Vacation rentals in Pine Island, FL

566 available vacation rental offers

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Pine Island, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Pine Island, FL

Best Pine Island, FL vacation rentals with a balcony

Pirates Cove Cottage At Palm View Inn Of Sanibel With Bikes - Pine Island, FL
9.3 950 reviews
Pine Island, FL
09/04 – 09/07
$229/nighttotal: $687 (3 )

Pirates Cove Cottage At Palm View Inn Of Sanibel With Bikes

2 3
house , Sanibel
Situated by the sea on Sanibel Island, this motel is within a 10-minute walk of Sanibel Island Southern Beach, Sanibel Island Golf Club, and Periwinkle Way. With excellent user, location, and cleanliness ratings, this motel is a great choice for travelers visiting Sanibel.
The motel offers a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a terrace/balcony, a garden, and parking. Barbecue grills are also available for guest use.
Lanai & Heated Pool: Stunning Cape Coral Getaway - Pine Island, FL
9.9 60 reviews
Pine Island, FL
09/04 – 09/07
$247/nighttotal: $741 (3 )

Lanai & Heated Pool: Stunning Cape Coral Getaway

3 3
house , Cape Coral
This Cape Coral vacation home is ideally situated near Southwest Florida International Airport, approximately 22-26 miles from Sanibel and Captiva Islands and Fisherman's Village.
This 1820-square-foot property boasts three bedrooms, a private lanai with a heated pool, a fully equipped kitchen including a dishwasher, free Wi-Fi, and a private entrance; enjoy nearby beaches, shopping, and dining.
Gorgeous Bayside Residence, Sleeps 5 - Pine Island, FL
9.4 78 reviews
Pine Island, FL
09/04 – 09/07
$317/nighttotal: $951 (3 )

Gorgeous Bayside Residence, Sleeps 5

1 3
apartment , Captiva
This Bayside Villa unit is located within the South Seas Resort on Captiva Island, offering panoramic bay views and close proximity to the beach, pool, and spa. The apartment has received excellent ratings for user experience, location, and cleanliness.
The 660-square-foot apartment has one bedroom and can accommodate up to four guests. Enjoy the fully equipped kitchen, beach gear, and access to the resort's amenities, including the pool, spa, and beach.
Canalfront Cape Coral Home With Dock & Bbq! - Pine Island, FL
9.5 72 reviews
Pine Island, FL
09/04 – 09/07
$304/nighttotal: $912 (3 )

Canalfront Cape Coral Home With Dock & Bbq!

3 3
house , Cape Coral
This canalfront home is located in Cape Coral, Florida, just 18 miles from the Sanibel and Captiva Chamber of Commerce and Visitors Center and 19 miles from the Sanibel Lighthouse. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 1600-square-foot house can accommodate up to six guests in its three bedrooms and two bathrooms. Enjoy direct access to the canals of Cape Coral, a fully equipped kitchen, air conditioning, a private pool, and a BBQ grill.

Guest-Favorite Family Vacation Rentals in Pine Island, FL

Find the perfect family vacation rental or Airbnb in Pine Island, FL with plenty of room to spread out near local beaches.

Bright & Airy 2bed 2bath Home Near Downtown/weekly And Monthly Discounts! - Pine Island, FL
9.8 194 reviews
Pine Island, FL
09/04 – 09/07
$176/nighttotal: $528 (3 )

Bright & Airy 2bed 2bath Home Near Downtown/weekly And Monthly Discounts!

2 3
apartment , Cape Coral
This Cape Coral vacation home is conveniently located just a short drive from the Veterans Foundation Headquarters and Rotary Park Environmental Center, offering easy access to local attractions and activities. Guests consistently rate this property excellent for its cleanliness, location, and overall experience.
This 2-bedroom, 2-bathroom house comfortably accommodates up to 4 guests and features a fully equipped kitchen, a private patio, a swimming pool, and a spa. Enjoy the Florida sunshine and relax in the garden, take advantage of the water park access, or grill up a meal on the barbecue.
Direct Gulf Access Home, Near Shopping, Yacht Club, And Beach!! - Pine Island, FL
9.8 222 reviews
Pine Island, FL
09/04 – 09/07
$265/nighttotal: $795 (3 )

Direct Gulf Access Home, Near Shopping, Yacht Club, And Beach!!

