TOP Hotels with Air Conditioning in Pine Island, FL for 2026

A wooden pier extending into calm water with a clear sky and distant land.

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Our top choices for Pine Island hotels with air conditioning

A balcony with a wooden table and chairs, a hanging chair, and a view of palm trees and a pool.

A resort with a pool, thatched umbrellas, and palm trees.

A bedroom with a large bed, a desk, and a chair. There is a sliding barn door and a painting of a beach on the wall.

A beachfront hotel with palm trees, a sandy walkway, and a pool.

1. Off the Charts Inn & Out Island Resort

Saint James City

Lisa

£138

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a bed, a nightstand with a lamp, a TV, and a view of a balcony.

A modern living room with two sofas, a coffee table, and a kitchen in the background.

A kitchen with a central island, bar stools, a white cabinet with woven panels, a pendant light, and a view of the outdoors through a sliding glass door.

A modern kitchen with a central island, a dining table, and a living area with a sofa and a TV.

2. Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq

Bokeelia

"This was a nice property, as in pictures. It was secluded and view from back porch to a lake/pond is great with a morning coffee or late night cocktail. Location is easily accessible to local venues. Publix and liquor store at end of street, and gas station across street. The Host does need to correct some issues and she does reply. Overall stay was great and we did a weekend in Matlacha (Matt LaShay.. LOL) ."

Cynthia P.

£172

includes taxes & fees

12 Oct - 13 Oct

An infinity pool with chairs and tables, a palm tree, and a sunset view.

A view through a window of a residential area with a small tree, a body of water, and a building with a blue roof.

A modern kitchen with wooden cabinets, a black refrigerator, a bar stool, and a potted plant.

A sandy pathway leading to a beach with dense foliage on both sides.

3. Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access

Saint James City

Bethany

£277

includes taxes & fees

8 Oct - 9 Oct

A beach with a prominent dead tree trunk, sandy shore, and calm sea.

A coastal scene with a dock, a building with a blue facade, and palm trees.

A two-story building with a blue exterior, a dock, and a boat.

A waterfront patio with palm trees, a dock, and a boat.

4. MALU LANI Inn & Marina

Bokeelia

Kyle

£286

includes taxes & fees

26 Oct - 27 Oct

A hot tub with water bubbling, a life ring on the door, and a sign prohibiting chemicals.

A covered outdoor area with a white ceiling and string lights.

A modern kitchen with white cabinets, a countertop, and a refrigerator.

A kitchen with wooden cabinets, a microwave, a stove, and a dining area with a table and chairs.

5. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Bokeelia

Lisa E.

£164

includes taxes & fees

12 Oct - 13 Oct

A room with a white door, a round table with chairs, and a small potted plant.

A palm tree, a mailbox, and a building in a landscaped area.

A pink house with a deck, a table with chairs, and a blue chair.

A modern living room with two dark sofas, a white coffee table, and a small white table with a lamp.

6. The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning

Bokeelia

Michael W.

£146

includes taxes & fees

8 Oct - 9 Oct

A pool with a metal railing, surrounded by lush greenery and a covered area with a metal frame.

A modern kitchen with white cabinets, a microwave, a stainless steel refrigerator, and an oven.

A kitchen with white cabinets, a dining table with chairs, and a vase with yellow flowers on the wall.

A room with a large window, a chair, a door, and a hallway leading to a bathroom.

7. Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Bokeelia

Louis

£193

includes taxes & fees

12 Oct - 13 Oct

A wooden deck with a table and chairs overlooking a body of water, palm trees, and a house in the background.

A kitchen with white cabinets, a refrigerator, a microwave, an oven, and a dining table with chairs.

A living room with a sofa, two side tables, a coffee table, and lamps.

A bedroom with a bed, a nightstand, a lamp, a painting, and a window with blinds.

8. Southernmost Inn King Suite on Canal

Saint James City

Tracy L.

£162

includes taxes & fees

9 Oct - 10 Oct

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Top Pine Island Hotel Reviews

Hilton Garden Inn Ft Myers

10/10 Excellent

"The room was clean & comfortable, the staff was friendly & helpful."

Lani Kai Beachfront Resort

10/10 Excellent

"Had a very enjoyable time thanks to the friendly and professional staff. The facility is older but does not reflect the quality of the resort. Beach very clean and well maintained. Out upgraded room was exceptional, comfortable with a great beach view. Food and service in the restaurants and bars was good, no complaints. Will be returning soon and frequently. Had a great stay."

DiamondHead Beach Resort

10/10 Excellent

"Everything was Terrific! We would definitely stay there again. Clean rooms, Excellent staff, bar and restaurant wonderful. Very affordable."

The Westin Cape Coral Resort At Marina Village

10/10 Excellent

"I stayed here for work. The staff 10/10, centrally located with great food options. Rooms are comfortable and the view is worth every penny."

Quality Inn Fort Myers Cape Coral

10/10 Excellent

"Good"

Hyatt Place Fort Myers/at The Forum

10/10 Excellent

"Staff was great, went above and beyond. Room was clean and large."

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Our top choices for Pine Island hotels with air conditioning

1. Off the Charts Inn & Out Island Resort

2. Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq