Entire home

☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️

Vacation home near Key West Express in Fort Myers Beach

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Fridge, microwave, oven, stovetop
Beach nearby
Outdoor dining
Fridge, microwave, oven, stovetop
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathrooms1640 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Pet friendly
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Fort Myers Beach, FL
  • Place, Mound House
    ‪8 min walk‬
  • Place, Estero Boulevard Beach
    ‪8 min walk‬
  • Place, Sterling Ave Beach
    ‪2 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪37 min drive‬

Room options

About the neighborhood

Fort Myers Beach

Seaside stay .Within a 15-minute walk of this Mid Island vacation home, you'll find Estero Boulevard Beach and Estero Bay Preserve State Park. Matanzaz Pass Preserve and Bay Oaks Recreation Center are also within 2 miles (3 km).

What's nearby

  • Mound House - 8 min walk - 0.4 miles
  • Estero Boulevard Beach - 8 min walk - 0.5 miles
  • Matanzaz Pass Preserve - 17 min walk - 0.9 miles
  • Bay Oaks Recreation Center - 20 min walk - 1.1 miles
  • Sterling Ave Beach - 2 min drive - 0.9 miles

Getting around

  • Southwest Florida Intl. Airport (RSW) - 66 min drive

Restaurants

  • ‪Junkanoo Below Deck - ‬5 min drive
  • ‪Parrot Key Caribbean Grill - ‬9 min drive
  • ‪The Whale - ‬5 min drive
  • ‪Beach Bar - ‬4 min drive
  • ‪The Fresh Catch Bistro - ‬10 min walk

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 Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️

Top Reasons to Book Sunny Side Up:

* Private, Screened Heated Pool

* Single Level, Pet Friendly Home with a Fenced Yard

* 2 Blocks to Public Beach Access

* Beach Towels, Beach Chairs, and a Cart Provided

* Community Boat Ramp for Small Vessels or Kayaks

* Bikes Included

* Professionally Managed

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

Welcome to Sunny Side Up, your dream getaway in the highly sought-after Shell Mound neighborhood of Fort Myers Beach! This newly renovated 4-bedroom, 3-bathroom home sits at the end of a peaceful street with direct Gulf access and stunning bayfront views. Enjoy breathtaking sunsets right from the backyard or cast a line off the private dock. The open-concept interior features modern coastal design, a spacious kitchen with island seating, and plenty of natural light throughout.

Step outside to your private pool area with multiple seating and dining options—perfect for relaxing or entertaining. Whether you're soaking up the sun, enjoying dinner under the stars, or heading out on a boat from your backyard, this home offers the perfect blend of style, comfort, and location. Make this your family’s new favorite vacation spot — book now for sun, fun, and unforgettable memories!

The Bed Setup:

Master Bedroom: Queen Bed

Guest Bedroom 1: King Bed

Guest Bedroom 2: King Bed

Guest Bedroom 3: Twin Over Full Bunk Bed + Full over Queen Bunk Bed

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.

460 Madison Ct
STR 29-46-24-W1-011-00.0210

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • 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

  • Barbecue grill
  • Fenced yard
  • Patio

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)

Location highlights

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

Things to do

  • Heated pool
  • Kayak
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Swimming 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: 1,640 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

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Property is also known as

338

Frequently asked questions

How close is ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️ to the airport?

This vacation home is 22.4 mi (66-min drive) away from the Southwest Florida Intl. Airport (RSW) airport, the closest popular airport to the property.

Does ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️ have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️ to the beach?

This vacation home is a short 11-minute walk from Estero Boulevard Beach and 2.1 mi (28-min drive) from Lynn Hall Memorial Park. Don't forget your sunscreen!

Does ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️ offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️?

No, there is no casino at this vacation home.

What time is check-in at ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️?

Check-in begins at 4:00 PM.

Is there free parking at ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️?

Free parking is not available at this vacation home.

Does ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️ have a pool?

Yes, there's a private pool.

Does ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️ have a spa?

There are no spa services available at this vacation home.

How close is ☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️ to downtown Fort Myers Beach?

This vacation home is 1.2 mi away from Fort Myers Beach.

☀️Private Heated Pool, Pet Friendly, Bay Front-Sunny Side Up☀️ Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

10/10 Excellent

Jess D., Jefferson, Ohio, United States of America

Liked: Cleanliness
Fantastic location for our family at the end of a quiet cul-de-sac. The kitchen was well equipped and had everything we needed to prepare a full Christmas dinner. The beach was just a 10-minute walk, and having beach chairs, an umbrella, and other supplies in the garage made our trips even more enjoyable. The beds were comfortable, and the keypad entry was very convenient - no need to worry about keys. The home was clean and exactly as described; the listing was accurate and met all our expectations. We would happily stay here again.
Stayed 8 nights in Dec 2025

10/10 Excellent

Christopher G.

Liked: Cleanliness
Clean and fully stocked accommodations. Excellent location. If you’re looking for an ultra quiet, relaxing vacation with your family, this is the place.
Stayed 7 nights in Aug 2025