3 3
apartment , Cape Coral
This luxurious yacht is situated in Cape Coral, just a short distance from the Yacht Club, the beach, and the Tiki Hut, offering easy access to Fort Myers Beach and Sanibel Island. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The yacht spans 1700 square feet and comfortably accommodates up to 10 guests in its 3 bedrooms and 2 bathrooms. Enjoy a relaxing stay with amenities like a heated saltwater pool, a covered lanai, a dock for large boats, a spacious open floor plan, free high-speed internet, and a 4K smart TV for entertainment.
5 Star Upscale Entire Florida Home With A Pool - Pine Island, FL
9.8 40 reviews
Pine Island, FL
09/04 – 09/07
$333/nighttotal: $999 (3 )

5 Star Upscale Entire Florida Home With A Pool

3 3
apartment , Cape Coral
This family-friendly vacation home is located near the sea in Cape Coral, within 10 kilometers of Rotary Park Environmental Center, Tarpon Point, and Veterans Foundation Headquarters. This property has received excellent ratings for cleanliness, location, and user experience.
This 3-bedroom, 2-bathroom house is perfect for families with a capacity of 6 guests. It features a private pool, a fenced yard, a jacuzzi, a terrace, and a garden, as well as a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
🌴Island Time! Dock⚓️pool🏊🏻‍♀️kayaks🛶boat To Beach🏖 Pets - Pine Island, FL
9.8 96 reviews
Pine Island, FL
09/04 – 09/07
$183/nighttotal: $549 (3 )

🌴Island Time! Dock⚓️pool🏊🏻‍♀️kayaks🛶boat To Beach🏖 Pets

1 3
apartment , St. James City
This St. James City, Pine Island, Florida boat rental offers direct Gulf access via a private dock, with sandy beaches minutes away by boat.
The two-bedroom, two-bathroom houseboat sleeps eight guests and features a full kitchen, air conditioning, a private pool and jacuzzi, kayaks, bikes, and proximity to water taxis and boat rentals for island hopping.

Frequently Asked Questions about vacation rentals in Pine Island, FL

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Best Pine Island, FL vacation rentals with parking

Key Largo Sw Cape - Waterfront Private Home Locally Owned & Managed, Fair & Honest Pricing - Pine Island, FL
9.7 38 reviews
Pine Island, FL
09/04 – 09/07
$342/nighttotal: $1026 (3 )

Key Largo Sw Cape - Waterfront Private Home Locally Owned & Managed, Fair & Honest Pricing

3 3
house , Cape Coral
This 3-bedroom waterfront villa in Cape Coral offers a private setting with stunning river views. Just a short drive from Fort Myers Beach, Sanibel Island, and Fort Myers, it has received excellent ratings for its location, cleanliness, and amenities.
The villa comfortably accommodates up to 6 guests and features a fully equipped kitchen, a private pool, and a spacious outdoor area with a terrace and garden. Guests can also enjoy amenities such as air conditioning, Wi-Fi, a tennis court, and parking.
Luxurious Heated Saltwater Pool Home - Pine Island, FL
9.9 150 reviews
Pine Island, FL
09/04 – 09/07
$243/nighttotal: $729 (3 )

Luxurious Heated Saltwater Pool Home

3 3
apartment , Cape Coral
This Pelican vacation home in Cape Coral offers convenient access to Rotary Park Environmental Center, Veterans Foundation Headquarters, Tarpon Point, Hospital del Prado, and Dolphin Marina, all within six miles.
This 2000-square-foot property features three bedrooms, two bathrooms, sleeps six, and includes a private pool, free Wi-Fi, a fully equipped kitchen, and outdoor barbecue grills.
Waterside Cottage - Pine Island, FL
10 78 reviews
Pine Island, FL
09/04 – 09/07
$214/nighttotal: $642 (3 )

