Top 6 Beach Rentals 2025 - Fort Myers Beach
Discover the Best Rentals for Your Beach Adventure
JET SKI: Experience the Thrill of the Open Waters

Waverunners from Holiday Water Sports on Fort Myers Beach
The freedom of riding on open water is a great solution for stress. We have the largest open water riding area on Ft. Myers Beach. Our Yamahas are among the newest models available and will provide you with a stable ride.
We provide local customers and visitors from around the country with this thrilling experience on the emerald green waters of the Gulf of Mexico. Jet Skis, also called WaveRunners, are the perfect vehicle for entertainment on the water here on Ft. Myers Beach. These crafts hold from 1 to 3 people comfortably and can be rented by the hour or 1/2 hour.
Our instructors will make sure you are completely prepared with the operation of the WaveRunner if you have never been on one before. You’ll have practice time to get comfortable with its operation.
WaveRunners accommodate themselves completely to the driver’s direction. If you want speed, the top speed is around 50 mph. On the water that is an amazing experience. These crafts can literally “turn on a dime.” But only if you are giving it throttle.
On the other hand, if you want a relaxed ride and just want to enjoy the wildlife, the water and the scenery, these WaveRunners are perfect for you, too. Dolphins and manatees have been known to swim right up to WaveRunners.
We also provide personal flotation devices, and a riding instruction for your trip. We use the new Yamaha 4 stroke WaveRunners.
Personal watercraft originated in the 1960s when a home inventor originated the concept with the notion of a powered water ski. The design embraces elements of self-power with a small size, and a highly maneuverable and active ride. Today’s watercraft that we utilize are quiet, clean, fuel-efficient and have no exposed propellers.
You only live once – enjoy the ride of a lifetime at one of our three waterfront locations!
Waverunner Rentals at Pink Shell on Fort Myers Beach
Waverunner Rentals at Best Western on Fort Myers Beach
Waverunner Rentals at Diamond Head on Fort Myers Beach
See Safety Notes listed below.
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All drivers must be 16 years of age and show a valid driver’s license. Anyone born after Jan. 1, 1988 must also have a NASBLA approved Safe Boating License in order to drive a WaveRunner. Temporary licenses are available at all locations. Please arrive one hour early to obtain a temporary license. You can also click the link below to obtain a temporary license online.
All participants must be able to swim and reboard a waverunner from the water. Anyone with a pre-existing condition that could be aggravated by riding a waverunner should not participate. Anyone who is pregnant should not drive or ride on a waverunner.
Maximum weight recommended by Holiday Water Sports is 400 lbs.
Half hour and Full hour rentals available.
DOLPHIN TOURS: Explore the Gulf with Guided Wildlife Adventures
Don’t trust your tour experience with just any company! Go with the “Best of the Beach” winner, five years in a row! Come share with us the pristine beauty of the islands as you catch a glimpse of the diverse wildlife native to Estero Bay. Learn how to ride a WaveRunner and experience the thrill of racing through the Gulf of Mexico. Enter the back bay and watch gentle dolphins at play. Our Dolphin Adventure Tours on Ft. Myers Beach allow you to experience riding a powerful Yamaha WaveRunner and enjoy the tropical waters of Estero Bay. You’ll likely encounter bottlenose dolphins, osprey, turtles, eagles, a variety of fish, and maybe even a shy manatee. The tour will be the highlight of your vacation! We offer group and private tours for your enjoyment. Ask about our new “Back-Water Adventure Tour” where we incorporate the history of our area into our back bay adventure.
Jet skiing alongside dolphins in their natural habitat is an unforgettable experience offered by Holiday Water Sports through our guided dolphin tours. These thrilling Jet Ski Dolphin Tours combine adventure with marine exploration in the idyllic, warm waters of Fort Myers Beach. Knowledgeable guides lead the way to prime locations where you can spot dolphins, manatees, and vibrant bird species while learning fascinating facts about the local ecosystem.
Whether you are a seasoned jet ski enthusiast or a beginner, these tours cater to all skill levels. Each excursion not only allows you to soak in the stunning sights along Florida’s coastline but also provides ample opportunities to capture breathtaking wildlife moments through your lens.
For those seeking a more off-the-beaten-path adventure, there are options to venture into lesser-known routes. Embrace the serenity of the Gulf Coast and revel in the thrill of observing marine creatures as they gracefully share their natural habitat with you. Make sure not to miss out on this exceptional guided experience that promises both excitement and tranquility amidst nature’s wonders.
