See all properties

Calico Jack's Lookout

Calico Jack's Lookout House in Estero Island

Calico Jack's Lookout House in Estero Island

Calico Jack's Lookout House in Estero Island

Calico Jack's Lookout House in Estero Island

Calico Jack's Lookout House in Estero Island

Don't miss out! Price and availability may change

House in Estero Island, FL

9 guests · 1 bedroom · 1 bath

Reasons to book

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Includes essentials and more

About this house rental

Located next to a golf course, this 3-bedroom, 3-bathroom vacation home brings all of Fort Myers Beach within your reach. Fans of nature and the outdoors will love being 7 minutes by foot from Estero Boulevard Beach and 6 minutes from Estero Bay Preserve State Park. Sterling Ave Beach is an easy 7-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 11-minute drive to Lynn Hall Memorial Park.

Amenities at Calico Jack's Lookout

Non-smoking

Family friendly

Map of Estero Island, FL

city location on map

$$$$

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Calico Jack's Lookout. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Calico Jack's Lookout pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Calico Jack's Lookout?

We found 2 amenities for this rental. This includes non-smoking, and family friendly.

Explore similar stays in Estero Island

Explore all stays

You can save with One Key

Coastal Paradise l Pool, Tiki Hut l Close to Beach

in Fort Myers Beach

10 guests · 4 bedrooms · 3 baths

When traveling to Estero Island, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $443 per night.

10 / 10

Outstanding(3 Ratings)

Seaside 1 by Distinctive Beach Rentals

in Fort Myers Beach

4 guests · 2 bedrooms · 2 baths

Experience vacation in Estero Island with our Apartment, Seaside 1 by Distinctive Beach Rentals. Enjoy amenities such as Non-smoking, No pets allowed and Family friendly, and more.

Coastal Paradise l Pool, Tiki Hut l Close to Beach

in Fort Myers Beach

10 guests · 4 bedrooms · 3 baths

Experience the best of Estero Island with this House available for $443. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

LOCATION!, Minutes to the Beach & Pool - Sandy Toes Cottage - Roelens

in Fort Myers Beach

10 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Soak up the beauty of Estero Island in our House, LOCATION!, Minutes to the Beach & Pool - Sandy Toes Cottage - Roelens. With a range of amenities such as Free Parking, Pets allowed and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(2 Ratings)

Seaside 4 by Distinctive Beach Rentals

in Fort Myers Beach

6 guests · 2 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our Apartment in Estero Island has everything you need for a rejuvenating stay. Treat yourself to Seaside 4 by Distinctive Beach Rentals's exceptional amenities, such as Non-smoking, No pets allowed and Family friendly.

LOCATION!, Minutes to the Beach & Pool - Sandy Toes Cottage - Roelens

in Fort Myers Beach

10 guests · 3 bedrooms · 2 baths

Indulge in a peaceful retreat at LOCATION!, Minutes to the Beach & Pool - Sandy Toes Cottage - Roelens, our elegant House in Estero Island. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

Seaside 2 by Distinctive Beach Rentals

in Fort Myers Beach

6 guests · 2 bedrooms · 2 baths

Experience vacation in Estero Island with our Apartment, Seaside 2 by Distinctive Beach Rentals. Enjoy amenities such as Non-smoking, No pets allowed and Family friendly, and more.

9.8 / 10

Outstanding(132 Ratings)

Fall Visit to the Beach! Sept 26-October 3, 2026 OPEN During Slower Season!

in Fort Myers Beach

10 guests · 5 bedrooms · 4 baths

This inviting House in Estero Island can fit your needs for many types of vacations, at $487 per night.

8.7 / 10

Excellent(9 Ratings)

Blue Lagoon Gorgeous 3 BR Condo with Pool and Spa at Margarita Mansion

in Fort Myers Beach

9 guests · 3 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

This House in Estero Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

10 / 10

Outstanding(3 Ratings)

Seaside 1 by Distinctive Beach Rentals

in Fort Myers Beach

4 guests · 2 bedrooms · 2 baths

Experience vacation in Estero Island with our Apartment, Seaside 1 by Distinctive Beach Rentals. Enjoy amenities such as Non-smoking, No pets allowed and Family friendly, and more.

LOCATION!, Minutes to the Beach & Pool - Sandy Toes Cottage - Roelens

in Fort Myers Beach

10 guests · 3 bedrooms · 2 baths

Enjoy the best of Estero Island in our House, LOCATION!, Minutes to the Beach & Pool - Sandy Toes Cottage - Roelens. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

8.3 / 10

Excellent(47 Ratings)

3 Minute Walk to Beach- Private Pool/Spa- Family Friendly- Outdoor Bar & TV!!!

in Fort Myers Beach

9 guests · 4 bedrooms · 2 baths

Nestled in Estero Island, this House is perfect for your next vacation. Enjoy 3 Minute Walk to Beach- Private Pool/Spa- Family Friendly- Outdoor Bar & TV!!!'s top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

Sea Glass

in Fort Myers Beach

10 guests · 1 bedroom · 1 bath

Enjoy the best of Estero Island in our House, Sea Glass. A stunning property with amenities including Non-smoking and Family friendly, and more.

