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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Pine Island condo rentals

Dining
Blue Crab Key Condo! Two Bedroom Two Bathroom!

Blue Crab Key Condo! Two Bedroom Two Bathroom!

Blue Crab Key Condo! Two Bedroom Two Bathroom!
Bokeelia
The price is €475
includes taxes & fees
3 Jan - 4 Jan 2026
Blue Crab Key Condo! Two Bedroom Two Bathroom!
Terrace/patio
Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
9.8 out of 10, Exceptional, (33)
"What a fabulous place!! Was surprised about the homey feel! Neighbors were wonderful and everyone was welcoming!! Can't wait to go back!!"
United States
Sherry V.
The price is €324
includes taxes & fees
10 Jan - 11 Jan 2026
Waterfront Condo with Pool & Boat Slip
A heated pool
Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (1)
"Nice place with a lot of fun activities for the kids. "
United States
Brittany G.
The price is €391
includes taxes & fees
29 Dec - 30 Dec
Waterfront Condo with Pool & Boat Slip
Terrace/patio
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

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, (30)
"Loved our stay! The beds were clean and soft. The laundry machines were so convenient and that balcony was super relaxing and easy to enjoy. The bathrooms were fully equipped and very nice! I loved the Kcup coffee machine and the kitchen island, plus their lighting! Super close to grocery, beaches, and Water Park! "
United States
Christine
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Interior
2/2 Spacious Unit

2/2 Spacious Unit

2/2 Spacious Unit
Port Charlotte
9.2 out of 10, Wonderful, (10)
"Great location close to everything.beautiful place well stocked nice host."
United States
Elisabeth B.
The price is €246
includes taxes & fees
1 Jan - 2 Jan 2026
2/2 Spacious Unit
Sun-loungers, beach towels
SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very good, (137)
"Easy location to get where we needed. Clean and spacious."
United States
Chris N.
The price is €302
includes taxes & fees
1 Jan - 2 Jan 2026
SUNSHINE GETAWAY VACATION RENTALS
Beach
Sunshine Getaway Vacation Rentals!

Sunshine Getaway Vacation Rentals!

Sunshine Getaway Vacation Rentals!
Fort Myers
8.2 out of 10, Very good, (69)
"The property is as described and everything needed is there for a wonderful stay. The host is available for any questions and responds very quickly. Thank you for a great stay"
United States
Shell B.
The price is €236
includes taxes & fees
1 Jan - 2 Jan 2026
Sunshine Getaway Vacation Rentals!
Private kitchen
2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

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

2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Matlacha
9.8 out of 10, Exceptional, (8)
"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 €149
includes taxes & fees
4 Jan - 5 Jan 2026
2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Outdoor dining
Enjoy pool views from your Sanibel Island Villa - Private beach - Pet friendly - Signal Inn 04

Enjoy pool views from your Sanibel Island Villa - Private beach - Pet friendly - Signal Inn 04

Enjoy pool views from your Sanibel Island Villa - Private beach - Pet friendly - Signal Inn 04
Mid Island
9.4 out of 10, Exceptional, (9)
"Great location and all updated condo. Short walk to the beach. Great communication and amenities."
United States
kristin e.
The price is €409
includes taxes & fees
10 Jan - 11 Jan 2026
Enjoy pool views from your Sanibel Island Villa - Private beach - Pet friendly - Signal Inn 04
Terrace/patio
6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel

6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel

6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel
Matlacha
10.0 out of 10, Exceptional, (2)
"Well kept for and very clean and comfortable ! Stayed one night on the way to North Captiva Island! We enjoyed everything about our stay!"
United States
Kevin C.
The price is €226
includes taxes & fees
26 Jan - 27 Jan 2026
6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel
Interior
Cape Harbour 12th floor condo!!! 'Low Season' Rates start at 950/week!!!

Cape Harbour 12th floor condo!!! 'Low Season' Rates start at 950/week!!!

Cape Harbour 12th floor condo!!! 'Low Season' Rates start at 950/week!!!
Pelican
10.0 out of 10, Exceptional, (5)
"We had a great stay at this property over the Christmas break. The Cape Harbour location is always great with onsite live entertainment and nice restaurants, but the view really sets this unit apart. You have views down multiple direct access canals to watch all the boats coming and going, plus a view of the river and the Ft Myers skyline in the distance.We’ll definitely be back!"
United States
Tim M.
The price is €348
includes taxes & fees
28 Dec - 29 Dec
Cape Harbour 12th floor condo!!! 'Low Season' Rates start at 950/week!!!
Outdoor pool, a heated pool
Lovers Key Resort 803 Stunning views of Estero Bay

