Entire home

🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️

2.0 star property
Waterfront vacation home with private pool and kitchen

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Pool
Beach nearby
TV
TV
Fridge, microwave, oven, stovetop

Reviews

6.0 out of 10

Entire home

4 bedrooms3 bathroomsSleeps 101794 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool
  • Kitchen
  • Barbecue grill

Explore the area

View in a map
Fort Myers Beach, FL
  • Place, Estero Boulevard Beach
    ‪7 min walk‬
  • Place, Sterling Ave Beach
    ‪7 min walk‬
  • Place, Castle Beach
    ‪3 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪39 min drive‬

Room options

About the neighborhood

Fort Myers Beach

Located in Mid Island, this vacation home is adjacent to Estero Bay Preserve State Park and a short stroll from Estero Boulevard Beach. The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Estero Boulevard Beach - 7 min walk - 0.4 miles
  • Sterling Ave Beach - 7 min walk - 0.4 miles
  • Castle Beach - 3 min drive - 1.1 miles
  • Mound House - 4 min drive - 1.3 miles
  • Key West Express - 10 min drive - 4.0 miles

Getting around

  • Southwest Florida Intl. Airport (RSW) - 61 min drive

Restaurants

  • ‪Parrot Key Caribbean Grill - ‬11 min drive
  • ‪Junkanoo Below Deck - ‬9 min walk
  • ‪Cabaña's Beach Bar & Grill - ‬6 min drive
  • ‪Moms Restaurant Fort Myers Beach - ‬6 min drive
  • ‪The Fresh Catch Bistro - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️

Top Reasons to Book Osprey Retreat:

* Gorgeous, Canal Front Home with Stunning Water Views

* Large Freeform Private Pool

* Pet Friendly (Additional Fees Apply)

* Short, Easy Walk to the Beach (approx. 0.2 miles)

* Indoor Porch and Balcony

* Dock Available for Securing Jet Skis, Paddle Boards, or a Kayak

* Professionally Managed

Welcome to Osprey Retreat—a peaceful poolside haven designed with extended families in mind. This 4-bedroom, 3-bath home features a main-level living space upstairs with 3 bedrooms, 2 bathrooms, a fully stocked kitchen, and open living and dining areas that open to bay and pool views. The private in-law suite downstairs offers a separate entrance, its own kitchen, living area, bedroom, and bath—perfect for grandparents or guests wanting extra space. Lounge by the pool, dine al fresco, or watch tropical birds by the bay. Just a 5-minute stroll to the beach, and there’s even a wagon for your chairs and gear!

The Bed Setup:

1st Floor In-Law Suite
Guest Bedroom: King Bed with Private Bathroom

2nd Floor
Master Bedroom: King Bed
Guest Bedroom: Queen Bed
Guest Bedroom: Twin Bed + Twin Daybed

NOTE: Access to the downstairs level is through the garage. Renters will have access to the garage, but not for cars, as the owner keeps an extra car in the garage for their use when they are here. We ask guests to please rinse (outdoor shower) off before entering the pool to remove tanning lotions and debris.

The home does have a spillover spa, but it currently is out of order.

**If you are traveling with a pet, please call the reservations team with the within 24 hours of placing your reservation. Guests are responsible for paying a non-refundable pet fee for dogs under 30lbs is $200 per dog, dogs above 30lbs is $300 per dog.*

Area Activities:

Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover's Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you'll have lots of opportunities for entertainment and dining experiences. We're excited to welcome you back.

21591 Madera Rd
Beach Access 17A
STR applied for
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Other standard amenities include a private pool, a washing machine, and a coffee maker. Housekeeping is available on request.

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Private pool

Internet

  • Available in the house: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Housekeeping (on request)
  • Unit size: 1,794 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Property is also known as

197

Frequently asked questions

What can I see within easy reach of this vacation home?

This vacation home is situated in Mid Island within a short 11-minute walk of Estero Boulevard Beach and also 2 minutes on foot from Estero Bay Preserve State Park. You'll also find Key West Express and Lynn Hall Memorial Park within a short drive.

Is there parking available at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

What will couples enjoy most about a stay at 🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️?

At this waterfront vacation home, amenities that appeal to couples include a private pool and a kitchen in each accommodation with some featuring private pools.

Are there hot tubs at 🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️?

No, there isn't a spa tub at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home though service animals are welcome.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Southwest Florida Intl. Airport (RSW), which is about 11.8 mi away.

Are there rooms with balconies that I can book at 🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️?

Yes, every accommodation at 🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️ comes with a balcony with some featuring water views.

🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️ Reviews

Reviews

6.0
Rating 10 - Excellent. 0 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 1 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

8.0/10

Cleanliness

Reviews

6/10 Okay

Joachim S.

Liked: Cleanliness
Nachdem wir schon mehrere Häuser in Fort Myers Beach gebucht haben, würden wir diesem Objekt eher eine befriedigende Note geben. Obwohl das Haus auf zwei Etagen aufgeteilt ist, haben wir nur die obere Etage genutzt, da wir sonst durch eine dunkle, stickige Garage nach unten hätten gehen müssen.Das Haus an sich war gut gereinigt, allerdings störten die vielen und schmutzig wirkenden Teppiche. Der Teppich im Wohnzimmer muss definitiv gereinigt werden.Die Küche im OG ist in einem sehr abgenutzten Zustand. Es fehlten ausreichend Gläser und Tassen.Negativ aufgefallen ist ebenfalls, dass weder Salz, Pfeffer oder sonstige Gewürze vorhanden waren. Dies hatten wir bisher in jedem Haus zur Verfügung. Generell war die Küche sehr spärlich und er unschön ausgestattet.Die Küche müsste renoviert werden.Im Allgemeinen würden wir sagen, dass das Untergeschoss neu und schön renoviert wurde, jedoch im Obergeschoss Bedarf besteht.Der Poolbereich war schön. Wir hätten uns Sonnenschirme und Auflagen für die Liegen gewünscht.Der Pool wirkt schmutzig u trüb, dies wohl, weil der Bodenbelag sehr alt ist. Bei unserer Ankunft war die Poolpumpe defekt und eine Balkontüre zur Straße hin nicht abschließbar, beides wurde zeitnah repariert.
Stayed 7 nights in Aug 2025