Pine Island Vacation Rentals from ￥14,600: Search Short-Term Rentals

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Our top choices for Pine Island vacation rentals

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

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

Bokeelia

Clement B.

￥36,532 total

includes taxes & fees

Oct 22 - Oct 23

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

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

Saint James City

Bethany

￥55,435 total

includes taxes & fees

Oct 19 - Oct 20

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

3. MALU LANI Inn & Marina

Bokeelia

Kyle

￥58,778 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Bokeelia

Louis

￥39,427 total

includes taxes & fees

Oct 23 - Oct 24

A spacious patio with a dining table and chairs, a sofa, and a ceiling fan.

5. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

Bokeelia

Erik B.

￥64,549 total

includes taxes & fees

Oct 25 - Oct 26

An aerial view of a coastal area with several small islands connected by bridges.

6. NEW!! The “WATERSIDE” COTTAGE~With dockage

Bokeelia

Jennifer D.

￥74,282 total

includes taxes & fees

Oct 15 - Oct 16

A wooden deck with a table and chairs overlooking a marina with boats and buildings.

7. Southernmost Inn Canal Suite on Water

Saint James City

Tracy L.

￥42,921 total

includes taxes & fees

Oct 15 - Oct 16

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

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

Bokeelia

Lisa E.

￥33,516 total

includes taxes & fees

Oct 20 - Oct 21

A beach with a thatched-roof structure, palm trees, and a calm sea.

9. The Salty Anchor - St. James City

Saint James City

Brent B.

￥28,767 total

includes taxes & fees

Oct 15 - Oct 16

A sunlit room with a sofa, coffee table, and chairs, large windows with a view of a marina and palm trees.

10. 3-bedroom house in charming Saint James City with Canal Views!

Saint James City

Joshua A.

￥82,525 total

includes taxes & fees

Nov 2 - Nov 3

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

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

Bokeelia

Michael W.

￥30,004 total

includes taxes & fees

Oct 15 - Oct 16

A covered swimming pool with a clear view of the surrounding area, including a body of water and greenery.

12. Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

St James City

"This is a beautiful home, nicely decorated and well maintained, on a canal on Pine Island. The canal provided easy access to waterways making Sanibel and Captiva Islands a short trip away. There was plenty of room to park our boat trailer during our stay. Check-in was easy and the host was quick to respond to a couple of questions we had upon arrival. We enjoyed our stay and look forward to returning."

Becky W.

￥67,565 total

includes taxes & fees

Nov 7 - Nov 8

A spacious living room with a fireplace, two ceiling fans, a television, and a view of the outdoors.

13. Casa Florida 🌴 waterfront home with boat ramp

Bokeelia

Morgan P.

￥63,608 total

includes taxes & fees

Oct 19 - Oct 20

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

14. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

Bokeelia

￥65,703 total

includes taxes & fees

Oct 26 - Oct 27

A beach view from a covered area with a wooden deck and palm trees.

15. 2-bedroom ground floor unit just steps from the gulf with a small private beach

Bokeelia

Diane F.

￥71,141 total

includes taxes & fees

Oct 15 - Oct 16

A wooden deck leading to a glass door, a pool, and a white building with a covered patio area.

16. Southernmost Inn Studio on the water

Saint James City

Tremayne F.

￥40,821 total

includes taxes & fees

Oct 15 - Oct 16

A waterfront property with a wooden deck, a marina with boats, and a clear view of the water.

17. Southernmost Inn Studio with a water view

St. James City

Brigitte J.

￥32,279 total

includes taxes & fees

Nov 12 - Nov 13

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

18. Southernmost Inn King Suite on Canal

Saint James City

Tracy L.

￥33,302 total

includes taxes & fees

Oct 19 - Oct 20

A beachside area with colorful beach houses, a dock, and a sandy beach.

19. Matlacha Tiny Village

Matlacha

Lori

￥33,866 total

includes taxes & fees

Oct 15 - Oct 16

A beach with a view of the ocean and a sunset.

