Name: Fairways Inn of Naples
Price range: CA $118
Rating: 9.4

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Top Holiday Package Deals in Oyster Bay

Price found within the past 48 hours. Click for updated prices.

The Lighthouse Resort Inn & Suites

CA $910

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Fort Myers (RSW)

8.6/10 Excellent! (1,826 reviews)

It was a great experience over all

Reviewed on Nov 3, 2026

Hawthorn Extended Stay by Wyndham Naples

CA $940

per person

Jan 23 - Jan 30

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

bfe

Reviewed on Nov 3, 2026

GullWing Beach Resort

South Island

CA $1,910

per person

Jan 7 - Jan 14

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.4/10 Exceptional! (982 reviews)

Excellent stay! Beach towels included but fyi no beach chairs included. Can be rented on beach for $30/day for 2 chairs & umbrella. Screened private balcony. Separate washer & dryer. Well stocked kitchen. Very comfortable and clean unit. Trolley spot nearby. We got groceries delivered from Walmart. Lots of supplies, shampoos, detergent, dish soap, hand soap, etc. more can be requested at guest desk. Pool and hot tub clean. Many chairs and lounges, some with umbrellas. They will accept Amazon deliveries on guests’ behalf. Our second time staying here and will return again!

Reviewed on Nov 2, 2026

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,243

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

Beautiful resort. The fitness center was well equipped and clean. The pools were wonderful. Dolphins were observed feeding just off the dock. The walking paths are nice. Even off season there were plenty of staff in restaurant and at the pool cafe. Great view off the balcony of our room. Be prepared for extra fees for resort and parking. If you rent a car bring your EZpass . A lot of tolls in FL including the Leeway to Sanibel. Princess cruise was not operating so we went to Naples and took a sunset cruise dinner cruise!

Reviewed on Oct 30, 2026

Landing Apartments Fort Myers near Eastwood Village

CA $1,422

per person

Jan 25 - Feb 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.8/10 Exceptional! (31 reviews)

Amazing , safe and beautiful place to stay . I was there for over 3 weeks and it’s local to many great locations , quiet and safe and over all highly recommend.

Reviewed on Oct 30, 2026

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

A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

East Naples

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

Oyster Bay Hotel Deals

Naples Bay Resort & Marina

1500 Fifth Ave S Naples FL

Fully refundableReserve now, pay when you stay

CA $316

CA $428 total

Nov 23 - Nov 24

includes taxes & fees

9.4/10 Exceptional! (1,009 reviews)

"Sehr saubere Zimmer. Nettes Personal. Gute Lage..."

Reviewed on Nov 3, 2026

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL

Fully refundableReserve now, pay when you stay

CA $147

CA $198 total

Nov 22 - Nov 23

includes taxes & fees

9.6/10 Exceptional! (1,926 reviews)

"Great stay!"

Reviewed on Nov 3, 2026

Fairways Inn of Naples

103 Palm River Blvd Naples FL

Fully refundableReserve now, pay when you stay

CA $118

CA $131 total

Nov 9 - Nov 10

includes taxes & fees

9.4/10 Exceptional! (1,354 reviews)

"Always enjoy my time during my stay. I don't always get to enjoy all that is offered due to being out early during my visits. I will return when timing fits my travels in the area."

Reviewed on Nov 2, 2026

See all 11,147 properties in Oyster Bay

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.