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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

4.93

157 reviews

5.0 / 5

This was our second stay. Great location and great value. We will be back.

C
ChadStayed in October 2026
5.0 / 5

I will definitely recommend the location and house are beautiful

Y
YanetStayed in October 2026
5.0 / 5

The house was exactly like the pictures, the lanai was beautiful and relaxing and the pool was perfect! My check stay relaxing and peaceful which is exactly what I was looking for!

A
AndreaStayed in October 2026
5.0 / 5

Beautiful and secluded little place that offered walking amenities to bars and restaurants

K
KoryStayed in October 2026
5.0 / 5

Beautiful home with private back yard pool and Lani. Extra amenities like spices were a plus. Fully equipped with everything we needed.

L
LauraStayed in October 2026
5.0 / 5

This was our 3rd year staying in this home. Everything was perfect and just as nice as our first year there. Brandon does an amazing job maintaining his home. We had zero issues or complaints. We will definitely be back next year!

A
AmyStayed in September 2026
5.0 / 5

We had the perfect stay in St. James City! The house was clean, comfortable and had everything we needed. The kitchen was well stocked, the appliances were like new, and we loved having filtered water and an ice maker. The outdoor area was perfect! We enjoyed the pool and floats, relaxing on the lanai, grilling on the dock, sitting in the lounge chairs and fishing right off the dock. We rented a boat from Monroe Canal Marina just a few doors down and docked it right at the house, which made our trip even better. The neighborhood was quiet but still close to restaurants and walking distance to Phuzzy’s Boat Shack. Our two little dogs came with us and felt right at home. Brandon provided so many of the little things you need and was always quick to respond to our questions. The price was great for the time of year too. We loved our week here and would absolutely stay again! 🌴❤️

M
MaureenStayed in September 2026
5.0 / 5

What a great getaway to a beautiful and peaceful neighborhood!! The house was PERFECT and super clean! The pool was wonderful and exactly as pictured as was the entire property! Brandon and others co-hosting this property were very professional and prompt. Great mini vacation!!! Thanks!

A
AmyStayed in September 2026
5.0 / 5

Lovely home

C
ChandraStayed in September 2026
5.0 / 5

Perfect gem!!! Beds were comfy . The house was spacious. The pool was great! Brandon was great!

L
LindaStayed in September 2026
5.0 / 5

This was our second stay. Great location and great value. We will be back.

C
ChadStayed in October 2026
5.0 / 5

I will definitely recommend the location and house are beautiful

Y
YanetStayed in October 2026
5.0 / 5

The house was exactly like the pictures, the lanai was beautiful and relaxing and the pool was perfect! My check stay relaxing and peaceful which is exactly what I was looking for!

A
AndreaStayed in October 2026
5.0 / 5

Beautiful and secluded little place that offered walking amenities to bars and restaurants

K
KoryStayed in October 2026
5.0 / 5

Beautiful home with private back yard pool and Lani. Extra amenities like spices were a plus. Fully equipped with everything we needed.

L
LauraStayed in October 2026
5.0 / 5

This was our 3rd year staying in this home. Everything was perfect and just as nice as our first year there. Brandon does an amazing job maintaining his home. We had zero issues or complaints. We will definitely be back next year!

A
AmyStayed in September 2026
5.0 / 5

We had the perfect stay in St. James City! The house was clean, comfortable and had everything we needed. The kitchen was well stocked, the appliances were like new, and we loved having filtered water and an ice maker. The outdoor area was perfect! We enjoyed the pool and floats, relaxing on the lanai, grilling on the dock, sitting in the lounge chairs and fishing right off the dock. We rented a boat from Monroe Canal Marina just a few doors down and docked it right at the house, which made our trip even better. The neighborhood was quiet but still close to restaurants and walking distance to Phuzzy’s Boat Shack. Our two little dogs came with us and felt right at home. Brandon provided so many of the little things you need and was always quick to respond to our questions. The price was great for the time of year too. We loved our week here and would absolutely stay again! 🌴❤️

M
MaureenStayed in September 2026
5.0 / 5

What a great getaway to a beautiful and peaceful neighborhood!! The house was PERFECT and super clean! The pool was wonderful and exactly as pictured as was the entire property! Brandon and others co-hosting this property were very professional and prompt. Great mini vacation!!! Thanks!

A
AmyStayed in September 2026
5.0 / 5

Lovely home

C
ChandraStayed in September 2026
5.0 / 5

Perfect gem!!! Beds were comfy . The house was spacious. The pool was great! Brandon was great!

L
LindaStayed in September 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.

Frequently Asked Questions

Meet Your Host

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