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Pine Island, FL place to stay
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995 Lodgings in Pine Island, FL

Best Pine Island, FL lodging with a pool

Among the 995 accommodations in Pine Island, FL, here are the 4 best ones with a pool

Island Time! Dock️pool‍️kayaksboat To Beach Pets - Pine Island, FL
9.8 97 reviews

Island Time! Dock️pool‍️kayaksboat To Beach Pets

apartment, St. James City
This St. James City houseboat, offering direct Gulf access via a private canal, is situated on a quiet cul-de-sac in Pine Island, close to sandy beaches accessible by boat.
The two-bedroom, two-bathroom property sleeps eight guests and boasts a kitchen with dishwasher, air conditioning, a private pool and Jacuzzi, plus kayaks and bikes for guest use; pet-friendly (surcharge applies).
Bokeelia Cottage W/ Private Pool - Pine Island, FL
9.4 37 reviews

Bokeelia Cottage W/ Private Pool

house, Pineland
This charming cottage in Bokeelia, Florida is situated just 4.5 kilometres from the Coast Connection Family Boating Center and 21 kilometres from the Cape Coral Sports Complex, offering a peaceful retreat in a quaint town known for its fishing and natural beauty. The property has consistently received excellent user and location ratings, with a very good cleanliness rating.
The cottage has two bedrooms and two bathrooms, spanning 102 square metres and accommodating up to six guests. Guests can enjoy a private pool and tiki bar, a fully equipped kitchen, air conditioning, free Wi-Fi, and access to a range of activities including tennis, fitness, and spa facilities.
3/2 Heated Pool, Waterfront W/ Boat Lift! - Pine Island, FL
9.2 95 reviews

3/2 Heated Pool, Waterfront W/ Boat Lift!

apartment, St. James City
This property is located in Saint James City, within 20 kilometres of the Museum of the Islands, Koucky Gardens & Gallery, and Lovegrove Gallery & Gardens, offering a peaceful retreat just outside the town's centre. It has received excellent user ratings for its location and cleanliness, and a very good rating overall.
The 122 square metre house has three bedrooms and two bathrooms, comfortably accommodating six guests. It comes equipped with a private pool, a fully fitted kitchen, a washing machine, air conditioning, and a garden with parking.
Poolside Oasis W/ Boat Dock! Cape Coral Retreat - Pine Island, FL
10 12 reviews

Poolside Oasis W/ Boat Dock! Cape Coral Retreat

house, Cape Coral
This canal-front property in Cape Coral, Florida, is situated approximately 34-43km from Sanibel Island and Fisherman's Village.
This three-bedroom house boasts 186 square metres of living space, a private pool, and a fully equipped kitchen, perfect for families or groups seeking a self-catering holiday with access to free Wi-Fi.

Best family friendly Pine Island, FL lodging

Among the 995 accommodations in Pine Island, FL, here are the 4 best for families

Fisherman's Cottage At Matlacha - Pine Island, FL
10 70 reviews

Fisherman's Cottage At Matlacha

apartment, Matlacha
This waterfront holiday home is located on Matlacha Island in Southwest Florida, offering direct access to Pine Island Sound.
The two-bedroom, two-bathroom property sleeps six, boasts a fully equipped kitchen, air conditioning, a garden, parking, and includes a kayak for exploring the surrounding waters; guided boat tours are also available.
Beautiful 3 Bed/2 Bath Home In One Of The Best Locations In Cape Coral - Pine Island, FL
9.8 44 reviews

Beautiful 3 Bed/2 Bath Home In One Of The Best Locations In Cape Coral

apartment, Cape Coral
This family-friendly property is situated in Cape Coral, just under 5km from Big Dead Key and Little Dead Key, and within 10km of Bowland Coral Lanes and Royal Tee Golf Club. It has received excellent user ratings, making it a popular choice for travellers.
The three-bedroom, two-bathroom house spans 164 square metres and comfortably accommodates six guests. It offers a range of amenities and features, including a private pool, a terrace, a garden, and free Wi-Fi, making it perfect for a relaxing and enjoyable stay.
Matlacha Tiny Village - Pine Island, FL
8.8 355 reviews