Our professional guides provide you with an unforgettable experience. First, they’ll go over safety details and teach you how to drive a Waverunner. And then they explain the wildlife viewing laws. We want to keep our tours safe for the wildlife and our guests sharing the waterways. Our guides also cover some of the history of Ft. Myers Beach, including Calusa Indian information, and the area’s ecosystems. Our expert mechanic keeps your watercraft in prime condition for the tour. Up to three people can ride on our new Yamaha Waverunners. For your comfort and safety, the maximum weight allowed on each waverunner is 400 lbs. Life jackets are provided. This activity is great for families, however, passengers must be a minimum of 5 years of age. All drivers must show a photo ID and the minimum age to drive is 16. The minimum age to rent without a parent/guardian is 18. Anyone born after Jan. 1, 1988, must also have a NASBLA approved safe boating license. See test information at the bottom of this page.
The tour covers the entire length of the seven-mile island, stopping mid-island for a break and traveling into Estero Bay. We have the longest tour on the beach!
For a one-of-a-kind adventure, ask about our PRIVATE DOLPHIN TOURS. You get to choose where you want to go, and who is in your group! We can even take time to stop at Lover’s Key for some shelling. And the wildlife viewing is amazing.
During our tours, dolphins may swim right up to you. They are intuitive and curious creatures. They live all over the world, but the bottlenose dolphin prefers warm tropical water.
Waverunner Dolphin Tours from Pink Shell on Fort Myers Beach
Waverunner Dolphin Tours from Best Western on Fort Myers Beach
Waverunner Dolphin Tours from Diamond Head on Fort Myers Beach
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All drivers must be 16 years of age and show a valid driver’s license. Anyone born after Jan. 1, 1988 must also have a NASBLA approved Safe Boating License in order to drive a WaveRunner. Temporary licenses are available at all locations. Please arrive one hour early to obtain a temporary license. You can also click the link below to obtain a temporary license online.
All participants must be able to swim and reboard a waverunner from the water. Anyone with a pre-existing condition that could be aggravated by riding a waverunner should not participate. Anyone who is pregnant should not drive or ride on a waverunner.
Maximum weight recommended by Holiday Water Sports is 400 lbs.
Half hour and Full hour rentals available.
PADDLE SPORTS: Serene Water Paths Await You

Find your new favorite place to get away. Our kayaks are comfortable, easy to paddle and fun. Enjoy the sounds and sights of nature as you kayak gently down the amazing Florida shoreline.
Kayaking is not just a recreational activity but also a wonderful way to immerse yourself in the tranquility of Fort Myers Beach. This serene water sport appeals to families, couples, and solo travelers alike, offering a peaceful escape from the hustle and bustle of everyday life. Holiday Water Sports provides kayak rentals, allowing you to explore Estero Bay at your own leisurely pace. As you glide along the calm waters, keep an eye out for fascinating marine creatures such as manatees, sea turtles, and playful dolphins.
The designated “swimming-no wake zone” creates a serene environment ideal for exploration and photography. Witness the diverse ecosystems teeming with seabirds, starfish, and vibrant fish that call this picturesque aquatic paradise home.
You can discover dolphin, manatee, sea turtles, star fish and other fish of all shapes and sizes, as well as dozens of varieties of birds while kayaking. We offer the best kayaking in Ft. Myers Beach.
We suggest you wear light clothing, a swimsuit, a hat for sun protection and polarized sunglasses. Your best footwear is a sport sandal. You should use sunscreen rated 30 or higher. If it’s a cool winter day, a wind breaker is a must. Don’t forget water and of course a camera.
We supply the kayaks, and the paddles. We also provide your lifejackets.
We also offer stand-up Paddleboards. The minimal current and wave action on Ft. Myers Beach make it a perfect place to learn to paddle. It’s a easy activity, and a great work out. For your safety, we provide lifejackets, which are required.
Stand-Up Paddleboarding (SUP) at Fort Myers Beach is a versatile water activity suitable for individuals of all skill levels. Holiday Water Sports provides stable boards catering to both novices and experienced paddlers, ensuring a safe and enjoyable experience for all participants. Glide across the serene turquoise waters and marvel at the picturesque views of sandy beaches and vibrant marine life beneath you.