20. Island Inn

West End

Nicole

￥36,036 total

includes taxes & fees

Oct 19 - Oct 20

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Top Pine Island Hotel Reviews

Sanibel Island Beach Resort

10/10 Excellent

"Very nice place to stay right on the beach with nice pool as well."

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

10/10 Excellent

"I absolutely loved it here at this hotel. I came here due to the pool and it did not disappoint. It’s a 22 m pool so I was able to do lapses. People complain. It was too cold, but I found the water actually warm. The only sad part is that I did not stay the entire week as it was hurricane season and I was not able to do anything due to the rain. Next time I will make sure to book when it’s not gray and rainy. Aside from that the rooms were a little muggy and humid due to the temperature outside but nothing the hotel can do anything about. It is definitely not a luxury hotel but it really worked well for me. The wonderful young man at the front desk with the red hair and blue eyes was so kind. They were able to give me a refund for the remaining days with no questions asked. The breakfast was stunning and delicious, the coffee in the lobby was wonderful. The breakfast room unlike many other hotel was large and spacious so you didn’t have to struggle to find a spot. I really wanna come back at this hotel but like I said, at better times with better weather I highly recommend this hotel as it is incredible deal for your budget. Keep in mind that the cab ride from airport to this hotel is about $50 as it’s not in the centre of town. There is a bus that runs nearby, but not that simple to get and stops running at certain times. Thank you to all the wonderful stuff at this hotel, even though my stay was short it was sweet"

Hyatt Place Fort Myers/at The Forum

10/10 Excellent

"The staff were all so friendly and helpful! We felt very welcomed. Breakfast was delicious. The amenities and easy parking are great. The hotel has many necessities available for free or for purchase which was so convenient. The room was clean and comfortable but did have an unpleasant odor. Housekeeping brought us clean towels without us even having to request it. We really enjoyed our stay here!"

Pink Shell Beach Resort and Marina

10/10 Excellent

"Wish we didn't have to pay for "front row seating" by the pool or in front of the ocean. The resort fee should cover all of that. The cabanas make sense to pay for, so they arn't always taken, and to keep them nice. There were no ice filling stations. (The ice in our freezer smelled like fish) I love how they are both kid friendly and luxury(adults only) at the same time. Advertised 30% off of spa treatments, but wouldn't let my daughter (10 years get a massage with me, and then when we asked to schedule pedicures instead, they didn't have staff for pedicures for either of us... The food was decent, but there were more fancy options. I would like more options for kids, or even picky eaters in general. Overall was a wonderful stay. I will add the ENTIRE staff was some of the most kind, considerate, welcoming, informative, and friendly staff members out of any hotel I have ever stayed! Bravo for hiring wonderful people!"

Quality Inn Fort Myers Cape Coral

8/10 Good

"Our room was clean, though a little musty smelling, and there was a huge puddle of water, in our room below the window (water leak, from rain?). beds were CLEAN, and sheets were clean. Stay was quiet, and for a VERY FAIR price, the breakfast WAS decent. For the money, it is HARD to beat. Thank you!"

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Check prices for these dates

Our top choices for Pine Island vacation rentals

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

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

3. MALU LANI Inn & Marina

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

5. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

6. NEW!! The “WATERSIDE” COTTAGE~With dockage

7. Southernmost Inn Canal Suite on Water

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

9. The Salty Anchor - St. James City

10. 3-bedroom house in charming Saint James City with Canal Views!

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

12. Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

13. Casa Florida 🌴 waterfront home with boat ramp

14. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

15. 2-bedroom ground floor unit just steps from the gulf with a small private beach

16. Southernmost Inn Studio on the water

17. Southernmost Inn Studio with a water view

18. Southernmost Inn King Suite on Canal

19. Matlacha Tiny Village

20. Island Inn

Find vacation rentals that suit your style

Top Pine Island Hotel Reviews

Sanibel Island Beach Resort

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