Matlacha Tiny Village

glamping, Matlacha
Matlacha Tiny Village is a mobile home located in Matlacha, Florida, just 24 miles from Fishermen's Village and 27 miles from the Sanibel and Captiva Chamber of Commerce and Visitors Center, offering a peaceful retreat in a charming fishing village. The accommodation has received very good user ratings and excellent ratings for location and cleanliness.
The mobile home features a private bathroom and a fully equipped kitchenette with a microwave, fridge, stovetop, and coffee machine. Guests can enjoy river views from their private patio, relax in the garden, and take advantage of free Wi-Fi and parking, as well as nearby fishing and canoeing opportunities.
1 Floor 3bedroom 2full Bathroom  Apartment In Bokeelia With Ac 2vehicle Garage - Pine Island, FL
No reviews

1 Floor 3bedroom 2full Bathroom Apartment In Bokeelia With Ac 2vehicle Garage

apartment, Pine Island Center
This three-bedroom first-floor flat in Bokeelia offers a central base on Pine Island, just 2.1 kilometers from the Calusa Heritage Trail and Cape Royal Golf Club, with local amenities including restaurants and fresh seafood markets within walking distance. This 166 square meter accommodation accommodates up to eight guests with a queen sleeper sofa, featuring a fully equipped kitchen, air conditioning, a terrace/balcony, garden access, spa facilities, parking, and is ideally located for kayaking, scuba diving, and snorkeling adventures.

Frequently asked questions about accommodations in Pine Island, FL

  • What outdoor activities can visitors enjoy in and around Pine Island, FL?

    Pine Island is a great place for fishing, kayaking, and boating. The island has miles of coastline and beautiful beaches, perfect for swimming, sunbathing, and shelling. There are also many hiking trails in the area, where you can enjoy the beautiful scenery and spot some of the local wildlife.
  • When is the ideal time to plan a trip to Pine Island, FL?

    The best time to visit Pine Island is during the spring or fall, when the weather is pleasant and the crowds are smaller. The summer months can be hot and humid, but the beaches are still beautiful. If you are looking for a more active trip, you can visit during the winter months, which are ideal for fishing and boating.
  • What are the best walking or cycling routes in Pine Island, FL?

    There are many great walking and cycling routes on Pine Island. The Pine Island Trail is a popular choice, as it runs along the coast and offers stunning views of the water. You can also explore the back roads of the island, which will take you past beautiful homes and lush vegetation.
  • What nearby towns or cities can be explored from Pine Island, FL?

    You can easily explore the nearby town of Fort Myers, which is about 30 minutes away by car. Fort Myers Beach is another great option, with beautiful beaches and a lively atmosphere. If you're looking for a more historic experience, you can visit the city of Naples, which is about an hour away.
  • What amenities can travelers expect from accommodations in Pine Island, FL?

    You'll find a variety of accommodations on Pine Island, from cozy bed and breakfasts to luxury resorts. Many accommodations offer amenities like swimming pools, hot tubs, and restaurants. Some also offer boat rentals and other activities, so you can make the most of your stay.

Popular destinations

Best Pine Island, FL accommodations with a balcony

The Round House - Pine Island, FL
10 5 reviews

The Round House

house, Bokeelia
The Round House is located in Bokeelia, just 2 kilometres from the Coast Connection Family Boating Center and 24 kilometres from Cape Coral Sports Complex, offering a peaceful and tranquil escape from the hustle and bustle. This 2-bedroom, 3-bathroom property is perfect for families or groups of up to 11 guests, with a spacious 133 square metre floor area.
The Round House features a fully equipped kitchen, a private balcony, a garden, and free Wi-Fi, making it an ideal choice for a relaxing getaway. Guests can also enjoy the outdoor fireplace, the barbecue facilities, and the free bicycles provided for exploring the surrounding area.
No Bridges To Paradise - Pine Island, FL
10 1 review

