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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Pine Island condo rentals

A waterfront patio with Adirondack chairs, a fire pit, and a grill area.

1. Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Matlacha
9.8 out of 10, Exceptional, (9 reviews)
"This is a wonderful property with a fantastic manager -Stacey. It is beautiful with great amenities and a great location."
United States
David H.
$145 nightly
The price is $159
Oct 5 - Oct 6
Total with taxes and fees
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
A waterfront patio with Adirondack chairs, a fire pit, and a grill area.

2. Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo!

Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo!
Matlacha
7.4 out of 10, Good, (3 reviews)
"Great little place, nice and clean quiet. I'm so close to everything puk de gorda.Cape coral natalche saint james city, just beautiful, tropical great place to see the sunrise on the back.Dock."
United States
MICHAEL L.
$145 nightly
The price is $159
Oct 5 - Oct 6
Total with taxes and fees
Studio with Patio - Island Paradise - Welcome to our stunning, newly renovated studio condo!
A spacious living room with a flat-screen TV, a sofa, a coffee table, and a balcony with a view of the beach.

3. Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Captiva
9.0 out of 10, Wonderful, (16 reviews)
"Clean property, easy access. Good kitchen supplies. It was nice to be staying on the island and close to the beach."
United States
Louis
$421 nightly
The price is $464
Oct 3 - Oct 4
Total with taxes and fees
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
A waterfront patio with Adirondack chairs, a fire pit, and a grill area.

4. 1-Bedroom Condo with Waterview Patio - Snapper - Welcome to our one-bedroom condo with patio - Snapper

1-Bedroom Condo with Waterview Patio - Snapper - Welcome to our one-bedroom condo with patio - Snapper
Matlacha
$160 nightly
The price is $176
Oct 4 - Oct 5
Total with taxes and fees
1-Bedroom Condo with Waterview Patio - Snapper - Welcome to our one-bedroom condo with patio - Snapper
A waterfront patio with Adirondack chairs, a fire pit, and a grill area.

5. 3-Bedroom Condo with Private Patio - Mermaid - Welcome to our newly renovated, luxurious and spacious three-bedroom condo!

3-Bedroom Condo with Private Patio - Mermaid - Welcome to our newly renovated, luxurious and spacious three-bedroom condo!
Matlacha
10.0 out of 10, Exceptional, (1 review)
"Just pack your toothbrush! Everything u need is there"
United States
timitee
$282 nightly
The price is $311
Oct 3 - Oct 4
Total with taxes and fees
3-Bedroom Condo with Private Patio - Mermaid - Welcome to our newly renovated, luxurious and spacious three-bedroom condo!
Beach

6. Bayside Villa 4116 | Newly Renovated Marina View Residence | Walk to the Beach

Bayside Villa 4116 | Newly Renovated Marina View Residence | Walk to the Beach
Captiva
8.4 out of 10, Very good, (8 reviews)
"My husband and I enjoyed our stay here. The location was perfect, with restaurants and shops being within easy walking distance. The pool was beautiful and never crowded. "
United States
Maureen J.
$492 nightly
The price is $542
Oct 3 - Oct 4
Total with taxes and fees
Bayside Villa 4116 | Newly Renovated Marina View Residence | Walk to the Beach
A modern kitchen with white cabinetry, a central island, and a dining area with a sofa and table.

7. Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach

Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
Captiva
9.6 out of 10, Exceptional, (23 reviews)
"Well kept condo."
United States
Joseph S.
$549 nightly
The price is $604
Oct 4 - Oct 5
Total with taxes and fees
Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
A coastal resort with a long sandy beach, multiple white buildings, and lush greenery.

8. Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach

Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach
Captiva
9.0 out of 10, Wonderful, (19 reviews)
"Great villa for 2 people. The place was clean, well stocked and comfortable. The pool was lovely. Check in / check out was seamless. Would definitely book again."
United States
Connie A.
$553 nightly
The price is $609
Oct 3 - Oct 4
Total with taxes and fees
Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach
A room with a glass table, a ceiling fan, and a view of a palm tree and water.

9. Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach

Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
Captiva
9.2 out of 10, Wonderful, (31 reviews)
"Very nice condo overlooking waterway. Nice pool and easy in and out. "
United States
William B.
$468 nightly
The price is $516
Oct 4 - Oct 5
Total with taxes and fees
Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
A coastal hotel with beachfront access, multiple buildings, and a clear view of the ocean.

10. Captiva Villa 3115 | Upscale Residence | Great Amenities | Walk to the Beach

Captiva Villa 3115 | Upscale Residence | Great Amenities | Walk to the Beach
Captiva
7.2 out of 10, Good, (10 reviews)
"Great stay - everything was fantastic."
United States
Tim S.
$440 nightly
The price is $485
Oct 4 - Oct 5
Total with taxes and fees
Captiva Villa 3115 | Upscale Residence | Great Amenities | Walk to the Beach
A modern kitchen with a central island, a dining area with chairs, a TV mounted on the wall, and a balcony with outdoor furniture.