Engaging in SUP not only offers recreational enjoyment but also serves as an excellent way to enhance balance and core strength. While paddling, you may have the opportunity to encounter fascinating marine creatures such as sea turtles, stingrays, and a variety of colorful fish, adding an element of excitement to your outing.
No matter what your choice, everyone gets a pre-launch safety instruction on the equipment and the environment. We provide ocean kayaks for one or two people.
You can relax and enjoy the beauty of the subtropical Gulf of Mexico. Dolphins and wildlife abound in this colorful and amazing ecosystem. The ocean breeze, the flux and pulse of nature, and our fabulous vistas will settle your senses and provide an unforgettable ambiance that will be the highlight of your vacation time.
Don’t forget to stay for our amazing sunsets as you end your day and enjoy a tropical drink on the beach at the resort!
Paddle Board Rental from Best Western on Fort Myers Beach
Paddle Board Rental from Diamond Head on Fort Myers Beach
Kayak Rental from Diamond Head on Fort Myers Beach
Kayak Rental from Best Western on Fort Myers Beach
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All drivers must be 16 years of age with a drivers license. Anyone born after Jan. 1, 1988 must also have a NASBLA approved Safe Boating License in order to drive a WaveRunner.
Temporary licenses available at all locations.
Please allow one hour to obtain a license. You can also click the link below to obtain a temporary license online.
Half hour and Full hour rentals available.
PARASAILING: Sky-High Adventures for Thrillseekers
Parasailing on Ft. Myers Beach is an exhilarating experience. The scariest part of parasailing is waiting your turn. Once you are up in the parachute, you’ll feel like you are literally “floating on air.”
The Magnum Parasailing Adventure is an experience you will never forget. This special flight offers a free-float dip down to the water, and we let out the MAXIMUM line available on each and every flight. You will never forget how it feels to sail over Fort Myers Beach. You will have a birds-eye view from your safety harness as you float through the air and see dolphins, fish and other wildlife. You can go single, double or triple up with your friends to share the memories.
The Deluxe Parasailing Adventure is a great option for those wanting to try parasailing at a lower height. This fantastic flight option lets you enjoy the ride and see the beach like never before.
If you are looking for an exhilarating airborne adventure, parasailing at Fort Myers Beach is an experience not to be missed. Offering breathtaking views of the Gulf Coast, we provide the opportunity to soar above the turquoise waters and pristine white beaches of this stunning location. Whether you choose to fly solo or in tandem, gliding under a vibrant parachute will treat you to unparalleled sights unique to Southwest Florida.
As you float above Estero Bay and witness the marine life below, you’ll gain a newfound perspective of Fort Myers Beach that is both awe-inspiring and unforgettable. Parasailing offers adventurers the chance to explore this coastal paradise from a whole new vantage point. Prepare yourself for an extraordinary adventure that will elevate your vacation experience to new heights!
Remember, we:
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Have crew that is trained in all weather conditions to make the right calls
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Provide you with an unforgettable view of Sanibel and Fort Myers Beach
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Have photo packages available to purchase
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Use only Coast Guard Licensed Captains
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Offer the Free-Float Dip
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Offer you an unforgettable ride and experience
Your entire family can enjoy these super-high flights. You take off and land on our six passenger boat. Our take-offs and landings are very genteel.
We fit you with a parasail harness, and you are seated next to your partner on the deck and launched and retrieved with a hydraulic winch system. Panoramic views and the experience of a lifetime awaits you!
We offer Group Discounts for 6 or more flyers – $5 Off Per Person! Must mention this offer to get discount.
We offer a package of 20 high-quality digital photos on a SD card for an extra fee!
All Parasailing is done for Holiday Water Sports by an independent contractor.
Our Parasailing website allows you to book your reservations online
BEACH SERVICES: Beach Chairs, Umbrellas, and Cabanas
Holiday Water Sports of Ft. Myers Beach can provide you with an amazing atmosphere for your next stay here at one of our three Ft. Myers Beach locations.
For your vacation comfort, our beach services are inclusive of umbrellas, beach chairs, and cabanas. We operate in the finest resorts to provide you with beachfront relaxation and a memorable stay.
For those seeking ultimate relaxation, Holiday Water Sports provides an array of rental options to enhance your experience at Fort Myers Beach. Immerse yourself in the serene ambiance of Southwest Florida’s sandy white beaches while lounging in comfort.
