Skip to main content
Entire home

2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

Photo gallery for 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

Interior - 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK! (Captiva Island)
Property video
Interior - 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK! (Captiva Island)
Interior - 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK! (Captiva Island)
Property grounds - 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK! (Captiva Island)
In the heart of Captiva Island, Gearing Down offers a luxurious retreat with 4 bedrooms and 4 bathrooms. Unwind by the private pool or hot tub, savor unobstructed bay views from the covered lanai or master suite balcony, and explore nearby restaurants and shops within walking distance.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms6 bathrooms3200 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Add dates for prices

About this property

2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

  • Welcome to Gearing Down!

    Enjoy our Captiva Island vacation home in luxury. After sustaining damage in Hurricane Ian, we took the last two years to completely rebuild our island home, adding even more amenities.

    Boasting an expansive floor plan with 4 bedrooms and 5.5 bathrooms that sleeps 14, Gearing Down is a desirable bayside home. Witness breathtaking sunrises from the covered lanai overlooking the private dock. Enjoy the peaceful serenity swept in by the cool gulf breeze in the private pool or hot tub.

    On the first living level you’ll find a STUNNING BRAND NEW kitchen complete with bar/icemaker and island style seating at the center island and lounge chairs overlooking the bay. Adorned with all new furniture and fixtures, and the necessary amenities this first level is home to a formal dining table to seat 10, vast living room space, 3 king bedrooms with ensuites and a new fun powder bath located off the foyer.

    The master suite, located on the uppermost level, is furnished with a king size bed and private his and her bathroom complete with shower and free standing tub and water closet. Roll out of bed and soak in the sun’s rays on the master suite balcony while overlooking the bay, dock and pool. Adjacent to the master suite is the 4th guest room fitted with 2 bunk beds comprised of 4 full sized beds. This bedroom now has a fun new nautical themed bathroom as well and easy access to the homes front sundeck.

    Additional new features include a whole house SONOS sound system, TVs in all bed rooms, conveniently located HDMI port in bunk room for game consoles. Pool with automation and spa control. New Grilling area next to pool. Brand new outdoor shower with hot and cold to wash off the salt and sand!

    Everything from flooring to bath fixtures is brand new. This 7 figure renovation covers all the bases from decorative ceilings to a new fishing station on the spacious dock. The fishing is fantastic! Snook, Grouper, Trout, redfish right off the dock!

    Gearing Down is centrally located to the Village of Captiva. The island’s restaurants, rental stores and retail shops are all within walking distance. A short walk through the village takes you to the beach where you can experience the postcard-worthy Captiva Island sunsets. Golf cart and bike rentals available. Ask us about our new boat lift available for rent.

    Contact Gearing Down today to book your next stay at one of Captiva Island’s most desirable vacation homes.

    NOTES:
    No special events permitted at this property.
    NO PETS allowed.
    Rental week is Saturday to Saturday.
    Check in 4:00 p.m. / Check out 10:00 a.m.
    Refundable security deposit of $1,500.00
    30% down holds reserved week(s). 30% due 10 days after verbal confirmation of date(s) is received. 11-1/2% Florida Sales Tax added to purchase.


    Keywords: House, Gearing Down, Captiva Bayfront, Captiva house with private dock and pool, Captiva village, Unobstructed Bay views, Sleeps 11, Private Home, Screened Lanai, Spa, Private Location, Walkable distance to restaurants and beach, Sundecks, Waterfront Home, Fishing, Boat Access, Sunrise, large yard,

    Follow us @gearingdowncaptiva

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Wheelchair-accessible parking and van parking available
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster
  • Water dispenser

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Accessible parking space
  • Area rugs in public areas
  • Handrails in stairways
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible van parking
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near the sea
  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Boat
  • Golf
  • Heated pool
  • Kayak
  • Table tennis
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Bulk dispensers for toiletries
  • Eco-friendly cleaning products used
  • Eco-friendly toiletries
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Humane treatment of captive wild animals
  • Recycling
  • Reusable coffee/tea filters
  • Unit size: 3,200 square feet
  • Water dispenser
  • Water-efficient showers
  • Water-efficient toilets