11. Beach Villa 2426 | Stunning Beachfront Residence on Captiva Island

Beach Villa 2426 | Stunning Beachfront Residence on Captiva Island
Captiva
9.6 out of 10, Exceptional, (26 reviews)
"There were a few minor issues, but for the most part, our stay was enjoyable. "
United States
Ronald
$703 nightly
The price is $774
Oct 4 - Oct 5
Total with taxes and fees
Beach Villa 2426 | Stunning Beachfront Residence on Captiva Island
South Seas beaches

12. Captiva Villa 3221 | Coastal Residence | Great Amenities | Walk to the Beach

Captiva Villa 3221 | Coastal Residence | Great Amenities | Walk to the Beach
Captiva
7.8 out of 10, Good, (10 reviews)
"Property was perfect for an extended weekend getaway. Great location near a beautiful beach."
United States
Janice S.
$440 nightly
The price is $485
Oct 4 - Oct 5
Total with taxes and fees
Captiva Villa 3221 | Coastal Residence | Great Amenities | Walk to the Beach
Beach

13. Bayside Villa 5114 | Gorgeous Residence | Sleeps 5 | Walk to the Beach

Bayside Villa 5114 | Gorgeous Residence | Sleeps 5 | Walk to the Beach
Captiva
9.2 out of 10, Wonderful, (19 reviews)
"Very nice property & the property manager was easy to reach with questions and very responsive. Would definitely stay here again!"
United States
Jenny B.
$456 nightly
The price is $503
Oct 8 - Oct 9
Total with taxes and fees
Bayside Villa 5114 | Gorgeous Residence | Sleeps 5 | Walk to the Beach
A waterfront patio with lounge chairs, a pool, and a building with a glass facade.

14. Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (26 reviews)
"Great location! Great kitchen! Very comfortable beds. Pool area and pool were the best. Great dock. We had the best stay at Seatuit."
United States
Mark L.
$307 nightly
The price is $337
Oct 3 - Oct 4
Total with taxes and fees
Waterfront Condo with Pool & Boat Slip
A coastal hotel with a beach view, multiple-story buildings, and a landscaped area with pathways.

15. Beach Villa 2004 -Sublime Gulf Beach Villa

Beach Villa 2004 -Sublime Gulf Beach Villa
Captiva
9.8 out of 10, Exceptional, (27 reviews)
"Property was very clean, could see beautiful sunsets from the balcony. Beds were comfortable. "
United States
Theresa K.
$754 nightly
The price is $831
Oct 23 - Oct 24
Total with taxes and fees
Beach Villa 2004 -Sublime Gulf Beach Villa
A balcony with a view of the beach, featuring metal chairs and a small table with a plant.

16. Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001

Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001
Captiva
9.6 out of 10, Exceptional, (29 reviews)
"Very clean and in a great location"
United States
Brian C.
$579 nightly
The price is $637
Oct 4 - Oct 5
Total with taxes and fees
Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001
Beach

17. Bayside Villa 4120 | Chic Harbourview Residence | Walk to the Beach

Bayside Villa 4120 | Chic Harbourview Residence | Walk to the Beach
Captiva
8.6 out of 10, Excellent, (17 reviews)
"Place was as advertised. Exceeded expectations!!!"
United States
Russell G.
$457 nightly
The price is $504
Oct 4 - Oct 5
Total with taxes and fees
Bayside Villa 4120 | Chic Harbourview Residence | Walk to the Beach
A modern kitchen with a central island, stainless steel appliances, and a decorative backsplash.

18. Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Caloosahatchee
9.2 out of 10, Wonderful, (40 reviews)
"Great stay here! Clean and spacious. Loved the amenities and the location ease of access."
United States
Brianna L.
$261 nightly
The price is $288
Oct 7 - Oct 8
Total with taxes and fees
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
An aerial view of a coastal residential area with houses, a beach, and boats.

19. 1BR condo - Steps to the Gulf - Colony Inn 55

1BR condo - Steps to the Gulf - Colony Inn 55
East End
10.0 out of 10, Exceptional, (10 reviews)
"Spent 5 wonderful days at Colony Inn."
United States
Norman G.
$297 nightly
The price is $311
Oct 15 - Oct 16
Total with taxes and fees
1BR condo - Steps to the Gulf - Colony Inn 55
An aerial view of a beach with rows of blue umbrellas and beach chairs.

20. Bayside Villa 5134 | Superb Residence | Free Bikes | Walk to the Beach

Bayside Villa 5134 | Superb Residence | Free Bikes | Walk to the Beach
Captiva
8.0 out of 10, Very good, (5 reviews)
"The condo is nice, private, and has a great view from the screen porch! "
United States
Eric G.
$488 nightly
The price is $509
Oct 4 - Oct 5
Total with taxes and fees
Bayside Villa 5134 | Superb Residence | Free Bikes | Walk to the Beach
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.
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Top Pine Island Hotel Reviews

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

10/10 Excellent
"Me encanta este hotel he visitado 3 veces y riquísimo"
Liliana 1-night trip
Posted 9 hours ago
Pink Shell Beach Resort and Marina

Find out more about Pine Island

Pine Island Condo Rentals information

Number of reviews
302
Accommodation
471 Condo Rentals
Lowest Price
$159
Highest Price
$831

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