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Browse for Old Naples Hotels with a Pool from $99

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Top Old Naples Hotels with a Pool

Lemon Tree Inn
2.5 out of 5
250 9th St S, Naples, FL
Free CancellationReserve now, pay when you stay
The price is $99 per night
4.3/5Excellent! (986 reviews)

"Unfortunately we arrived at The Lemon Tree just after everything in Naples and Florida was shutting down due to Coronavirus. We therefore decided to cut short our stay from 5 to 2 days. The hotel staff were extremely helpful during our short stay. The room was very nice and comfortable. It was adjacent ..."…"

Reviewed on Apr 1, 2020

Lemon Tree Inn
Bellasera Resort
4 out of 5
221 9th St S, Naples, FL
The price is $143 per night
4.6/5Exceptional! (1,484 reviews)
Very comfortable and nice common areas.

"We found this 2 bedroom condo to be very comfortable and the common areas were quite nice. The pool was nice and the food from the Claw Bar was great. Our linens and towels were new. We checked out bikes and that made the trip to the beach very quick. The employees were nice and the maid service ..."…"

Reviewed on Apr 6, 2020

Bellasera Resort
Cove Inn on Naples Bay
3 out of 5
900 Broad Avenue South, Naples, FL
Free CancellationReserve now, pay when you stay
The price is $139 per night
4.4/5Wonderful! (462 reviews)

"They provided a welcome gift upon arrival that was a nice touch!"…"

Reviewed on May 26, 2020

Cove Inn on Naples Bay
Trianon Old Naples
3.5 out of 5
955 7th Ave South, Naples, FL
Free CancellationReserve now, pay when you stay
The price is $99 per night
4.4/5Excellent! (1,551 reviews)

"Hotel is centrally located, quiet and cozy. It’s great."…"

Reviewed on May 26, 2020

Trianon Old Naples
The Inn on Fifth
4 out of 5
699 5th Ave S, Naples, FL
Free CancellationReserve now, pay when you stay
The price is $197 per night
4.5/5Wonderful! (1,051 reviews)

"Great location right in the heart of Old Naples. Less than a mile from the beach, but the beach area is small with no restrooms or food available. The hotel provides a free shuttle service to the beach, but our experience was that this is only available if/when there is an extra valet driver available ..."…"

Reviewed on Mar 5, 2020

The Inn on Fifth
Naples Park Central Hotel
2.5 out of 5
40 9th Street North, Naples, FL
Free CancellationReserve now, pay when you stay
The price is $99 per night
4.2/5Excellent! (995 reviews)

"Location was good Older property Nice big rooms Good overall"…"

Reviewed on May 25, 2020

Naples Park Central Hotel
Charter Club of Naples Bay by Diamond Resorts
3 out of 5
1000 10th Ave S, Naples, FL
Free CancellationReserve now, pay when you stay
The price is $139 per night
4.5/5Wonderful! (308 reviews)

"We had a wonderful time at Charter Club Naples Bay. The staff is very friendly. The units are large, CLEAN and well-stocked."…"

Reviewed on Jun 2, 2020

Charter Club of Naples Bay by Diamond Resorts
The Escalante
3.5 out of 5
290 5th Ave S, Naples, FL
The price is $285 per night
4.4/5Wonderful! (109 reviews)

"Exceptional room with back entrance to the pool. The included continental breakfast was poor and I cannot recommend the restaurant."…"

Reviewed on Feb 23, 2020

The Escalante
2017 NEWLY RENOVATED CONDO BY THE BEACH #1
4.9/5Exceptional! (69 reviews)
Perfect Beach Trip

"Annual girls trip to Naples was perfect. The condo was very clean, well decorated and had everything, including all the little things like toiletries, dish soap, paper towels, toilet paper, garbage bags, coffee, etc. All the linens were nice and the beds were comfortable. The best part - it’s only ..."…"

Reviewed on Mar 28, 2020

2017 NEWLY RENOVATED CONDO BY THE BEACH #1
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Pocket Guide: Hotels with a Pool in Old Naples

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Frequently asked questions

What's it like visiting Old Naples?
If laying by the pool is your idea of the perfect getaway, you may want to check out walkable Old Naples, which has 12 places to stay with pools. While you’re visiting, you can explore sights such as Naples Beach and Naples Pier, and then relax and unwind poolside at one of the accommodations in Old Naples that guests like for their pools.
What are some accommodations with pools in Old Naples?
Trianon Old Naples: 3.5-star hotel, 5-minute walk from Tin City. Features free parking, an outdoor pool, and a bar. Charter Club of Naples Bay by Diamond Resorts: 3-star condo, 9-minute walk from Tin City. Offers an outdoor pool, a children’s pool, and a poolside bar. The Inn on Fifth: 4-star hotel, 13-minute walk from Naples Beach. Provides a full-service spa, an outdoor pool, and a poolside bar. Cove Inn on Naples Bay: 3-star hotel, 14-minute walk from Tin City. Features a poolside bar, an outdoor pool, and a restaurant. Bellasera Resort: 4-star condo resort, 9-minute walk from Tin City. Offers a poolside bar, an outdoor pool, and a restaurant.
What is there to see and do in Old Naples?
Explore places like Naples Beach, Naples Pier, and Tin City while you’re in Old Naples. Make a point to visit attractions like 4th Avenue South Beach and Cambier Park. Old Naples appeals to visitors with its beautiful beaches, major shopping area, and array of dining options.
When should I plan my trip to Old Naples?
You may want to think about a place to stay with an outdoor pool if you plan to visit Naples in the driest months of December, January, or November when the average rainfall is 2 inches. Lodging that has a pool indoors may be the way to go if you come to town during the rainiest months of June, August, and September when the average rainfall is 8 inches.