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Skipper's Escape | Tail-Wagging Approved | Private Pool

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Exterior - Skipper's Escape | Tail-Wagging Approved | Private Pool (Destin)
Property grounds - Skipper's Escape | Tail-Wagging Approved | Private Pool (Destin)
6 bedrooms, iron/ironing board, free WiFi, bed sheets - Skipper's Escape | Tail-Wagging Approved | Private Pool (Destin)
Smart TV, offices - Skipper's Escape | Tail-Wagging Approved | Private Pool (Destin)
Smart TV, offices - Skipper's Escape | Tail-Wagging Approved | Private Pool (Destin)
Welcome to Skipper's Escape, a Crystal Beach home that embodies the coastal vibe. Unwind in the sparkling clean private pool, large cabana and carriage house or stroll to the nearby beach access just 3 houses away.

Reviews

9.2 out of 10
Wonderful

Entire home

6 bedrooms6 bathroomsSleeps 20279 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

About this property

Entire place

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

Skipper's Escape | Tail-Wagging Approved | Private Pool

Summary:

Escape to your dream coastal retreat in Destin, Florida! This charming home with a guest cottage is just a short stroll from the pristine sands of Crystal Beach. Featuring fresh paint, updated furnishings, and a private pool, it's the perfect getaway for families and groups. Enjoy spacious bedrooms, a fully equipped kitchen, and multiple living areas, ideal for creating lasting memories. With 6 bedrooms, 5.5 bathrooms, and a carriage house, there's plenty of room for everyone. Relax on the patio, fire up the BBQ grill, and soak up the Florida sunshine. Book your unforgettable beach vacation today!



The Space:

Skipper’s Escape | Crystal Beach Gem | Private Pool, Cabana & Carriage House | Steps to Beach

Sleeps 20 | 3 Houses from Beach Access | Destin, Florida



Welcome to Skipper’s Escape, your perfect Crystal Beach vacation rental in Destin, Florida—where laid-back coastal charm meets unbeatable location. Tucked along Shirah Street and just three houses from the beach access, this beautifully designed home puts you mere moments from the sugar-white sands and emerald waters of the Gulf. With a private pool, spacious cabana, and separate carriage house, Skipper’s Escape is ideal for families and small groups looking for comfort, flexibility, and that classic Destin beach experience.



Prime Crystal Beach Location – Walk to the Beach in Minutes: Location is everything—and this one is hard to beat. Being just steps from beach access, you can go from your front door to the shoreline in minutes. No long walks, no parking stress—just grab your towel and go. You’ll also be close to local dining, shopping, and everything that makes Crystal Beach one of Destin’s most beloved neighborhoods.



Private Pool, Cabana & Courtyard Living: Step outside into your own private backyard oasis, designed for relaxing and reconnecting. Guests will enjoy: a sparkling private pool for cooling off after the beach, spacious cabana area for shade and lounging, courtyard-style layout perfect for gathering and

plenty of room for kids to play and adults to unwind. This is the kind of outdoor space that turns a good vacation into a great one.



Main House – Open Living & Coastal Comfort: Upon entering the main house, you’re welcomed into a bright, inviting living room featuring a comfortable seating and a 55” TV, open layout with natural light and coastal breezes, and an easy flow into dining and kitchen areas. The newly remodeled kitchen is fully stocked and ready for anything from quick breakfasts to family dinners. For family gathering times, this space includes a dining table seating, cozy breakfast nook for 2, and additional bar seating for casual meals!



First Floor Sleeping Arrangements Include a King Suite with private bathroom and porch access, and a queen sleeper sofa in the living room. This level is perfect for guests who prefer easy access without stairs.



Second Floor – Private Suites & Flexible Space: Upstairs, you’ll find comfortable accommodations for the rest of your group: There's a primary King Suite with private bathroom, large tub, private balcony with Gulf views, and an additional sleeper sofa. There is also a Queen bedroom with private bath and balcony access. Completing this level is a fun for the kids bunk room with twin-over-full bunk, and a full hallway bathroom for bunk room access. Each space is thoughtfully designed to give guests both privacy and comfort.