Lovers Key Resort 803 Stunning views of Estero Bay

Lovers Key Resort 803 Stunning views of Estero Bay
Fort Myers Beach
10.0 out of 10, Exceptional, (50)
"Well appointed condo with beautiful views, perfect relaxing stay! "
United States
Jaclyn S.
The price is €364
includes taxes & fees
30 Dec - 31 Dec
Lovers Key Resort 803 Stunning views of Estero Bay
Pool
2 Bed 2 Bath Condo Near Beaches in Charming Fort Myers with Pool, WiFi, AC, TV

2 Bed 2 Bath Condo Near Beaches in Charming Fort Myers with Pool, WiFi, AC, TV

2 Bed 2 Bath Condo Near Beaches in Charming Fort Myers with Pool, WiFi, AC, TV
McGregor
2 Bed 2 Bath Condo Near Beaches in Charming Fort Myers with Pool, WiFi, AC, TV
Interior
Beautiful 2-bed. 2-bath Condo, just one mile to Barefoot and Bonita beaches

Beautiful 2-bed. 2-bath Condo, just one mile to Barefoot and Bonita beaches

Beautiful 2-bed. 2-bath Condo, just one mile to Barefoot and Bonita beaches
Bonita Shores
10.0 out of 10, Exceptional, (2)
"Had a great time "
United States
Mary E T.
The price is €301
includes taxes & fees
1 Jan - 2 Jan 2026
Beautiful 2-bed. 2-bath Condo, just one mile to Barefoot and Bonita beaches
Dining
Casa Playa #205- Toes in the Sand - Pet Friendly

Casa Playa #205- Toes in the Sand - Pet Friendly

Casa Playa #205- Toes in the Sand - Pet Friendly
Fort Myers Beach
10.0 out of 10, Exceptional, (8)
"We had an excellent stay at Casa Playa. The room was super clean and had everything we needed. The beach was beautiful and we enjoyed the pool as well. The staff were friendly and very responsive. We will definitely return!"
United States
Kelly
The price is €262
includes taxes & fees
11 Jan - 12 Jan 2026
Casa Playa #205- Toes in the Sand - Pet Friendly
Interior
Charming 2-bedroom condo with AC and WiFi in wonderful Fort Myers, FL

Charming 2-bedroom condo with AC and WiFi in wonderful Fort Myers, FL

Charming 2-bedroom condo with AC and WiFi in wonderful Fort Myers, FL
Iona
10.0 out of 10, Exceptional, (1)
The price is €463
includes taxes & fees
28 Dec - 29 Dec
Charming 2-bedroom condo with AC and WiFi in wonderful Fort Myers, FL
Property grounds
6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!

6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!

6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!
Burnt Store
The price is €207
includes taxes & fees
2 Jan - 3 Jan 2026
6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!
A heated pool
Beautiful Sundial Condo steps to beach and great value!

Beautiful Sundial Condo steps to beach and great value!

Beautiful Sundial Condo steps to beach and great value!
Mid Island
9.0 out of 10, Wonderful, (7)
"Sundial property while under renovation due to Hurricane Ian was very nice. Steps to the beach and tiki bar nearby. Condo was clean and super accessible to all the restaurants and activities. Would certainly stay there again!"
United States
Andy M.
The price is €399
includes taxes & fees
9 Jan - 10 Jan 2026
Beautiful Sundial Condo steps to beach and great value!
Property grounds
Modern Captiva Villa Residence with Great Amenities

Modern Captiva Villa Residence with Great Amenities

Modern Captiva Villa Residence with Great Amenities
Captiva
7.8 out of 10, Good, (10)
"Property was perfect for an extended weekend getaway. Great location near a beautiful beach."
United States
Janice S.
The price is €380
includes taxes & fees
17 Jan - 18 Jan 2026
Modern Captiva Villa Residence with Great Amenities
Pool
Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!

Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!

Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!
Fort Myers Beach
10.0 out of 10, Exceptional, (4)
"Great stay good location nice property "
United States
George T.
Stunning 2/2 with balcony in the Heart of Downtown Fort Myers 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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"Sunseeker went far beyond any expectation I might have had for this resort. I would not have changed or improved upon anything. The resort is absolutely magnificent. My room was beautiful with a lovely view out a massive window. The hallways and carpet leading to my room were pristine. The pool was absolutely magnificent. I ate lunch poolside and the food was extraordinarily good. The servers poolside are also extremely kind, helpful, and efficient. That is the same for all the employees at Sun seeker. There are multiple places to eat offering excellent food and great service. At the spa, I had a facial and massage. I was extremely pleased with both. I cannot say enough good things about this Sunseeker. This has now become my Florida, “go to” place. "
Amy 3-night trip
Posted 10 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Find out more about Pine Island

Pine Island Condo Rentals information

Number of reviews
365
Accommodation
407 Condo Rentals
Lowest Price
€149
Highest Price
€475

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