Keewaydin Island Vacation Rentals from AED 280: Search Short-Term Rentals

A coastal landscape with a sandy beach, clear turquoise waters, and a network of small islands.

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Our top choices for Keewaydin Island vacation rentals

A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

1. Bellasera Resort

Downtown

vasilisa

AED 1,407 total

includes taxes & fees

15 Nov - 16 Nov

An aerial view of a beach with a pier extending into the ocean, surrounded by buildings and greenery.

2. Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!

Old Naples

Robert W.

AED 2,311 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

3. Noel Real Estate

East Naples

Lauren

AED 1,466 total

includes taxes & fees

29 Nov - 30 Nov

An indoor pool area with a glass floor, seating around the pool, and a bar area with a blue ceiling and hanging lights.

4. Park Shore Resort

Park Shore

nathaly

AED 1,357 total

includes taxes & fees

5 Dec - 6 Dec

A white pergola with a brick pathway leading to a house.

5. Two Blocks to Gulf and Old Naples. A one bedroom cottage for work and play.

Old Naples

Andrew R.

AED 2,367 total

includes taxes & fees

28 Nov - 29 Nov

A beach with a long pier extending into the ocean, surrounded by palm trees and a well-maintained lawn.

6. 1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

Old Naples

Dallas M.

A clear blue pool with a stone feature, surrounded by palm trees and lounge chairs.

7. Free Golf Until Oct! Naples Condo w/ Resort Pool

Naples

Mark

AED 1,473 total

includes taxes & fees

16 Nov - 17 Nov

A white house with a metal roof, surrounded by a well-maintained lawn and a gravel path leading to a seating area with white chairs.

8. c.1930's Cottage in picturesque setting, 2 blocks to Gulf and 5th Ave S.

Old Naples

terry s.

AED 2,961 total

includes taxes & fees

16 Nov - 17 Nov

An indoor swimming pool with a glass ceiling, a lounge area with chairs and a table, and a view of the outside.

9. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

East Naples

Andrew F.

AED 1,209 total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with a central island, wooden stools, and a sliding glass door leading to a patio.

10. `The Boho Bliss` - Reset & Recharge Wellness House

East Naples

Nancy S.

A swimming pool with clear water, surrounded by palm trees and lounge chairs.

11. Holidays in paradise at the Lely Resort

Naples

Adam Y.

A covered outdoor deck with lounge chairs, a hot tub, and a view of a garden and buildings.

12. Green Turtle Boathouse/HOT TUB view of the canal

East Naples

Heidi

AED 1,784 total

includes taxes & fees

16 Nov - 17 Nov

A covered porch with a wooden ceiling, string lights, a ceiling fan, wicker furniture, and a view of greenery outside.

13. Cypress Cove

Naples

Rebecca L.

AED 1,417 total

includes taxes & fees

16 Nov - 17 Nov

A cozy living room with a grey sofa, a small table, and chairs. There is a window with curtains, a lamp, and a mirror on the wall.

14. King Bed Near Pickleball, Beach & Downtown

East Naples

Francois S.

AED 819 total

includes taxes & fees

17 Nov - 18 Nov

A modern outdoor living space with a sofa, a hanging chair, and a coffee table.

15. `The Coastal Dream` only 3miles to the beach.

East Naples

Jesse L.

AED 1,352 total

includes taxes & fees

30 Nov - 1 Dec

A modern kitchen with a dining area, large windows, and a view of an outdoor swimming pool.

16. THE TERRACOTTA, Heated Pool! Close to 5th Ave and Beaches

East Naples

Robert K.

AED 2,350 total

includes taxes & fees

21 Nov - 22 Nov

A modern kitchen with a central island, a dining area, and a large sliding glass door leading to an outdoor patio.

17. ` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation

East Naples

Anonymous traveler

A pier extending into a clear blue sea with a sandy beach at the end.

18. 3BR Golf & Lake View Villa • Pool • Lely Resort

Naples

Thomas H.

19. Free Golf Until Oct! Naples Condo w/ Resort Pool

Naples

Colleen V.

AED 1,571 total

includes taxes & fees

15 Dec - 16 Dec

A white pergola with climbing plants and pink flowers.

20. Romantic Cottage - With a king, 2 Blocks to Gulf, Old Naples with lit sidewalks.

Old Naples

Lynda D.

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Find vacation rentals that suit your style

Top Keewaydin Island Hotel Reviews

A pier extending into the ocean with overwater bungalows.