Third Floor – Gulf View Loft & Dual Balconies: Head to the top floor for a special treat—a loft space with stunning Gulf views. This tranquil nature of this floor includes two separate balconies/decks, perfect spots for morning coffee or sunset cocktails! It's a quiet retreat to soak in the coastal scenery



Carriage House – Private Guest Retreat: Across the courtyard, the separate carriage house offers additional space and flexibility—ideal for another family, teens, or guests who want a little extra privacy. This secluded space features a King bedroom and a bunk area with full-over-full bunks. Sleeping 6 total, a full bathroom is provided for convenience. Enjoy the Kitchenette with refrigerator, microwave, coffee maker & bar sink and a large wall-mounted TV! It’s like having a second mini-home on the property.



Why Guests Love Skipper’s Escape

3 houses from beach access (walk in minutes!)

Located in Crystal Beach – one of Destin’s most desirable areas

Private pool + cabana + courtyard

Separate carriage house for added space and privacy

Multiple balconies with Gulf views

Newly remodeled kitchen & open living space

Perfect for families and small groups

Your Classic Destin Beach Getaway



At Skipper’s Escape, everything is designed to make vacation easy—from the unbeatable location to the flexible layout and inviting outdoor spaces. Whether you're spending your days on the beach, lounging by the pool, or enjoying dinner under the stars, this home delivers that timeless, carefree beach vacation feel that keeps guests coming back year after year.



WHAT YOU'LL LOVE ABOUT THE AMENITIES



-Beach Towels: 12 luxurious, oversized beach towels will be provided during your stay at Skipper's Escape

-Electric Street-Legal Golf Cart Rentals: Beach Reunion offers 6 seat lithium battery Golf Carts for $100 a day. We offer a 10% discount to our guests. We have 2024 models and charging stations at the houses. Book your golf cart at BRLSV.com

-Pool Heat: From October 1st - May 1st, the private pool can be heated for an additional $50/day or $350/week. Pool heat must be purchased for the entire stay.

-VayKLife (Beach Equipment): You will receive up to $245 credit (based on length of stay) toward complimentary beach gear when you book this Beach Reunion home! Browse and select available gear to include paddleboards, kayaks, bikes, umbrellas and beach lounge chairs. All gear will be delivered upon arrival and picked up upon departure. Maximize your vacation time by setting up your rental equipment needs before you even leave the house!

-Margarita Machines: Beach Reunion proudly partners with Firefighter Margaritas to offer commercial frozen margarita machines for rent (additional fee). Enjoy restaurant-quality frozen drinks or virgin slushies poolside or at the beach—perfect for family vacations, weddings, retreats, and group gatherings.

-Amenities: Each home will include a starter supply of the following amenities: Bathrooms: Massage Body Bar, Body Lotion, Shampoo, Conditioner, and Hand/Body Bar. Kitchen: Dish Sponge, Dishwasher Tablets, Liquid Dish Soap, and Laundry Tablets. Once this supply is used, you are responsible for providing your own items.



HOUSE LAYOUT:



First Floor (Sleeps 4)

Living Room With Queen Sized Sleeper Sofa (Sleeps 2)

Kitchen

Dining Room (Seats 8)

Breakfast Nook

Half Bath

King Suite with Private Bathroom



Second Floor (Sleeps 10)

Master King Suite with Private Bathroom and Queen Sleeper Sofa (Sleeps 4)

Queen Suite with Private Bathroom (Sleeps 2)

Bunk Room with 2 Twin/Full Bunks (Sleeps 4)

Full Shared Hallway Bathroom



Carriage House ( Sleeps 6)

King Bedroom (Sleeps 2)

Bunk Nook with Full/Full Bunk (Sleeps 4)

Full Shared Hallway Bathroom

Kitchenette

Concierge Services



Weddings and Events – All weddings/events must be pre-approved by Beach Reunion. A $750 event fee is required for any wedding or event. In addition, a $1000 refundable deposit is required for ALL weddings.

*Weddings/Events held on the beach in coordination with a stay at this home must obtain the separate permit through Okaloosa county in addition to the $750 Beach Reunion event fee.



Please note tents and canopies are not allowed on private beach due to HOA regulations.



BEACH ACCESS: The beach access for this property is just at the end of the street, a short 5 minute walk!



* Primary renter must be at least 25 years of age to book and occupy this property. No College/Student groups permitted.



* HOA has strict 5 car parking policy. If you have vehicles that cannot fit properly in the driveway of the home, please contact the office.



