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

Search Pine Island Condo Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pine Island condo rentals

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.
The price is €140
includes taxes & fees
18 Sept - 19 Sept
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

2. 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, (14 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
The price is €400
includes taxes & fees
2 Sept - 3 Sept
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

3. 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.
The price is €422
includes taxes & fees
22 Aug - 23 Aug
Bayside Villa 4120 | Chic Harbourview Residence | Walk to the Beach

4. Bayside Villa 4118 | Spacious Harbourview Residence | Sleeps 6 | Walk to the Beach

Bayside Villa 4118 | Spacious Harbourview Residence | Sleeps 6 | Walk to the Beach
Captiva
9.2 out of 10, Wonderful, (19 reviews)
"Wonderful property. My family of 6 enjoyed our stay, though I would say it probably fits 4 better than 6. The pull outs were actually fairly comfortable. Short walk to the beach. We rented bikes which made it very convienient."
United States
Jeremy S.
Bayside Villa 4118 | Spacious Harbourview Residence | Sleeps 6 | Walk to the Beach

5. 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.
The price is €388
includes taxes & fees
23 Aug - 24 Aug
Captiva Villa 3115 | Upscale Residence | Great Amenities | Walk to the Beach

6. 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.
The price is €430
includes taxes & fees
22 Aug - 23 Aug
Bayside Villa 5114 | Gorgeous Residence | Sleeps 5 | Walk to the Beach

7. 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.
The price is €255
includes taxes & fees
27 Aug - 28 Aug
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

8. 5 Miles from Fort Myers Beach, 2/2 Condo Sleeps up to 6

5 Miles from Fort Myers Beach, 2/2 Condo Sleeps up to 6
Iona
10.0 out of 10, Exceptional, (8 reviews)
"The place was wonderful! Absolutely beautiful, wonderful location. And being right next to target was soooo convenient. Owner is very quick to answer and was very kind to us. I definitely recommend this place! We will be back! "
United States
Tiffany A.
The price is €204
includes taxes & fees
22 Aug - 23 Aug
5 Miles from Fort Myers Beach, 2/2 Condo Sleeps up to 6

9. The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414

The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414
Captiva
9.4 out of 10, Exceptional, (32 reviews)
"Such cute condo in a great location with amazing sunsets."
United States
Doug H.
The price is €517
includes taxes & fees
23 Aug - 24 Aug
The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414

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

Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001
Captiva
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful condo…very clean. Located as an end unit. Enough spaces for 2 couples to stay as well as a small family."
United States
Debbie F.
The price is €557
includes taxes & fees
23 Aug - 24 Aug
Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001

11. Beach Villa 2614 | Ultra Luxe Beachfront Residence on Captiva Island

Beach Villa 2614 | Ultra Luxe Beachfront Residence on Captiva Island
Captiva
9.8 out of 10, Exceptional, (25 reviews)
"Nicely updated, very clean, and right on the ocean, we were very pleased."
United States
Ian B.
Beach Villa 2614 | Ultra Luxe Beachfront Residence on Captiva Island

12. 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, (8 reviews)
"Spent 5 wonderful days at Colony Inn."
United States
Norman G.
The price is €269
includes taxes & fees
27 Aug - 28 Aug
1BR condo - Steps to the Gulf - Colony Inn 55

13. Breakers West C2 | Stunning Top Floor Beach Residence | Steps to the Sand

Breakers West C2 | Stunning Top Floor Beach Residence | Steps to the Sand
West End
9.8 out of 10, Exceptional, (29 reviews)
"The room was exactly like the pictures, beautiful and clean. Location to the beach was perfect and the roof top lounge was ideal to see the full moon!"
United States
Jeanette V.
The price is €664
includes taxes & fees
22 Aug - 23 Aug
Breakers West C2 | Stunning Top Floor Beach Residence | Steps to the Sand

14. SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very good, (145 reviews)
"This is a beautiful place to stay and it is EXACTLY as pictured in the platform. No surprises and nothing left out. It was clean, space to eat and cook. Nice area to relax and private bedroom. Nice pool for swimming and the residents were pleasant. A great value! Thank you for accommodating us with last minute notice. Will recommend staying with you. "
United States
SUZANNE M.
The price is €228
includes taxes & fees
30 Aug - 31 Aug
SUNSHINE GETAWAY VACATION RENTALS

15. Beautiful Sundial Condo steps to beach and great value!

Beautiful Sundial Condo steps to beach and great value!
Mid Island
9.6 out of 10, Exceptional, (18 reviews)
"Place was exactly as advertised. Hard to beat Sanibel. Very peaceful and quiet. Would definitely stay here again.Craig"
United States
Craig V.
The price is €428
includes taxes & fees
22 Aug - 23 Aug
Beautiful Sundial Condo steps to beach and great value!

16. Bright and breezy poolside escape on Sanibel Island - Pet friendly - Signal Inn 02

Bright and breezy poolside escape on Sanibel Island - Pet friendly - Signal Inn 02
Mid Island
9.2 out of 10, Wonderful, (20 reviews)
"Great place"
United States
john s.
The price is €487
includes taxes & fees
2 Sept - 3 Sept
Bright and breezy poolside escape on Sanibel Island - Pet friendly - Signal Inn 02

17. Bayside Villas 5142: Panoramic Water Views & Coastal Elegance in Captiva

Bayside Villas 5142: Panoramic Water Views & Coastal Elegance in Captiva
Captiva
7.0 out of 10, Good, (2 reviews)
"Property was very nice and clean and store were very close by it was a pleasure staying there . Looking forward to doing it again"
United States
David M.
The price is €432
includes taxes & fees
4 Sept - 5 Sept
Bayside Villas 5142: Panoramic Water Views & Coastal Elegance in Captiva

18. Sanibel Island retreat with private beach - Pet friendly - Signal Inn 10

Sanibel Island retreat with private beach - Pet friendly - Signal Inn 10
Mid Island
9.0 out of 10, Wonderful, (11 reviews)
"We had no problems with our stay and we would definitely return. The unit was perfect for me, my husband, and our two kids."
United States
Dez C.
The price is €487
includes taxes & fees
2 Sept - 3 Sept
Sanibel Island retreat with private beach - Pet friendly - Signal Inn 10

19. BEAUTIFUL SANIBEL ISLAND CONDO LRG 3BD 2BTH NEW BEDS OPEN CATHEDRAL CONCEPT LOFT

BEAUTIFUL SANIBEL ISLAND CONDO LRG 3BD 2BTH NEW BEDS OPEN CATHEDRAL CONCEPT LOFT
Mid Island
10.0 out of 10, Exceptional, (63 reviews)
"The property is immaculate. It’s comfortable, it’s cozy, it’s well stocked, it’s right on the beach, there’s a pool, plenty of towels and dishes, and glasses and cooking utensils. It was really hard to leave."
United States
Candace
The price is €852
includes taxes & fees
22 Aug - 23 Aug
BEAUTIFUL SANIBEL ISLAND CONDO LRG 3BD 2BTH NEW BEDS OPEN CATHEDRAL CONCEPT LOFT

20. Beautiful resort style gulf view condo on Sanibel Island - Sanibel Inn 513

Beautiful resort style gulf view condo on Sanibel Island - Sanibel Inn 513
East End
10.0 out of 10, Exceptional, (13 reviews)
"Convenient access to restaurants and local activities. Excellent location and amenities."
United States
ANALIA M.
The price is €535
includes taxes & fees
22 Aug - 23 Aug
Beautiful resort style gulf view condo on Sanibel Island - Sanibel Inn 513
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pine Island Hotel Reviews

Find out more about Pine Island

Pine Island Condo Rentals information

Number of reviews
508
Accommodation
471 Condo Rentals
Lowest Price
€140
Highest Price
€852

Explore a world of travel with Expedia