Oyster Bay Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Our guide on where to stay in Oyster Bay
Find the best Oyster Bay areas and neighborhoods for the activities you enjoy most. Learn more about Oyster Bay
East Naples
Beaches, shopping and restaurants are some highlights of East Naples. Make a stop by Fifth Avenue South or Naples Botanical Garden while you're exploring.
Our pick of the best Oyster Bay Hotel Deals
Naples Bay Resort & Marina
1500 Fifth Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is NZ$725 per night from 13 Dec to 14 Dec
NZ$725
13 Dec - 14 Dec
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
With the airport near by and the marina, a lot of noise pollution
Reviewed on 29 Nov 2025
Naples Grande Beach Resort
475 Seagate Drive Naples FL
The price is NZ$829 per night from 18 Dec to 19 Dec
NZ$829
18 Dec - 19 Dec
includes taxes & fees
8.8/10 Excellent! (1,967 reviews)
Nice and friendly resort property. We were there in November. Great nightly pricing, on-site pricing, and complimentary breakfast.
Reviewed on 8 Dec 2025
Inn on Fifth
699 5th Ave S Naples FL
Fully refundable
The price is NZ$752 per night from 4 Jan to 5 Jan
NZ$752
4 Jan - 5 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
The room was clean and bright when we walked in. Lights were turned on and the bathroom was very spacious. The front desk staff was very courteous. I would definitely come back to stay while visiting Naples.
Reviewed on 5 Dec 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Oyster Bay
Fifth Avenue South
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.
Naples Zoo at Caribbean Gardens
See gentle primates, impressive predators and lush gardens in one of the only zoos where you can enjoy views of animal habitats from a catamaran.
Delnor-Wiggins Pass State Park
Take some time away in this hidden beach paradise where you can swim, have a peaceful picnic or go for long walks through coastal landscapes.
Activities
Flamingo Marina: Backcountry Boat Tour of the Everglades
NZ$86
per adult
Everglades National Park: Pontoon Boat Tour & Boardwalk
NZ$108
per adult
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour
NZ$227
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.