Our concierge can assist with golf, dining, water sports, fishing trips and other recommendations prior to your visit or during your stay. Make the most of your vacation in the Panhandle!



CHECK IN 2:00 PM (CT) | CHECK OUT 9:00 AM (CT)



Guest Access:

You'll have complete access to the entire property, including the private pool, garden, and balcony, plus all bedrooms. Shared spaces like the living room, dining room, kitchen, and laundry room are also available. Feel free to use the outdoor pool and BBQ grill. You will receive an email 3-5 days before your arrival with check-in instructions and your unique keyless entry code. Check-in is at 2 PM.



The Neighborhood:

Nestled in the vibrant Crystal Beach community, 'Skippers Escape' offers unparalleled access to the renowned sugar-white sands, just a short stroll away. Explore the nearby Destin Commons, a premier outdoor shopping destination, perfect for retail therapy and dining. You'll find a selection of charming restaurants and cafes within easy walking distance, ensuring you're never far from delicious meals and local flavors. Embrace the lively atmosphere of Crystal Beach, where relaxation and entertainment seamlessly blend.



Getting Around:

With this home being so close to shopping and dinning, walking, renting bikes through coastal cruisers or golf carts, which we do offer rentals through our company will have you out and about seeing all the sites!



Private Beach Access: ONSITE

Nearest Airport: Destin - FWB Airport (VPS) 25 Miles

Restaurants: 0.2 Miles

Bar/Winery: 0.2 Miles

Shops: 0.2 Miles

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Water dispenser

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Shower

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

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

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping

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)
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Garden
  • Locally-owned and organised tours and activities
  • Unit size: 3,000 square feet
  • Water dispenser

Similar properties

Policies

Check-in

Check-in time starts at 2:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 9:00 AM

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

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights
Failure to complete these may result in a negative review from the host.

Rules

When Booking Through AirBnB, you are Agreeing to the Terms and Conditions of Beach Reunion as seen below: This agreement is between Beach Reunion, ...

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 9 kg per pet)
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: 2 Dogs Max Under 25 LBS; $400 Fee Per Pet

Children and extra beds

Children are welcome

Events

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
Parties and events are allowed on site
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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

Property is also known as

68d44c98c86af500135f1d75

About the area

Located near the beach, this holiday home is in Crystal Beach, a neighbourhood in Destin. Destin Commons and HarborWalk Village are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Destin Beaches and Henderson Beach State Park. Big Kahuna's Water and Adventure Park and Fat Daddy's Arcade are also worth visiting. Visit our Destin travel guide
View more Holiday homes in Destin
Map
Destin, FL

What's nearby

  • Miramar Beach
    Miramar Beach
    2 min walk - 0.2 km
  • Destin Commons
    Destin Commons
    9 min walk - 0.8 km
  • Destin_EmeraldCoastCentre_553248621558039131_04
    Emerald Coast Centre
    10 min walk - 0.8 km
  • Henderson Beach State Park
    Henderson Beach State Park
    3 min drive - 2.5 km
  • Shore at Crystal Beach Park
    5 min walk - 0.4 km

Getting around

  • Fort Walton Beach, FL (VPS-Northwest Florida Regional)
    33 min drive

Restaurants

  • Circle K
    10 min walk
  • Starbucks
    9 min walk
  • Miller's Ale House
    10 min walk
  • Cracker Barrel
    11 min walk
  • Chipotle Mexican Grill
    15 min walk

Frequently asked questions

Does Skipper's Escape | Tail-Wagging Approved | Private Pool have a pool?

Yes, this property has a pool.

Is Skipper's Escape | Tail-Wagging Approved | Private Pool pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking at Skipper's Escape | Tail-Wagging Approved | Private Pool?

On-site parking is available at the property.

What time is check-in at Skipper's Escape | Tail-Wagging Approved | Private Pool?

Check-in begins at 2:00 PM.

What time is check-out at Skipper's Escape | Tail-Wagging Approved | Private Pool?

Checkout is at 9:00 AM.

Where is Skipper's Escape | Tail-Wagging Approved | Private Pool located?

Located in Crystal Beach, this holiday home is within 1 mi (2 km) of Miramar Beach and Destin Commons. Destin Beaches and Big Kahuna's Water and Adventure Park are also within 3 miles (5 km).