Transform your beach day with our sturdy umbrellas that create a shaded oasis, shielding you from the sun’s intense rays. Whether you prefer basking in the refreshing coastal breeze or delving into a captivating book, our rentals ensure you have a blissful day by the shore.
Our blue canvas umbrella with 2 chairs can be rented by the half day or full day. Cabanas with comfortable cushions provide superior sun protection all day long. If you rent by the week, there are additional discounts.
Let us do all the work for you! We will set up your two comfortable beach chairs and oversized umbrella in the morning and take it down at the end of the day. All you need for a great day on the beach is your beach bag and a towel. Let us place the cushions on your cabana for you. You can relax knowing that all the work is done. Don’t forget to clean up your trash when you leave the beach. We want to help keep our oceans and beaches clean!
Sea turtles often mistake floating trash for their food. So please help us keep the scene clean!
Beach Chair and Umbrella Rental at Best Western on Fort Myers Beach
Beach Chair and Umbrella Rental at Diamon Head on Fort Myers Beach
HOBIE CAT SAILING: Gliding Over the Water on a Wind Chariot
Sailing enthusiasts are sure to be enamored with the Hobie Cat sailboat rentals offered by Holiday Water Sports. Embark on an adventure where you can truly harness the power of the wind. The serene turquoise waters and gentle breezes of Fort Myers Beach provide the ideal setting for this activity. Whether you are a seasoned sailor or a novice, navigating the waves on a 14’ or 16’ Hobie Cat promises a thrilling experience.
As you glide across the waters, soak in the breathtaking vistas of the Gulf Coast and its diverse marine life. Keep an eye out for playful dolphins and graceful manatees that may grace your journey, adding an extra touch of excitement.
We have both a 14 foot and a 16 foot available at most locations. You’ll leave refreshed and recharged.
The Hobie catamaran or Hobie Cat is popular throughout the world since it’s a fun and inexpensive way to sail.
We provide you with a Coast Guard-approved life vest to use when sailing. You unfurl the jib and push the boat into the water. Then the fun begins. You can rent the Hobie for one hour or multiple hours. Discounts are given for multiple hours.
Hobie cats glide over the water, propelled by the Gulf breeze. You’ll find the Hobie fun and fast to sail.
Come see us to go sailing in Fort Myers Beach!
Why Choose Holiday Water Sports?
Holiday Water Sports is a well-known name in Fort Myers Beach. We offer high-quality rentals at fair prices. You can find us at three convenient locations: Pink Shell Beach Resort, DiamondHead Beach Resort, and Best Western Beach Resort. This makes it easy to enjoy water activities anywhere on the island.
We do more than just water sports rentals on Fort Myers Beach. We focus on customer service, safety, and keeping our equipment in top shape. Whether you want a relaxing day, some exciting fun, or beautiful views, Holiday Water Sports has everything to make your Gulf Coast visit special.
Three Convenient Locations on Fort Myers Beach
Holiday Water Sports is a premier water activity provider that prioritizes convenience for Visitors at Fort Myers Beach. With three rental locations strategically situated at Pink Shell Beach Resort, DiamondHead Beach Resort, and Best Western Beach Resort in Fort Myers Beach, visitors have easy access to a range of exciting water adventures.
On the beach near Pink Shell Beach Resort opens up opportunities for exhilarating experiences such as WaveRunners rides and captivating dolphin tours. Meanwhile, adventurers near the DiamondHead Beach Resort can enjoy paddleboarding and sailing on Hobie Cat sailboats, catering to all skill levels. For those seeking an adrenaline rush, the sands near Best Western Beach Resort offers kayaking and jet skiing amidst stunning coastal views.
Not limited to resort guests, Holiday Water Sports extends a warm invitation to all beach enthusiasts to participate in their diverse array of activities from any of our three rental locations. Regardless of your location on the island, the accessible rental spots allow you to embark on thrilling aquatic escapades promptly. Plan your next unforgettable adventure with Holiday Water Sports today!
We focus on taking care of our customers. Our friendly staff ensures you feel welcome, and we prioritize safety. Our equipment is checked regularly, so you can have fun without any worries on the beautiful waters of Southwest Florida.
We offer everything from exciting activities to relaxing experiences. Our services will help you have the perfect vacation. Holiday Water Sports lets you enjoy the beauty of Fort Myers Beach. We make sure your time with us is smooth, fun, and one to remember.