Similar properties

House, Multiple Beds (Blue View) | Beach | Beach nearby
Blue View
Fort Myers Beach
  • Pool
  • Parking included
  • Barbecue grill
  • Toys/games
Blue View
Compare similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

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

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

Rules

Do NOT park on the Lawn. There is a Sprinkler System $400.00 Charge
Please turn off hose on Dock $300.00 Charge

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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

We should mention

This property does not have any lifts

About the area

Located in Captiva, this holiday home is on the waterfront. Bailey - Matthews Shell Museum and Sanibel Historical Village and Museum are cultural highlights, and some of the area's landmarks include Captiva Chapel By the Sea and Sanibel Historical Museum and Village. Travelling with kids? Consider Sanibel Captiva Conservation Foundation, or check out an event or a game at Dunes Golf and Tennis Club. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Captiva travel guide
View more Holiday homes in Captiva
Map
Captiva Island, FL

What's nearby

  • Summer Vacation Beach
    Captiva Beach
    6 min walk - 0.4 miles
  • Alison Hagerup Beach Park
    Alison Hagerup Beach Park
    12 min walk - 0.7 miles
  • McCarthy's Marina
    2 min walk - 0.1 miles
  • Jungle Drums
    3 min walk - 0.2 miles
  • Jensen’s Marina
    6 min walk - 0.4 miles

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.)
    64 min drive

Restaurants

  • The Green Flash Waterfront Restaurant
    11 min walk
  • Mainstay North Captiva & Barnacles Bar
  • The Bubble Room
    2 min walk
  • Mangos
  • The Mucky Duck
    6 min walk

Frequently asked questions

Does 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK! have a pool?

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

Is 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK! pet-friendly?

No, pets are not allowed at this property.

How much is parking at 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!?

On-site parking is available at the property.

What time is check-in at 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!?

Check-in begins at 4:00 PM.

What time is check-out at 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!?

Checkout is at 10:00 AM.

Where is 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK! located?

This family-friendly Captiva holiday home is located on the waterfront, within a 5-minute walk of McCarthy's Marina, Jungle Drums and Jensen’s Marina. Captiva Beach and J. N. Ding Darling National Wildlife Refuge are also within 10 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 35 out of 35 reviews
Rating 8 - Good. 0 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Helen S.

Great week, great House.

This is a very special house and the owners are awesome. Some of our most precious family memories have been made in this home which we first rented when our oldest son was 2, he is now 27! Beautifully maintained and kept immaculate. We've already booked for next summer!
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

Shad W.

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

Thank tou

The place was great - thank you
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Scott A.

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

Amazing House and Views

This is one of the nicest rentals you could stay at on Captiva. Everything about the house is 1st class. The views from the pool and back porch are breathtaking and the convenience to all of Captiva's shops and restaurants cannot be beat. Our kids loved fishing off the dock out back while my wife and I could lounge in the pool. 100% as advertised.
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Jim B.

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

Nice family getaway

This property lives up to the photos. Our three-generation family (2 grandparents 70+, 2 kids in 40s, 2 grandkids 10 and 7) enjoyed a great week between pool with bayside views and beach a short walk away. Dolphins swam by almost every day. Just be aware the upstairs master suite shares its bathroom with upstairs twin-bedded room.
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Debi S.

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

Family time, summer vacation

We enjoyed the beautiful morning sunrise from the lanai , having our boat tied to the dock for early morning trips to the private beaches for snorkeling and some awesome fishing. Afternoons by the pool laughing together and grilling our fresh catch of the day . Walking to the shops to browse , getting ice cream or dinner at Doc fords . Strolling down to the Mucky Duck while we watched the sunset by the beach . We made memories around the kitchen table playing games till we wandered back to the dock for some late night fishing to end our perfect days. Owners were always available to answer our questions. addressed then quickly and ensured our stay was perfect. Thanks for the memories !
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Andrew M.

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

Gorgeous setting in Prime Location

Clean spacious property bayside pool. Excellent family vacation you won’t regret!
Stayed 7 nights in Apr 2021
Verified

10/10 Excellent

michael n.

