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

Heated Saltwater Pool: Central Cape Coral Home! - Pine Island, FL
9.7 60 reviews
Pine Island, FL
09/04 – 09/07
$346/nighttotal: $1038 (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.
!New! Riverview House With Pool - Pine Island, FL
8.6 52 reviews
Pine Island, FL
09/04 – 09/07
$299/nighttotal: $897 (3 )

!New! Riverview House With Pool

3 3
house , Cape Coral
This 3-bedroom apartment in Cape Coral's quiet Pelican neighborhood offers privacy and tranquility, just 2.4 miles from Palmetto-Pine Country Club. Its excellent location and cleanliness ratings make it a top choice for travelers.
With 1720 square feet of floor area, the apartment can accommodate up to 8 guests. It features a fully equipped kitchen, private pool, barbecue grills, and a fenced private yard. Activities available include swimming, grilling, and relaxing in the garden.
Charming & Cozy Retreat Sw Villa Home With Gulf Access / Heated Private Pool - Pine Island, FL
9.9 56 reviews
Pine Island, FL
09/04 – 09/07
$295/nighttotal: $885 (3 )

Charming & Cozy Retreat Sw Villa Home With Gulf Access / Heated Private Pool

3 3
apartment , Cape Coral
This Cape Coral apartment is located in Southwest Cape Coral, just minutes away from The Westin Resort Marina and other attractions. It has excellent user, location, and cleanliness ratings. The 3-bedroom, 2-bathroom home can comfortably accommodate up to 6 guests. Enjoy a private pool, a spacious living area, a fully equipped kitchen, and a screened lanai with a gas grill, fire pit table, and dining table.
Beach Resort In Cape Coral - Pine Island, FL
8.9 13 reviews
Pine Island, FL
09/04 – 09/07
$128/nighttotal: $384 (3 )

Beach Resort In Cape Coral

2 3
studio , Cape Coral
This Cape Coral beach resort studio is located approximately 16 miles from Southwest Florida International Airport, 15 miles from the Sanibel and Captiva Chamber of Commerce, and 17 miles from the Sanibel Lighthouse.
This one-bedroom unit features a fully equipped kitchenette, private bathroom with hot tub, free Wi-Fi, and access to an outdoor pool, sun terrace, and garden, plus free private parking.

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.

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.
Look At This View With Direct Gulf Access - Pine Island, FL
9.8 61 reviews
Pine Island, FL
09/04 – 09/07
$333/nighttotal: $999 (3 )

Look At This View With Direct Gulf Access

4 3
apartment , Cape Coral
This Pelican vacation home in Cape Coral is located 1.7 miles from Tarpon Point and within 6 miles of the Harbour View Gallery and Veterans Foundation Headquarters.
This 1690-square-foot property features three bedrooms, a sofa bed, two bathrooms, a private pool alongside a shared pool and water park, a fully equipped kitchen, free WiFi, and accommodates up to eight guests.
5 Minutes To Open Water And Sw Florida's Sunsets - Sleeps Up To 8 People! - Pine Island, FL
9.7 75 reviews
Pine Island, FL
09/04 – 09/07
$359/nighttotal: $1077 (3 )

5 Minutes To Open Water And Sw Florida's Sunsets - Sleeps Up To 8 People!

3 3
apartment , Cape Coral
This Cape Coral vacation home is conveniently located within two miles of the Veterans Foundation Headquarters, Cape Coral Yacht Club Beach, and Hospital del Prado, and within three miles of the Dolphin Marina and the Cape Coral Bridge.
This 1,460-square-foot property features three bedrooms, two bathrooms, a private pool, and access to an on-site water park, along with a fully equipped kitchen, free Wi-Fi, and barbecue grills.
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
This waterfront vacation home is located within 12 miles (20 km) of popular attractions in St. James City. It has excellent user, location, and cleanliness ratings.
The house has 3 bedrooms, 2 bathrooms, and can accommodate up to 8 guests. It has a floor area of 1300 square feet. Amenities include a private pool, Jacuzzi, terrace/balcony, garden, parking, air conditioning, internet, kitchen with fridge, freezer, microwave oven, and dishwasher. Activities and features include a private pool for relaxation and privacy, a cozy fireplace for warmth and ambiance, a spa tub and barbecue grills for outdoor enjoyment, and a sofa bed for additional sleeping arrangements.

