South Naples Vacation Packages 2026 from $677

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The Latest South Naples vacation packages

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

Casa Tiki

Hancock

Save 100% on your flight

$677

per person

Oct 14 - Oct 21

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

No reviews

Tween Waters Island Resort & Spa

Save 100% on your flight

$1,086

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,005 reviews)

Very nice place to enjoy and have a good time. Beach across the street, pool bar and restaurants nearby. Super quite and relaxing. We definitely recommend this place and hopefully coming back soon

Reviewed on Aug 10, 2026

The Perry Hotel Naples

Save 100% on your flight

$991

per person

Oct 19 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (992 reviews)

The property is great and the staff is SO nice! Had a great time here.

Reviewed on Aug 10, 2026

Casa Ybel Resort

Mid Island

Save 100% on your flight

$1,027

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (397 reviews)

First time at CY and could not be happier with our stay. First time on the island too. Room was perfect for me and my two daughters. Really liked the vaulted ceilings as I was surprised by this. We stayed on the 2nd floor for the view (we didn’t mind walking the extra steps). We were in room 118 and it was a little walk to the pool, but the grounds are gorgeous as we didn’t mind the walk. Pool was big and water warm! Ocean was equally as warm. Shells for days. Caught some lizards and a crab! Staff was excellent and courteous. Come prepared with bug spray. We used Captiva Cruises for our private fishing, snorkeling, shelling, and dolphin viewing. Caught tons of fish! Grilled snapper and trout for dinner. We will be returning annually!

Reviewed on Aug 10, 2026

Manasota Key Resort

Save 100% on your flight

$921

per person

Sep 14 - Sep 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (304 reviews)

Wow! I wasn’t sure what to expect with this being our 1st trip to this part of FL! But it exceeded our expectations! The view of the ocean, clean room, amenities, and ease of laundry! Helpful staff and so welcoming! We will for sure be back! Thank you!

Reviewed on Aug 10, 2026

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Where to stay in South Naples

Find the best South Naples areas and neighborhoods for the activities you enjoy most. Learn more about South Naples

A row of colorful houses with balconies and palm trees.

Ole

If you're looking for some top things to see and do in Ole and surrounding area, you can visit Flamingo Island Course - Lely Resort and TPC Treviso Bay.

A serene pond with lily pads surrounded by a wooden bridge and lush greenery.

Crown Pointe

While Crown Pointe might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Fifth Avenue South and Naples Beach.

VeronaWalk

If you're looking for some top things to see and do in VeronaWalk and surrounding area, you can visit Flamingo Island Course - Lely Resort and TPC Treviso Bay.

A river network in a marshy landscape with dense vegetation.

Falcons Glen

If you're looking for some top things to see and do in Falcons Glen and surrounding area, you can visit Flamingo Island Course - Lely Resort and TPC Treviso Bay.

Masters Reserve

Though Masters Reserve might not have many top sights, you can venture to the surrounding area to see attractions like Flamingo Island Course - Lely Resort and TPC Treviso Bay.

Stay near popular South Naples attractions

Flamingo Island Course - Lely Resort

8.8/10 (6 reviews)

Enjoy a round of golf in Naples at Flamingo Island Course - Lely Resort. Wander the beautiful beaches and seaside in the area.

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TPC Treviso Bay

8.0/10 (2 reviews)

Enjoy a round of golf in Naples at TPC Treviso Bay. Wander the beautiful beaches and seaside in the area.

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Eagle Lakes Community Park

Enjoy the beautiful sunsets and explore Eagle Lakes Community Park, a lovely green space in Naples. Wander the beautiful beaches and seaside in the area.

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Hibiscus Golf Club

10.0/10 (1 review)

Enjoy a round of golf in Lely at Hibiscus Golf Club. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

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Mustang Golf Course

Enjoy a round of golf in Lely at Mustang Golf Course. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

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Swamp Buggy Races

Catch an event at Swamp Buggy Races, and enjoy other activities in Naples such as golfing. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

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New Hope Ministries

After visiting New Hope Ministries, make a plan to see the other sights and activities in Naples. Discover the area's beautiful sunsets and shops.

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What to do in South Naples

Gulf of Mexico Sunset Cruise from Naples

$66

per adult

88% of travellers recommend

Naples Sightseeing Boat Tour

$57

per adult

96% of travellers recommend

Naples: Sightseeing and Dining Cruises

$78

per adult

See all activities in South Naples

South Naples Hotel Deals

Staybridge Suites Naples – Marco Island by IHG

9401 Triangle Blvd Naples FL

Fully refundable

$121 nightly

$134 total

Aug 26 - Aug 27

Total with taxes and fees

La Quinta Inn & Suites by Wyndham Naples East (I-75)

185 Bedzel Cir Naples FL

Fully refundableReserve now, pay when you stay

$76 nightly

$84 total

Aug 23 - Aug 24

Total with taxes and fees

Conty's Motel

11238 Tamiami Trail East Naples FL

$52 nightly

$58 total

Aug 13 - Aug 14

Total with taxes and fees

See all 915 properties in South Naples

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.