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

great week at Gearing Down

great property on the intercoastal, fishing off the dock every day, kids loved it, quite street that is literally a 3-4 minute walk to everything. we had golf carts and didn't even use them!
Verified

10/10 Excellent

Gabriele C.

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

Fantastic!!!

This was a family vacation with several generations and there was something for everyone. We made use of the fantastic pool daily, and enjoyed the screened in porch at night while having dinner and enjoying the view. The location made it easy to explore the island. The owners are absolutely amazing. They responded quickly throughout the process when we had questions. The house is beautifully decorated and felt like home. Thank you Karen and Jeff for letting us share your beautiful home. It was an absolutely amazing experience.
Verified

10/10 Excellent

Elaine P.

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

Beautiful home in the most perfect location

We stayed for a week with another family and cannot describe how wonderful and perfect this home is! We parked our cars and barely had to get in them for the entire week. The home was just beautiful, with a great layout, amenities and wonderful pool area with hot tub and dock. Just as described. with the most unbelievable view of the bay. It is very quiet on the island and in that area, but within walking distance to beach, restaurants, shops and anything else. Large grocery store is down on Sanibel - about 20 minutes away. We rented a golf cart and really loved it! The only thing to be aware of is the 4th bathroom is actually downstairs in the basement area to be used while you are lounging in the pool. There are two bedrooms on the very top floor - the master and a guest room. The guest room will have to use either the master bath or go downstairs to use one on the main living area. Wasn't a big deal at all, but I missed that detail originally. We absolutely loved Gearing Down and hope to return! Highly recommend.
Stayed 7 nights in Aug 2019
Verified

10/10 Excellent

Todd W.

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

Wonderful vacation for two families

This house was perfect for our two families which included 4 small children. I'm hesitant to write about how great of a week we had staying here because we don't want others to find out about this place ! :) The kids had so much fun on the dock either fishing or looking for manatees. They even woke up extra early each morning to sit out with the adults and watch the beautiful sunrises. We spent most days by the pool for a few hours and then we would either head to the beach or go somewhere for lunch/dinner. We really enjoyed the village and while we rented a golf cart for the week, we probably didn't need it as most places were just a short walk away from the house. We will certainly be back to Captiva and we'd love to stay at this house again, if available.
Stayed 7 nights in Jul 2019
Verified

10/10 Excellent

Denise M.

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

Summer vacation

Perfect location on the bay to bring your boat. Home was convenient to restaurants, stores and beaches. Would stay again. Thank you Gearing Down you have a beautiful place.
Stayed 7 nights in Jul 2019
Verified

10/10 Excellent

Sharon H.

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

Beautiful house, perfect location

I can't say enough about how wonderful this lovely Captiva Island home was and how much we loved it. The home is beautifully decorated and appointed. Everything was first class, including the colorful Fiestaware dishes, the abundant glassware, every pot or pan you could need, beach towels, etc. The bikes in the garage were an unexpected bonus, along with the ice machine and two washers and dryers. The location is stunning. Being right on the water, we saw daily "performances" from the dolphins. We used the screened lanai constantly. The pool is very nice and there were even some pool toys provided in the lower level/garage area. The house is situated on a small side street that doesn't get much traffic, but just steps away is all the excitement you would want from the abundant nearby restaurants and shops. Jeff and Karen were very responsive to any questions we had. Overall, I would highly recommend this property. We had a great time and were very very comforatable there.
Stayed 14 nights in Jun 2019
Verified

10/10 Excellent

Linda P.

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

Outstanding!

Our stay at Gearing Down exceeded our expectations! Our family has been traveling to Sanibel and Captiva for over 40 years and we have never enjoyed our time more. The property was beautiful and the views were breathtaking! We hope to make Gearing Down our new vacation house each year. A special Thank You to Karen and her family for their kindness and sharing their lovely home!
Stayed 7 nights in Jun 2019
Verified

10/10 Excellent

Jenna L.

This house is stunning! Highly recommend!

