We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Holiday, Florida Boat Rentals

All Holiday Listings

Page 1 of 124 listings

21’ Yamaha Jet Boat 2021 Model In Tarpon Spings
Powerboats in Tarpon Springs · 8 guests

21’ Yamaha Jet Boat 2021 Model In Tarpon Spings

5.0
$90-$100hour
2002 Hurricane deck boat 90hp motor
Powerboats in New Port Richey · 7 guests

2002 Hurricane deck boat 90hp motor

5.0
$60hour
2019 Stott Craft 22ft Center Console in New Port Richey,  Florida
Powerboats in New Port Richey · 7 guests

2019 Stott Craft 22ft Center Console in New Port Richey, Florida

5.0
$75hour
Nitro Z18 175HP Bass Boat in Lake Tarpon
Fishing in Tarpon Springs · 3 guests

Nitro Z18 175HP Bass Boat in Lake Tarpon

5.0
$60hour
Easy to Drive Bayliner Deck Boat  (10% Off Weekday Specials!!)
Powerboats in Holiday · 9 guests

Easy to Drive Bayliner Deck Boat (10% Off Weekday Specials!!)

4.8
Superowner
Best of 2023
$65-$95hour
FAST AND COMFORTABLE 19ft Bayliner Deck Boat 9 PEOPLE MAX! (Weekdays 10% Off!!)
Powerboats in Holiday · 9 guests

FAST AND COMFORTABLE 19ft Bayliner Deck Boat 9 PEOPLE MAX! (Weekdays 10% Off!!)

5.0
Superowner
Best of 2023
$66-$110hour
*BEST OF 2020 & 21* Island Hopping, Inshore Cruise, Shelling, Dolphin Watching, Fishing.
Powerboats in Holiday · 4 guests

*BEST OF 2020 & 21* Island Hopping, Inshore Cruise, Shelling, Dolphin Watching, Fishing.

5.0
Superowner
$350day
Tour the waters of Anclote Key, beach and lighthouse! Captain Included!
Powerboats in Holiday · 6 guests

Tour the waters of Anclote Key, beach and lighthouse! Captain Included!

5.0
$100hour
Fun time on the Water, Going to Islands, Sand Bars, Fishing, and Scalloping
Powerboats in Holiday · 3 guests

Fun time on the Water, Going to Islands, Sand Bars, Fishing, and Scalloping

New
$80hour
24' Pontoon, Island Hoping, Dolphin watching, Sunsets and more
Tours in Tarpon Springs · 6 guests

24' Pontoon, Island Hoping, Dolphin watching, Sunsets and more

5.0
$50-$65hour
Sea Pro 24 Citation Deck Boat in Tarpon Springs, Florida
Powerboats in Tarpon Springs · 10 guests

Sea Pro 24 Citation Deck Boat in Tarpon Springs, Florida

5.0
Superowner
$428day
South Bay 24 RS Tri Toon Tarpon Springs, Florida
Powerboats in Tarpon Springs · 10 guests

South Bay 24 RS Tri Toon Tarpon Springs, Florida

New
Superowner
$428day
Private boat charter on the Luna Sea II out of Tarpon Springs Florida
Powerboats in Tarpon Springs · 6 guests

Private boat charter on the Luna Sea II out of Tarpon Springs Florida

New
$125hour
Luxurious Aquila 44 VIP Yacht Charter Experience in Florida
Events in Tarpon Springs · 12 guests

Luxurious Aquila 44 VIP Yacht Charter Experience in Florida

5.0
$600hour
19ft Bayliner Element Deck Boat for rent in Anna Maria Island
Powerboats in Holiday · 9 guests

19ft Bayliner Element Deck Boat for rent in Anna Maria Island

New
Superowner
Best of 2023
$90-$130hour
24' Cobia with Twin 150s - Cruising  the ICW, Beaches or fishing!
Powerboats in Tarpon Springs · 6 guests

24' Cobia with Twin 150s - Cruising the ICW, Beaches or fishing!

New
$85-$100hour
Water Sports Experience on Classic Mastercraft Prostar
Powerboats in Tarpon Springs · 6 guests

Water Sports Experience on Classic Mastercraft Prostar

New
$130person
w/ captain Scalloping Season June 10 through Aug 18t in Tarpon Springs, Florida
Tours in Tarpon Springs · 6 guests

w/ captain Scalloping Season June 10 through Aug 18t in Tarpon Springs, Florida

New
$125hour
Amazing Tiki Bahama Mama Tiki Boat
Powerboats in Tarpon Springs · 6 guests

Amazing Tiki Bahama Mama Tiki Boat

New
$25person
Snorkeling in Tarpon Springs
Tours in Tarpon Springs · 6 guests

Snorkeling in Tarpon Springs

New
$125hour
23’ of island fun! Islands* sandbars* snorkeling* cruising* swim* fish*
Powerboats in Tarpon Springs · 8 guests

23’ of island fun! Islands* sandbars* snorkeling* cruising* swim* fish*

New
$75hour
South Bay 522E Luxury Tritoon Rental with Bar in Holiday, Florida
Powerboats in New Port Richey · 6 guests

South Bay 522E Luxury Tritoon Rental with Bar in Holiday, Florida

New
$145-$165hour
PRIVATE WATER SLIDE PONTOON BOAT W/CAPTAIN ~Islands~Bach~Parties~Fun~Much More
Powerboats in Tarpon Springs · 6 guests

PRIVATE WATER SLIDE PONTOON BOAT W/CAPTAIN ~Islands~Bach~Parties~Fun~Much More

New
$135-$145hour
Sea Ray Bowrider Delivery Service in Tampa Bay!10% off Weekday Specials!
Holiday · 7 guests

Sea Ray Bowrider Delivery Service in Tampa Bay!10% off Weekday Specials!

New
$90hour

Holiday Reviews

  1. Craig

    Craig

    2019 Stott Craft 22ft Center Console in New Port Richey, Florida

    Absolute best private boat rental experience you can imagine. The boat is fantastic and handles perfectly on the water. Sal’s prompt and transparent communication along with ease in the process of meeting for boat launch and pick up made the whole event spectacular. Will refer anyone reading this to feel confident and comfortable in what Sal is offering. 5 Stars all the way!

  2. Cory

    Cory

    21’ Yamaha Jet Boat 2021 Model In Tarpon Spings

    Our experience with Dennis’ boat was perfect! Pick up and drop off was simple. The boat was clean, fun, and easy to navigate! Dennis was very responsive with questions we had. Will definitely be booking again in the near future!

  3. Kelly

    Kelly

    2019 Stott Craft 22ft Center Console in New Port Richey, Florida

    Sal was great to work with. He went above and beyond to make our boating experience incredible. The boat was in great shape and got us everywhere we needed to go. I would highly recommend this rental for local boat travel around New Port Richey area.

  4. kc

    kile

    21’ Yamaha Jet Boat 2021 Model In Tarpon Spings

    From Orlando and come down to Tampa every few months just for a trip. Rented Dennis’s boat and it was great, greatly maintained and clean. Easy to learn and use.

  5. MM

    Mike

    2002 Hurricane deck boat 90hp motor

    Sal was great! Boat was perfect for what we needed! Short notice booking and worked out great! Will be renting again next time.

  6. TB

    Taylor

    2002 Hurricane deck boat 90hp motor

    An honest and flexible host! He was super communicative, kind, and true to what he posted and discussed. The boat ran great, was clean, and had plenty of space. Great area to go around too! I look forward to booking with him again soon!