy. Watch the manatees and dolphins swimming in the canal while you grill your catch of the day, or your fresh pick of the day from St James Fish House just down the street! Inside enjoy a fresh new contemporary and stylish cottage with everything you will need to make your stay comfortable, enjoyable and fun!

Jul 23 – 30

G$30,313 GYD per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 108 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Nov 9 – 16

G$139,143 GYD per night

Guest favorite

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Sun and fun! Adorable 1 bedroom condo on the beach

If you are craving some sunshine and blue waters, come on down! Morning walks with your toes in the sand set the tone for another day in Paradise. Spend the day in the surf and sun, then finish off another perfect day quietly entranced by another unique and spectacular sunset. Whether you want to relax on the balcony and enjoy looking at the gulf, play in the surf, lay out on the beach or pick shells, lounge by the pool or enjoy a few rounds of tennis and pickle ball, you won't be bored.

Apr 21 – 28

G$53,963 GYD per night

Guest favorite

Home in Fort Myers Beach

5.0 out of 5 average rating, 7 reviews

Happy Horizons

The house is exclusively for adults only. The balconies offer breathtaking views of the Gulf of Mexico, where you can spot many species of colorful birds, such as pelicans, egrets, osprey, and herons, as well as dolphins swimming in the surf. You can take early morning, afternoon or sunset walks on the sand, and dine or enjoy cocktails on the gulf side decks overlooking the beach and Gulf. Watching the beach sunsets is an absolute treat! There is something for everyone at your property.

Jun 21 – 28

G$114,331 GYD per night

Guest favorite

Apartment in Bonita Springs

4.97 out of 5 average rating, 92 reviews

Beach/Sunset Bay/Sunrise Relax/Island Living

WE SURVIVED IAN WITH NO DAMAGE TO THE LIVING SPACE OF OUR DUPLEX, ONLY THE GROUNDS, PATIOS AND GARAGES WERE DAMAGED. THE GARAGE DOORS WERE REPLACED 12/8 AND THE GROUNDS AND NEW FURNISHINGS ARE REPLACED! Sleeps six comfortably, with separate bathroom vanity along with full bathroom with large shower. There is a linen storage closet and stackable washer/dryer. There are TV's in both bedrooms, along with one in the living room. Street side bedroom has a desk for the working traveler.

Sep 14 – 21

G$84,024 GYD per night

Guest favorite

Home in Bonita Springs

4.94 out of 5 average rating, 35 reviews

Seaside Escape steps from Bonita Beach

You will be close to everything at this conveniently located home. Steps from Bonita Beach, restaurants, and walking/biking paths. Private dock on backwaters. Rent or bring your own boat. Relax in your private heated salt water pool. Every bedroom has its own private lanai. Basement bar with games, bikes, pool toys. We have taken every consideration for a perfect stay. Hurricane Ian update: Beaches are now open!!! Several restaurants have reopened and many more will open soon.

Jun 29 – Jul 6

G$151,179 GYD per night

Superhost

Condo in Bonita Springs

4.8 out of 5 average rating, 35 reviews

Stay With Us In Our Tropical Paradise Suite

Our proximity to one of the best beaches in the world on the Gulf of Mexico as well as our flexible rental program is unique in Southwest Florida. We are dedicated to insuring you have a relaxing, enjoyable and unforgettable stay with us and that you will return year after year!!! We are located on the beautiful six-mile Bonita Beach in Florida. We are close to Southwest Florida International Airport (RSW). Ours is a friendly and welcoming community of owners and their Guests.

Jul 20 – 27

G$32,125 GYD per night

Guest favorite

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 147 reviews

Casa Bella B - 1 Bed/1 Bath - Steps To The Beach

Fort Myers Beach Short Term Rental #21-0112. Fresh, clean and cozy, this 1 bedroom, 1 bath condo is located directly across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. Public beach access is a 3-minute walk south on Dakota Ave. Located mid-island Casa Bella B is close to all amenities including a grocery store and restaurants. The popular Island Trolly services the length of the island from Times Square to Lover's Key State Park.

Sep 25 – Oct 2

G$42,170 GYD per night

Guest favorite

Home in Bonita Springs

4.82 out of 5 average rating, 105 reviews

Waterfront - Boat & Grill Included/downstairs

Bonita Springs is back and better than before Hurricane Ian! The home was completely redone and now taking reservations. This home is located on a canal and is just 1 mile to the beach. A dock is available in your backyard for a boat. The canal can accommodate up to a 25-foot boat or there is a canoe available on-site for your use. Great shops and restaurants are within walking distance. Pets permitted. Treat Yourself!

Jul 3 – 10

G$33,764 GYD per night