This house is something very special and I cannot recommend it enough. The views of the bay are spectacular. Dolphins and manatee swim past the your private dock regularly throughout the day. All of the rooms are beautifully decorated and have everything you need and more to make your stay wonderful. You’re located on a very quiet street, just a minutes walk from the restaurants, shops and the beach. The owners are very friendly and helpful. Thank you so much Karen and Jeff for letting us share your home. We can’t wait to return next year!
Stayed 11 nights in Apr 2019
Verified

10/10 Excellent

Todd K.

Does not get much better!

From the beautiful house the the excellent location
Stayed 7 nights in Mar 2019
Verified

10/10 Excellent

Dan S.

House is beautiful and what an amazing location

We absolutely had a fantastic time. The house is beautiful. We have stayed here several times before and it continues to be our favorite spot. Looking forward to going back.
Stayed 7 nights in Dec 2018
Verified

10/10 Excellent

Sarah L.

Just amazing..

From the time of booking Karen was amazing. The house is just simply beautiful, superb location!! Would love to come again soon... Thanks for sharing your beautiful home xxx
Stayed 14 nights in Oct 2018
Verified

10/10 Excellent

Steve J.

Great house with a super water view

Loved the house and the view. Will definitely stay here again
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

Paul B.

Awesome location with great bay and beach access!

Beautifully decorated, comfortable home offering privacy and central location close to all the favorite restaurants and shops in Captiva village.
Stayed 7 nights in Jun 2018
Verified

10/10 Excellent

Jane & Rich O.

Beautiful home

We enjoyed every moment. Great location, breathtaking sunrises from the screened in porch, & dolphins going by all day long. We are already looking forward to next year's vacation.
Stayed 21 nights in Feb 2018
Verified

10/10 Excellent

Bob D.

Great location, Great property

Our family thoroughly enjoyed our stay. The location is excellent, great views of the bay, easy walk into town to restaurants, food stores and the beaches. Property is well maintained, very nice common area, kitchen, bedrooms and screened porch. Nice pool and spa to relax in. We would do this again
Stayed 7 nights in Dec 2017
Verified

10/10 Excellent

Jayne C.

Could not have been better!

We were blessed to celebrate 33 years of marriage at Gearing Down Dec 9-16. Karen made reserving the house super easy ... even when UPS lost the package containing the keys for us to get in the house. The home was just perfect! We have never stayed on the Bay, but it was fabulous! A golf cart (rented from YOLO) made it easy-peasy to scoot to the Gulf in about three minutes to catch sunset each and every night. Each morning brought an awesome sunrise over the Bay. It was just amazing. Thank you Youngs for the hospitality and the anniversary gift upon our arrival. We hope to return very soon!
Stayed 7 nights in Dec 2017
Archival

10/10 Excellent

Joseph M.

Beautiful property for a relaxing vacation

Very well kept, awesome location, loved it.
Archival

10/10 Excellent

Chris B.

Bayside property does NOT disappoint!

This was our fifth vacation on Captiva which has captured our hearts and become our favorite destination. This was the first time renting a home instead of staying at a resort, and this property is fantastic. Only able to get it because someone else had to cancel their standing annual reservation, and it was an amazing stroke of luck for us. The home is beautiful, very well maintained, and really comfortable. I had some concerns about staying on the bay side (all previous stays on island were in cottages on the gulf side on the beach) but the sunrises were amazing and the property is far enough along the bay that you look across at open water. Great appliances, wonderful washer and dryer, commercial ice machine was a huge surprise and much appreciated. Pool and hot tub are fantastic. Internet connection was a bit quirky for brief periods of time, but was fine most of the time with good connection speeds. Can't say enough good things about this place or the owners. Definitely hope to be back again sometime!
Archival

10/10 Excellent

Arrean M.

Captiva Favorite!

This was the fourth home on Captiva that my family and I have rented. It was our favorite for sure! Not only is the home itself beautiful, but it is in a perfect location. We didn't need to rent a golf cart this year...easy walk to everything we needed. The bay views are so peaceful. We sat on the dock every morning and watched manatee and dolphin swim by. We caught 13 different species of fish right off the dock. We enjoyed the pool everyday. It was an easy walk to the village for restaurants or to the beach for walks and sunsets. You won't be disappointed with this home, and the owners are kind and responsive.