Frequently Asked Questions about vacation rentals in Pine Island, FL

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Best Pine Island, FL vacation rentals with parking

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.
Margaritaville Themed Condo, King Bed Suite, Waterfront + Pool, Near Downtown - Pine Island, FL
9.5 107 reviews
Pine Island, FL
09/04 – 09/07
$158/nighttotal: $474 (3 )

Margaritaville Themed Condo, King Bed Suite, Waterfront + Pool, Near Downtown

2 3
apartment , Cape Coral
This family-friendly condo is located on the waterfront in Cape Coral, just a short distance from Veterans Foundation Headquarters and Rotary Park Environmental Center. It boasts excellent user, location, and cleanliness ratings, making it a great choice for travelers seeking a comfortable and enjoyable stay. This 2-bedroom, 2-bathroom apartment offers 820 square feet of space and comfortably accommodates up to 5 guests. Enjoy the convenience of a fully equipped kitchen, a private balcony, and access to a swimming pool, a water park, a garden, and barbecue grills for a memorable Cape Coral experience.
Pirates Cove Cottage At Palm View Inn Of Sanibel With Bikes - Pine Island, FL
9.3 949 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.
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.

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.

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.
Resort-style Condo W/ Pool: 19 Miles To Fort Myers - Pine Island, FL
8.7 52 reviews
Pine Island, FL
09/04 – 09/07
$174/nighttotal: $522 (3 )

Resort-style Condo W/ Pool: 19 Miles To Fort Myers

1 3
house , Burnt Store Marina
This one-bedroom apartment is located in Burnt Store Marina, a charming waterfront community just 19 miles from Fort Myers and 14 miles from Fishermen's Village. Guests consistently rate the apartment highly for cleanliness, location, and overall experience.
The 600-square-foot apartment comfortably accommodates up to four guests. Enjoy resort-style living with amenities such as a swimming pool, fitness center, tennis court, and a private balcony.
Free Heatedpool On Sailboataccesscanal Boat Lift - Pine Island, FL
9.6 33 reviews
Pine Island, FL
09/04 – 09/07
$190/nighttotal: $570 (3 )

Free Heatedpool On Sailboataccesscanal Boat Lift

3 3
house , Cape Coral
This Cape Coral vacation home boasts direct sailboat access on a canal, approximately 20-29 miles from Sanibel Island, Fisherman's Village, and Southwest Florida International Airport (RSW).
This 1600-square-foot property features three bedrooms, two bathrooms, sleeps nine guests, and includes a private boat lift, heated pool, electric vehicle charging station, and proximity to local cycling paths.
Chic Cape Coral Oasis W/ Pool: 5 Mi To Beach! - Pine Island, FL
9.8 77 reviews
Pine Island, FL
09/04 – 09/07
$287/nighttotal: $861 (3 )

Chic Cape Coral Oasis W/ Pool: 5 Mi To Beach!

3 3
house , Cape Coral
This Cape Coral home is conveniently located just 5 miles from the beach, 30 miles from Fishermen's Village, and 18 miles from the Sanibel and Captiva Chamber of Commerce and Visitors Center. Guests have consistently rated the property excellent for its cleanliness, location, and overall experience.
The 1630 square foot home has 3 bedrooms and can comfortably accommodate up to 8 guests. Enjoy the private pool, air conditioning, a fully equipped kitchen, and free Wi-Fi, plus a spacious garden and spa for relaxation.

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.

Matlacha Tiny Village - Pine Island, FL
9.3 892 reviews
Pine Island, FL
09/04 – 09/07
$192/nighttotal: $576 (3 )

Matlacha Tiny Village

2 3
glamping , Matlacha
Newly Remodeled Parakeet Cottage!  Walking Distance To Beach, Restaurants, Shops! - Pine Island, FL
9.4 499 reviews
Pine Island, FL
09/04 – 09/07
$232/nighttotal: $696 (3 )

Newly Remodeled Parakeet Cottage! Walking Distance To Beach, Restaurants, Shops!

1 3
cottage , Sanibel
️Tranquility Villa️ - Pine Island, FL
9.9 82 reviews
Pine Island, FL
09/04 – 09/07
$319/nighttotal: $957 (3 )

️Tranquility Villa️

3 3
apartment , St. James City
Gorgeous Bayview Residence On Captiva Island - Pine Island, FL
9.6 109 reviews
Pine Island, FL
09/04 – 09/07
$333/nighttotal: $999 (3 )

Gorgeous Bayview Residence On Captiva Island

1 3
apartment , Captiva

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 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

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
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
Private Pool, Lanai & Outdoor Kitchen Near Tarpon Point - Pine Island, FL
Pine Island, FL
09/04 – 09/07
$264/nighttotal: $792 (3 )

Private Pool, Lanai & Outdoor Kitchen Near Tarpon Point

1 3
apartment , Cape Coral
Sanibel Harbour Resort - Panoramic Beachfront Luxury 2/2 Condo! - Pine Island, FL
10 47 reviews
Pine Island, FL
09/04 – 09/07
$332/nighttotal: $996 (3 )

Sanibel Harbour Resort - Panoramic Beachfront Luxury 2/2 Condo!

2 3
apartment , Punta Rassa
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