Entire home

Bay Front with Private Pool - North Island - 3BR Dock Holiday

Photo gallery for Bay Front with Private Pool - North Island - 3BR Dock Holiday

Plenty of Seating
King Primary Bedroom private deck
Beautiful Pool Looking to the Bay
288 Ostego Drive
Breakfast Bar

Reviews

8.8 out of 10
Excellent
3 bedrooms2+ bathroomsSleeps 81998 sq ft

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Balcony

Explore the area

View in a map
Fort Myers Beach, FL
  • Place, Estero Boulevard Beach
    ‪8 min walk‬
  • Place, Lynn Hall Memorial Park
    ‪15 min walk‬
  • Place, Times Square
    ‪15 min walk‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪33 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

2nd Guest Bedroom

2 Twin Beds

Guest Bedroom

1 Queen Bed

Primary bedroom

1 King Bed

Sleeper Sofa

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Guest Bathroom

Half Bath

Primary bathroom

Spaces

Deck or patio
Kitchen
Balcony
Garden

About this property

Bay Front with Private Pool - North Island - 3BR Dock Holiday

Top Reasons to Book Dock Holiday:

*Bay Front Home with Gorgeous Views and Pool

* Wine Fridge, Multiple Balconies, and Gas Grill

* 569 Yards to Beach Access #33

* 0.6 Miles to Times Square

* Professionally Managed

Welcome to Dock Holiday. This beautiful bay front home features large picture windows throughout the home and beautiful wood flooring on the main level. Spend your days floating in the large, heated pool and enjoying the beautiful bay views. There is plenty of room for the whole family in this bright and airy three-bedroom home. A large white kitchen with a wine fridge offers plenty of prep space to whip up a delicious meal. A picturesque window frames the dining room with a table that seats up to eight guests. The living area features cozy seating and a recliner. There is also a desk and French doors leading to the front balcony. One the other side of the living room are sliding glass doors that welcome guests to a large balcony overlooking the pool and bay. Upstairs guests will find the primary bedroom with a king bed and private balcony. The attached bath incudes double sinks, garden tub, and walk-in shower. There is also a queen bed in one guest bedroom and a twin daybed with trundle in the other bedroom. Including a sofa sleeper in the living room with a memory foam mattress this home sleeps up to 8 guests comfortably. Come visit Dock Holiday and make everlasting memories.

The Bed Set-Up:

Main Level:
Living Room: Sleeper Sofa

Upstairs:
Primary Bedroom: King Bed with En Suite

Guest Bedroom: Queen Bed

Guest Bedroom: Twin Daybed with Trundle

*This property does not allow parties of adults under the age of 25.*

**The dock is currently unavailable. Please excuse this inconvenience. **

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.

288 Ostego Dr.
FMB STR License 19-0504
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space

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House Rules

Minimum age to rent: 30
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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

About the neighborhood

Fort Myers Beach

Located near the bay, this vacation home is in TP Hill's, a neighborhood in Fort Myers Beach. While the natural beauty of Estero Boulevard Beach and Bonita Springs Public Beach can be enjoyed by anyone, those looking for an activity can check out Key West Express. Check out an event or a game at Lee Health Sports Complex, and consider making time for Hertz Arena, a top attraction not to be missed.
Map
Fort Myers Beach, FL

What's nearby

  • Estero Boulevard Beach - 8 min walk - 0.7 km
  • Crescent Beach Family Park - 12 min walk - 1.1 km
  • Lynn Hall Memorial Park - 15 min walk - 1.3 km
  • Times Square - 15 min walk - 1.3 km
  • Bay Oaks Recreation Center - 17 min walk - 1.4 km

Getting around

  • Southwest Florida Intl. Airport (RSW) - 30 min drive

Restaurants

  • ‪License to Chill Bar - ‬11 min walk
  • ‪Doc Ford’s Rum Bar & Grille - ‬4 min drive
  • ‪World Famous Lighthouse Tiki Bar - ‬13 min walk
  • ‪Lah De Dah Beach Bar - ‬10 min walk
  • ‪The Whale - ‬8 min walk

Frequently asked questions

Does Bay Front with Private Pool - North Island - 3BR Dock Holiday have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Bay Front with Private Pool - North Island - 3BR Dock Holiday?

As of Apr 25, 2026, prices found for a 1-night stay for 2 adults at Bay Front with Private Pool - North Island - 3BR Dock Holiday on May 28, 2026 start from $503, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Bay Front with Private Pool - North Island - 3BR Dock Holiday pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-out at Bay Front with Private Pool - North Island - 3BR Dock Holiday?

Check-out is at 10:00 AM.

Where is Bay Front with Private Pool - North Island - 3BR Dock Holiday located?

Located in TP Hill's, this vacation home is 0.4 mi (0.6 km) from Estero Boulevard Beach and 1.7 mi (2.8 km) from Key West Express. Crescent Beach Family Park and Lynn Hall Memorial Park are also within 15 minutes.

Reviews

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 2 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 1 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

7.4/10

Cleanliness

10/10

Check-in

8.8/10

Communication

8.0/10

Location

6.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jennifer C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was absolutely amazing. It was beautiful, location was great. A maintenance issue was resolved quickly. There are two things I would recommend. The first is to have a bottle of all purpose cleaner available for guests. The second thing is to update the listing to say you have a Kureig. Would stay again.
Stayed 5 nights in Feb 2026
Verified

6/10 Okay

lorraine J.

Liked: Check-in
Disliked: Cleanliness, location, listing accuracy

review for Doc Holiday

The only plus to this property is the Deck,view and pool. If you want a clean comfortable house this is not for you. Bedrooms and web photos are misleading. Furniture is old. Outdoor chair and lounge chair fell apart. Umbrella and 2nd grill does not work. Pool tile loose cut my toe that after 2 weeks can still not wear flip flops. Entrance carpet filthy, and do not even get me started with the downstairs bedroom. Overall all a major disappointment.
Verified

10/10 Excellent

Sheila C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring break

Great location for family spring break! Dolphins greeted us near the dock on our last day!
Stayed 7 nights in Apr 2021

About the host

Hosted by Sun Palace Vacations

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Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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