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Skipper's Escape | Tail-Wagging Approved | Private Pool Reviews

Reviews

Wonderful

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. 10 out of 14 reviews
Rating 8 - Good. 2 out of 14 reviews
Rating 6 - Okay. 2 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

8.0

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Jill H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was great. Very close to the beach. Owner was very accommodating with our flight times. House had plenty of room for the whole extended family.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

M C.

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

Perfect for family stay

We stayed for spring break. We had 9 adults and 5 kids. The house was perfect with a perfect location. The house came with a golf cart which was a nice perk. It would have been a lot better if the pool was heated because the spring temps at night it was cold and the ocean was cold. You could pay to have the pool heated but wasn't sure the cost was worth it. The communication from Beach Reunion was absolutely great. I would not hesitate to stay here or in any of their properties.
Stayed 7 nights in Mar 2025
Verified

8/10 Good

Jan C.

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

Destin birthday blast

13 out of 17 family members made the trip to celebrate my husband and my 70th birthday. The house size and location, pool and spacious open floor plan were a huge plus. We had several issues with the house and pool but they were corrected quickly by Beach Reunion.
Stayed 5 nights in Apr 2024
Verified

8/10 Good

Andrea H.

Liked: Check-in, communication, location, listing accuracy

Thanksgiving

Overall we loved the location, space and pool. Check in was smooth. House is nice but could use some upgrades. We were unable to watch tv in the living room. Trash can in kitchen was not emptied the one you pull out. Door handles need to be fixed on some of the doors as well as a kitchen cabinet door. Minor adjustments to the house.
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Jacob D.

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

Loved our stay.

Would book this property again. Great location, plenty of room for everyone.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Teresa S.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
We had a slight problem at the cabana house and Beach Rental moved us within an hour and half after us contacting them. This is the time my entire family of 14 of us get together and enjoy down time and family time. We had a great vacation and made plenty of memories.
Stayed 9 nights in May 2025
Verified

10/10 Excellent

Miriam L.

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

Awesome experience

We all loved the house the space and just everything about it very much! We felt at home while staying there.
Stayed 6 nights in Aug 2024
Verified

10/10 Excellent

David C.

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

House is nice , close to the beach, but very limited space at the closest public beach access,

It was easy to rent
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Lexie J.

Liked: Check-in, communication, location, listing accuracy

Very convenient

House had plenty of room for a group of people, great location to the beach, very quickly with responding back to my questions. Housekeeping could do a better job but over all we had a wonderful vacation
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Carmen R.

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

Excellent

The truth is that the property met our expectations. Excellent location, just a 3 min walk from the beach, close to Walmart, gas station, restaurants. The property very spacious, clean, everything you need for the stay. I recommend it 💯
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

dan h.

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

Nice

Great location. Efficient home. Wi-Fi could not handle the number of guests. But it worked for our 20
Stayed 4 nights in May 2022
Verified

6/10 Okay

Anna V.

Liked: Check-in, communication, location

Needs updates

This home is in a great location. Short walk to beach. There were definitely some updates that this home needs. We had issues with the pool heater for 1/2 of our trip. So had to call and get someone out there to fix it. Overall Destin was a great place to vacation. Wouldn’t recommend this home if you’re looking for luxurious or super clean. Just needs updates and the furniture was quite worn. Beds were comfortable though.
Stayed 6 nights in Apr 2025
Verified

6/10 Okay

Jane J.

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

Great location, disappointed in cleanliness and maintenance issues

When we arrived we needed every single sleeping space which included the pull out couches. Looked in every closet and there were no sheets or blankets to be found for the pullouts. Ended up purchasing our own. There wasn’t enough towels or wash cloths either. Again we purchased our own. The water heater was/had been leaking for several days/weeks prior to our arrival. Called to report it and a couple days later I heard back. There was black mold on the walls. All the pool toys had to be thrown away because of black mold. The maintenance man who did come said this should have been taken care of weeks prior since it had been leaking. Several door knobs were loose and some vanity cabinet doors fell off when they were opened. The yard needed to be cleaned if weeds and bushes needed trimmed up. There were some dirty towels/wash cloths left hanging over the shower curtains upon our arrival. Overall not impressed by the cleanliness of the house or the general maintenance of the house and yard. We did like the layout and flow of the house and the private pool was a definite plus. Location was absolutely perfect for going to the beach as it was just a short walk.
Stayed 7 nights in Jun 2022