Hyatt House Naples/5th Avenue

Old Naples

10/10 Excellent

Filip

A hotel lobby with seating areas, a large window with a view, and a carpeted floor.

Staybridge Suites Naples – Marco Island by IHG

Naples

10/10 Excellent

Nadege

A Holiday Inn Express hotel with a modern design, featuring a prominent entrance, palm trees, and a well-lit facade.

Holiday Inn Express Hotel Naples Downtown - 5th Avenue

East Naples

10/10 Excellent

Saul

A modern hotel lobby with a dining area, seating arrangements, and large potted plants.

AC Hotel by Marriott Naples 5th Avenue

Downtown

10/10 Excellent

My mother and I had a wonderful vacation at the AC Marriot in Naples, Florida. The hotel is located conveniently at the end of 5th Avenue, within walking distance of restaurants, bars and shops. If you prefer not to walk, the hotel offers a complimentary shuttle service in the AM and PM until 8:45 PM. I would like to specifically recognize, John from the Shuttle Team, who was outstanding from the start. He was professional, friendly and knowledgeable of downtown Naples. He is a true asset to...

Marisa

Bellasera Resort

Downtown

10/10 Excellent

Victor

A large, multi-story house with a balcony, large windows, and an outdoor seating area with furniture.

Olde Naples Hotel

Old Naples

10/10 Excellent

Shirley

A resort with a pool, lounge chairs, and a view of the marina.

Cove Inn on Naples Bay

Old Naples

10/10 Excellent

Ross

A swimming pool with a 3 ft 6 in depth, surrounded by lounge chairs and umbrellas, with palm trees and a building in the background.

Hilton Vacation Club Charter Club Naples Bay

Old Naples

10/10 Excellent

Cynthia

A swimming pool with a tiled edge, surrounded by palm trees and a red umbrella.

Home2 Suites Naples I-75 Pine Ridge Road, FL

Naples

10/10 Excellent

Esperanza

An outdoor patio with yellow chairs and tables, green umbrellas, and a view of buildings and palm trees.

Naples Park Central Hotel

Old Naples

10/10 Excellent

stephanie

A bar area with wooden chairs, a bar counter, and a tropical-themed decor including a thatched ceiling and a sign with a lime slice.

Compass by Margaritaville Hotel Naples

Central Naples

10/10 Excellent

Yamileth

A beach view from a balcony with a clear sky, a sandy beach, and lounge chairs.

Edgewater Beach Hotel

Moorings

10/10 Excellent

I don’t usually write reviews but we just returned from a wonderful week at the EdgeWater resort and had to share my experiences as we loved it so much! We found this resort online as a last minute change of plans for spring break and traveled with our kids ages 2.5, 6 and 9. We didn’t know what to expect as this was our first time to Naples and to this resort, but the trip exceed our expectations. We were upgraded from a city view room to an ocean view room free of charge. When our flight...

Christa

A multi-story hotel with a covered entrance, palm trees, and a parking lot.

Fairfield Inn & Suites by Marriott Naples

Rural Estates

10/10 Excellent

Anonymous traveler

Keewaydin Island Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Keewaydin Island vacation rentals

1. Bellasera Resort

2. Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!

3. Noel Real Estate

4. Park Shore Resort

5. Two Blocks to Gulf and Old Naples. A one bedroom cottage for work and play.

6. 1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

7. Free Golf Until Oct! Naples Condo w/ Resort Pool

8. c.1930's Cottage in picturesque setting, 2 blocks to Gulf and 5th Ave S.

9. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

10. `The Boho Bliss` - Reset & Recharge Wellness House

11. Holidays in paradise at the Lely Resort

12. Green Turtle Boathouse/HOT TUB view of the canal

13. Cypress Cove

14. King Bed Near Pickleball, Beach & Downtown

15. `The Coastal Dream` only 3miles to the beach.

16. THE TERRACOTTA, Heated Pool! Close to 5th Ave and Beaches

17. ` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation

18. 3BR Golf & Lake View Villa • Pool • Lely Resort

19. Free Golf Until Oct! Naples Condo w/ Resort Pool

20. Romantic Cottage - With a king, 2 Blocks to Gulf, Old Naples with lit sidewalks.

Find vacation rentals that suit your style

Top Keewaydin Island Hotel Reviews

Hyatt House Naples/5th Avenue

10/10 Excellent