Waterside Cottage

1 3
apartment , St. James City
This charming cottage is located just minutes from the restaurants and bars of St. James City, offering a peaceful escape from the hustle and bustle. The property has received excellent ratings for location, cleanliness, and overall user experience.
The cottage features a spacious layout, accommodating up to four guests, and boasts a private patio with a gas grill, perfect for enjoying fresh seafood. Guests can also enjoy waterfront views of the canal, where they might spot manatees or dolphins swimming by.
Villa Luhna 3 Bed / 2 Bath Canalfront Heated Pool - Pine Island, FL
9.9 115 reviews
Pine Island, FL
09/04 – 09/07
$204/nighttotal: $612 (3 )

Villa Luhna 3 Bed / 2 Bath Canalfront Heated Pool

3 3
house , Cape Coral
This canalfront vacation home in Cape Coral is located just 31 miles from Fishermen's Village in Fort Myers Beach and 18 miles from the Sanibel and Captiva Chamber of Commerce and Visitors Center. The property has received excellent ratings for its cleanliness, location, and overall user experience. This 1720 square foot home has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. Enjoy amenities like a private heated pool, a relaxing garden, free bikes, and free private parking, making this a great choice for families or groups looking for a comfortable and convenient stay.

Check Out Vacation Rentals with a Pool in Pine Island, FL

A vacation rental with a pool in Pine Island, FL is the perfect amenity to complement your time spent by the water.

Heated Saltwater Pool: Central Cape Coral Home! - Pine Island, FL
9.7 60 reviews
Pine Island, FL
09/04 – 09/07
$343/nighttotal: $1029 (3 )

Heated Saltwater Pool: Central Cape Coral Home!

4 3
house , Cape Coral
This Cape Coral vacation home is located just 17 miles from the Sanibel and Captiva Chamber of Commerce and Visitors Center and 19 miles from the Sanibel Lighthouse, making it a convenient base for exploring the beautiful beaches of Sanibel and Captiva. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This 1850 square foot home comfortably sleeps 8 guests in its 4 bedrooms. The house boasts a private pool, a spacious lanai, a fully equipped kitchen, air conditioning, cable TV, free Wi-Fi, and a ground floor location for easy access.
The Florida Sun And Unique Prices Are Waiting For You! Book Quickly Now! - Pine Island, FL
9.5 1075 reviews
Pine Island, FL
09/04 – 09/07
$131/nighttotal: $393 (3 )

The Florida Sun And Unique Prices Are Waiting For You! Book Quickly Now!

1 3
apartment , Cape Coral
This one-bedroom apartment is conveniently located in Cape Coral, just a short walk from the beach and close to the southern Cape Coral Bridge, offering easy access to Fort Myers. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has a comfortable layout with 650 square feet of space. Enjoy amenities like a private terrace, a shared pool and spa, and a fully equipped kitchen, as well as included utilities like internet and air conditioning.
Canalfront Cape Coral House W/ Pool & Patio! - Pine Island, FL
9.6 76 reviews
Pine Island, FL
09/04 – 09/07
$293/nighttotal: $879 (3 )

Canalfront Cape Coral House W/ Pool & Patio!

3 3
house , Cape Coral
This canalfront vacation home is located in Cape Coral, just 26 miles from Fishermen's Village and 21 miles from Sanibel and Captiva Islands. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 3-bedroom house offers 2100 square feet of space, comfortably accommodating up to 6 guests. Guests can enjoy a private pool and patio, a fully equipped kitchen, air conditioning, and free Wi-Fi, making it ideal for relaxing and enjoying the Florida sunshine.
The Sun Is Calling - Walk To Dining & Shops - Sw Cape With Fully Inclusive Rates - Pine Island, FL
9.8 54 reviews
Pine Island, FL
09/04 – 09/07
$357/nighttotal: $1071 (3 )