Seaside Cottage

in Fort Myers Beach

11 guests · 1 bedroom · 1 bath

Discover the beauty of Estero Island with a stay at Seaside Cottage, a top rated House with amenities such as Non-smoking and Family friendly, and more.

You can save with One Key

9.9 / 10

Outstanding(152 Ratings)

Rare Find! Sea Breeze Gulf Home. Heated Pool, steps to the Beach.

in Fort Myers Beach

10 guests · 4 bedrooms · 3 baths

This House in Estero Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

120 - 122 Falkirk Complex

in Fort Myers Beach

10 guests · 3 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Beach access

The best choice in Estero Island for House, for $446 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8.4 / 10

Excellent(47 Ratings)

3 Minute Walk to Beach- Private Pool/Spa- Family Friendly- Outdoor Bar & TV!!!

in Fort Myers Beach

9 guests · 4 bedrooms · 2 baths

Soak up the beauty of Estero Island in our House, 3 Minute Walk to Beach- Private Pool/Spa- Family Friendly- Outdoor Bar & TV!!!. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(152 Ratings)

Rare Find! Sea Breeze Gulf Home. Heated Pool, steps to the Beach.

in Fort Myers Beach

10 guests · 4 bedrooms · 3 baths

Soak up the beauty of Estero Island in our House, Rare Find! Sea Breeze Gulf Home. Heated Pool, steps to the Beach.. With a range of amenities such as Pets allowed and Non-smoking, you'll feel right at home.

Canal Retreat with Heated Pool, Beach Walk & Putting Green Escape - Mar el Agua - Roelens

in Fort Myers Beach

10 guests · 4 bedrooms · 4 baths

Enjoy the best of Estero Island in our House, Canal Retreat with Heated Pool, Beach Walk & Putting Green Escape - Mar el Agua - Roelens. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(20 Ratings)

🐾 Dog Friendly, Large Heated Pool, Short Walk to the sugar sand Beach!

in Fort Myers Beach

10 guests · 3 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our Apartment in Estero Island has everything you need for a rejuvenating stay. Treat yourself to 🐾 Dog Friendly, Large Heated Pool, Short Walk to the sugar sand Beach!'s exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

Canal Retreat with Heated Pool, Beach Walk & Putting Green Escape - Mar el Agua - Roelens

in Fort Myers Beach

10 guests · 4 bedrooms · 4 baths

This House in Estero Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

190 Aberdeen

in Fort Myers Beach

10 guests · 4 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

This House for $531 in Estero Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

8.4 / 10

Excellent(9 Ratings)

Stylish Home, Private Heated Pool, Steps to Sugar White Sand Beach!

in Fort Myers Beach

12 guests · 4 bedrooms · 3 baths

Experience the best of Estero Island with this House available for $418. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(4 Ratings)

🌊Private Pool, Fenced Yard-Beach Views-Easy & Lazy Retreat🌊

in Fort Myers Beach

10 guests · 3 bedrooms · 3 baths

This inviting House in Estero Island can fit your needs for many types of vacations, at $444 per night.

You can save with One Key

8.4 / 10

Excellent(9 Ratings)

Stylish Home, Private Heated Pool, Steps to Sugar White Sand Beach!

in Fort Myers Beach

12 guests · 4 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Estero Island at Stylish Home, Private Heated Pool, Steps to Sugar White Sand Beach! for $418 for your next trip.

6 / 10

Average(2 Ratings)

🌊Canal Front Home with Private Pool | Water Views | The Little Beach House🌊

in Fort Myers Beach

10 guests · 3 bedrooms · 2 baths

Experience vacation in Estero Island with our House, 🌊Canal Front Home with Private Pool | Water Views | The Little Beach House🌊. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

Seaside 4 by Distinctive Beach Rentals

in Fort Myers Beach

6 guests · 2 bedrooms · 2 baths

Indulge in a peaceful retreat at Seaside 4 by Distinctive Beach Rentals, our elegant Apartment in Estero Island. Enjoy amenities including Non-smoking, No pets allowed and Family friendly, and more.

Seaside 2 by Distinctive Beach Rentals

in Fort Myers Beach

6 guests · 2 bedrooms · 2 baths

Looking for a memorable stay in Estero Island? Our Apartment might just be what you're looking for. Enjoy amenities including Non-smoking, No pets allowed and Family friendly, and more during your stay.

Sea Glass

in Fort Myers Beach

10 guests · 1 bedroom · 1 bath

Soak up the beauty of Estero Island in our House, Sea Glass. With a range of amenities such as Non-smoking and Family friendly, you'll feel right at home.

Seaside Cottage

in Fort Myers Beach

11 guests · 1 bedroom · 1 bath

Soak up the beauty of Estero Island in our House, Seaside Cottage. With a range of amenities such as Non-smoking and Family friendly, you'll feel right at home.