No Bridges To Paradise

house, St. James City
This Gulf Access property in St. James City is located approximately 55 kilometres from Punta Gorda Airport.
This one-bedroom, two-bathroom residence offers air conditioning, a fully equipped kitchen, WiFi, and private parking, accommodating up to eleven guests with a check-out time of 11:00 AM.
Island Getaway - Pine Island, FL
No reviews

Island Getaway

house, St. James City
This St. James City holiday home, 55km from Punta Gorda Airport, offers convenient access to local fishing spots.
The 124 square metre property features two bedrooms, two bathrooms, sleeps seven guests, and includes Wi-Fi, air conditioning, a private balcony, and all linen and towels.
Stylish Water-view Condo W/ Balcony, Multiple Pools & Tennis Courts - Pine Island, FL
9.0 43 reviews

Stylish Water-view Condo W/ Balcony, Multiple Pools & Tennis Courts

apartment, Cape Coral
This two-bedroom flat is located in the Pelican district of Cape Coral, adjacent to the marina, offering water views and within walking distance of Rumrunners, Fathoms Restaurant & Bar, and the Waterside Wine Club.
This 119 square meter condo, accommodating up to four guests, features a fully equipped kitchen, two bathrooms, complimentary Wi-Fi, assigned garage parking, and access to two swimming pools, a gym, tennis courts, and a children's playground.

Best Pine Island, FL accommodations with a kitchen

2 Bedroom Waterfront Boat Dock, Kayaks, Hot Tub - Pine Island, FL
9.7 58 reviews

2 Bedroom Waterfront Boat Dock, Kayaks, Hot Tub

house, Matlacha
This waterfront duplex, situated on Matlacha Island, offers direct access to open water and is within walking distance of the island's shops and restaurants.
The two-bedroom, one-bathroom property sleeps six, boasting a private dock, kayaks, paddleboards, bicycles, a private patio with a four-person hot tub, off-street parking for two cars plus boat trailers, and community BBQ access.
Adorable & Spacious Efficiency W/ Full Kitchen - Pine Island, FL
9.7 53 reviews

Adorable & Spacious Efficiency W/ Full Kitchen

house, Bokeelia
This Bokeelia efficiency apartment is situated 3.2km from the best fishing pier in Southwest Florida, offering easy access to excellent angling opportunities.
The self-catering property sleeps three guests, boasting a full kitchen, queen-sized bed, futon, and outdoor charcoal grill, plus WiFi and a peaceful island setting.
Villa Sueno Americano Heated Pool+spa |Gulf Access - Pine Island, FL
9.8 32 reviews

Villa Sueno Americano Heated Pool+spa |Gulf Access

house, Cape Coral
This Pelican villa in Cape Coral is situated in the desirable Pelican neighbourhood, approximately 3.2 kilometres from the Cape Coral Sports Complex and within 9.7 kilometres of both Palmetto-Pine Country Club and Royal Tee Golf Club.
This three-bedroom, three-bathroom property boasts 203 square metres of living space, offering a private pool, fully equipped kitchen, in-unit laundry, and accommodates up to six guests, with nearby golfing and sporting facilities.
Stunning Views Penthouse-waterview King Suite Golf - Pine Island, FL
9.9 91 reviews

Stunning Views Penthouse-waterview King Suite Golf

apartment, Cape Coral
This apartment is located in Pelican, Cape Coral, within easy reach of Rotary Park Environmental Center, Tarpon Point, and Hospital del Prado, all within a 6-mile radius. It has received excellent ratings for location, cleanliness, and overall experience from previous guests.
The apartment has three bedrooms and two bathrooms, spanning 144 square metres and accommodating up to six guests. It offers a range of amenities, including a swimming pool, fitness centre, and a fully equipped kitchen, perfect for enjoying a relaxing and comfortable stay in Cape Coral.
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