The Sun Is Calling - Walk To Dining & Shops - Sw Cape With Fully Inclusive Rates

3 3
apartment , Cape Coral
This Cape Coral home is located in a quiet residential neighborhood of luxury waterfront homes, just a 5-minute walk from Cape Harbor Marina, offering easy access to waterfront restaurants, bars, cafes, and shopping. This property has received excellent ratings for user experience, location, and cleanliness.
The 3-bedroom, 2-bathroom home provides 2,600 square feet of living space and comfortably accommodates up to 6 guests. Enjoy direct boat access to the Gulf of Mexico, a private pool and extended sundeck, a modern designer interior, a fully equipped kitchen, and a peaceful and tranquil setting.

Discover Vacation Rentals by the Sea in Pine Island, FL

These seaside vacation rentals in Pine Island, FL provide an excellent base for exploring the coast. Browse top local properties and plan your beach-town trip.

Stunning Luxury Canal Front Villa  Across The Street From The Beach! - Pine Island, FL
9.2 360 reviews
Pine Island, FL
09/04 – 09/07
$289/nighttotal: $867 (3 )

Stunning Luxury Canal Front Villa Across The Street From The Beach!

2 3
house , Sanibel
Little Paradise - Pine Island, FL
10 64 reviews
Pine Island, FL
09/04 – 09/07
$295/nighttotal: $885 (3 )

Little Paradise

4 3
apartment , St. James City
Poolside Elegance! - Pine Island, FL
9.8 95 reviews
Pine Island, FL
09/04 – 09/07
$268/nighttotal: $804 (3 )

Poolside Elegance!

1 3
apartment , Sanibel
Beautiful Waterfront 2-bed/2-bath Island Getaway On Matlacha Island. - Pine Island, FL
9.9 86 reviews
Pine Island, FL
09/04 – 09/07
$319/nighttotal: $957 (3 )

Beautiful Waterfront 2-bed/2-bath Island Getaway On Matlacha Island.

2 3
apartment , Matlacha

Discover 5-Star Vacation Rentals in Pine Island, FL

Experience 5-star comfort in a luxury Pine Island, FL vacation rental designed with premium amenities throughout.

Island Paradise- Relax In This New Waterfront Home - Pine Island, FL
9.9 72 reviews
Pine Island, FL
09/04 – 09/07
$193/nighttotal: $579 (3 )

Island Paradise- Relax In This New Waterfront Home

1 3
apartment , St. James City

Best Vacation Rentals with a Steam Room in Pine Island, FL

Elevate your wellness routine with a vacation rental featuring a sauna in Pine Island, FL , ideal for a restorative end to your day.

Newly Renovated Two Bedroom Condo With Stunning Views! Sanibel Harbour Resort 437 - B - Pine Island, FL
9.8 90 reviews
Pine Island, FL
09/04 – 09/07
$411/nighttotal: $1233 (3 )

Newly Renovated Two Bedroom Condo With Stunning Views! Sanibel Harbour Resort 437 - B

2 3
apartment , Punta Rassa
Panoramic Beachfront 2 Bdrm 2 Bath Luxury Condo - Pine Island, FL
10 10 reviews
Pine Island, FL
09/04 – 09/07
$280/nighttotal: $840 (3 )

Panoramic Beachfront 2 Bdrm 2 Bath Luxury Condo

1 3
apartment , Punta Rassa
Cozy Modern Villa - Heated Pool & Spa - Bbq - Water View - Pine Island, FL
Pine Island, FL
09/04 – 09/07
$633/nighttotal: $1899 (3 )

Cozy Modern Villa - Heated Pool & Spa - Bbq - Water View

4 3
house , Cape Coral
Kids-friendly Central Cape Coral Gem! Heated Pool & Spa - Pine Island, FL
9.7 11 reviews
Pine Island, FL
09/04 – 09/07
$353/nighttotal: $1059 (3 )

Kids-friendly Central Cape Coral Gem! Heated Pool & Spa

3 3
house , Cape Coral
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