Your Pine Island Waterfront Escape

Discover waterfront pool homes tucked along the shores of Florida, where the Gulf breeze meets your own private oasis.

Available properties

MAKE THE MOST OF YOUR STAY

Pine Island has plenty to offer beyond your front door.

Reviews

4.9

136 reviews

5.0 / 5

Great stay! The place was incredibly clean, comfortable, and exactly as described in the listing. The host was very responsive and made check-in a breeze. Fantastic location, too—would absolutely stay here again!"

L
LeslieStayed in July 2026
5.0 / 5

Our family of four (including our boys, ages 12 and 17) spent a week and a half here, and we were genuinely sad to leave. If you're looking to unplug and escape the hustle and bustle, this is the perfect place. The backyard is a true paradise, and the spotless, well-stocked home had everything we needed. The spacious layout, separate bedrooms, multiple bathrooms, private master en suite, smart TVs, and pool made it perfect for our family. Brandon was an exceptional host: responsive, kind, and full of great recommendations. We loved the chalkboard where past guests shared favorite places to visit. While many attractions are about an hour away, that's exactly why we chose this peaceful location. We enjoyed pool days, trips to Lighthouse Beach and Cabbage Key, and local restaurants. This truly felt like a home away from home, and we can't recommend it enough!

J
JenniferStayed in July 2026
5.0 / 5

Everything about our stay was perfect. The home was clean and spacious and had everything we needed to entertain, bbq and enjoy a relaxing weekend as a family. The warm pool was a highlight, as well as the beautiful lake view. I would highly recommend this place for anyone looking for a peaceful island retreat!

M
MaxxStayed in June 2026
5.0 / 5

This was our third year visiting Bokeelia with two other families but we decided for an Airbnb over tarpon lodge. It was the best decision made. We had all the comfort features of home with plenty of space. The house also has space for our boat &trailer with it being only 3 min ride to boat ramp. If you’re looking for a spacious house with all the options of home plus a pool and large lake behind the home. Then this is a great option.

M
MiguelStayed in June 2026
5.0 / 5

We had a wonderful stay! The home is adorable and very well appointed. Beds were comfortable and it’s immaculately maintained. Location was perfect for kayaking/paddle-board with mangroves very close. We saw manatee and dolphin in the canals. reservation and check in/check out were very easy. Great communication before, during and after our stay. Highly recommend.

M
MeghanStayed in June 2026
5.0 / 5

Excellent host who was more hospitable than necessary. Will rent through Brandon again!

C
CharlesStayed in June 2026
5.0 / 5

Book this home! This is your sign!

C
ChristopherStayed in June 2026
5.0 / 5

We had a wonderful stay at Brandon’s home. It was beautiful and very peaceful. We wish we could’ve stayed longer…and definitely want to come back. He thought of everything. Absolutely perfect. Would highly recommend. Thank you Brandon

E
EvelynStayed in June 2026
5.0 / 5

This place was quiet, clean, and spacious. Our host Brandon was professional and helpful. He allowed us to check in early and he was available at a moments notice. The pool was perfect and a must in warmer Florida months. I highly recommend booking this place for your next stay in Bokeelia.

M
MichaelStayed in June 2026
5.0 / 5

This home is amazing! Absolutely beautiful and the location is perfect! The host was extremely responsive and very helpful! Would definitely stay here again!

T
TraleneStayed in June 2026
5.0 / 5

Great stay! The place was incredibly clean, comfortable, and exactly as described in the listing. The host was very responsive and made check-in a breeze. Fantastic location, too—would absolutely stay here again!"

L
LeslieStayed in July 2026
5.0 / 5

Our family of four (including our boys, ages 12 and 17) spent a week and a half here, and we were genuinely sad to leave. If you're looking to unplug and escape the hustle and bustle, this is the perfect place. The backyard is a true paradise, and the spotless, well-stocked home had everything we needed. The spacious layout, separate bedrooms, multiple bathrooms, private master en suite, smart TVs, and pool made it perfect for our family. Brandon was an exceptional host: responsive, kind, and full of great recommendations. We loved the chalkboard where past guests shared favorite places to visit. While many attractions are about an hour away, that's exactly why we chose this peaceful location. We enjoyed pool days, trips to Lighthouse Beach and Cabbage Key, and local restaurants. This truly felt like a home away from home, and we can't recommend it enough!

J
JenniferStayed in July 2026
5.0 / 5

Everything about our stay was perfect. The home was clean and spacious and had everything we needed to entertain, bbq and enjoy a relaxing weekend as a family. The warm pool was a highlight, as well as the beautiful lake view. I would highly recommend this place for anyone looking for a peaceful island retreat!

M
MaxxStayed in June 2026
5.0 / 5

This was our third year visiting Bokeelia with two other families but we decided for an Airbnb over tarpon lodge. It was the best decision made. We had all the comfort features of home with plenty of space. The house also has space for our boat &trailer with it being only 3 min ride to boat ramp. If you’re looking for a spacious house with all the options of home plus a pool and large lake behind the home. Then this is a great option.

M
MiguelStayed in June 2026
5.0 / 5

We had a wonderful stay! The home is adorable and very well appointed. Beds were comfortable and it’s immaculately maintained. Location was perfect for kayaking/paddle-board with mangroves very close. We saw manatee and dolphin in the canals. reservation and check in/check out were very easy. Great communication before, during and after our stay. Highly recommend.

M
MeghanStayed in June 2026
5.0 / 5

Excellent host who was more hospitable than necessary. Will rent through Brandon again!

C
CharlesStayed in June 2026
5.0 / 5

Book this home! This is your sign!

C
ChristopherStayed in June 2026
5.0 / 5

We had a wonderful stay at Brandon’s home. It was beautiful and very peaceful. We wish we could’ve stayed longer…and definitely want to come back. He thought of everything. Absolutely perfect. Would highly recommend. Thank you Brandon

E
EvelynStayed in June 2026
5.0 / 5

This place was quiet, clean, and spacious. Our host Brandon was professional and helpful. He allowed us to check in early and he was available at a moments notice. The pool was perfect and a must in warmer Florida months. I highly recommend booking this place for your next stay in Bokeelia.

M
MichaelStayed in June 2026
5.0 / 5

This home is amazing! Absolutely beautiful and the location is perfect! The host was extremely responsive and very helpful! Would definitely stay here again!

T
TraleneStayed in June 2026

Why Book With Us?

Waterfront pool home at sunset on Pine Island, Florida

Close to the Water

Whether it's a backyard canal, a private dock, or a short stroll to the shore, the water is always part of your stay on Pine Island.

Island Location

Pine Island is a quiet slice of Old Florida. No stoplights, no crowds. Just mangroves, fishing villages, and easy day trips to Cayo Costa and Sanibel.

Personal Touch

We live and work on the island. Need restaurant tips, a golf cart, or help planning your trip? We're a text away before, during, and after your stay.
Waterfront pool home at sunset on Pine Island, Florida

Close to the Water

Whether it's a backyard canal, a private dock, or a short stroll to the shore, the water is always part of your stay on Pine Island.

Island Location

Pine Island is a quiet slice of Old Florida. No stoplights, no crowds. Just mangroves, fishing villages, and easy day trips to Cayo Costa and Sanibel.

Personal Touch

We live and work on the island. Need restaurant tips, a golf cart, or help planning your trip? We're a text away before, during, and after your stay.

Frequently Asked Questions

Meet Your Host

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