Retro-Luxury Airstream Glamping Near Disney – Delivered & Set Up!

5
 • 
Travel trailer
 • 
Oakland, FL
 • 
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Setup only
Sleeps 7
23 ft. long
Offers delivery
21+
Discover the timeless charm of our 2018 Airstream Flying Cloud 23CBB, a sleek, retro sanctuary on wheels that turns any Florida adventure into unforgettable glamping. Inspired by waterfront vibes and modern comfort, this polished aluminum icon sleeps 5–7 with a plush queen bed in the private rear bedroom with bunk, convertible dinette and lounge for extra sleeping. Step inside to panoramic windows flooding the space with natural light, a well-equipped kitchen (3-burner cooktop, stainless sink, 5 cu. ft. fridge, convection microwave option), and a spa-like bathroom with porcelain toilet, Moen faucet, and hot/cold shower (inside/outside).As Winter Garden locals, we deliver and fully set up at your chosen spot, like Disney's Fort Wilderness (just 15 miles away) or Lake Louisa State Park, for hassle-free magic. No towing required! We handle leveling, hookups, and a virtual walkthrough, so you focus on creating family memories amid Orlando's theme parks, beaches, and sunsets. Included: Fresh linens/towels, cookware/utensils, Nespresso, and 4 camp chairs. Add-ons like WiFi, a canopy, or smokeless fire pit elevate your stay.This Airstream isn't just a trailer, it's your tranquil escape, blending luxury with the outdoors. Book now for year-round Florida fun!What's includedFresh linens/towels, cookware/utensils, Nespresso, and 4 camp chairs. Add-ons like WiFi, a canopy, or smokeless fire pit elevate your stay.RecommendationsEnjoy Disney’s Fort Wilderness, just 15 miles away, with fireworks views and shuttle access to Magic Kingdom! Hike or kayak at Lake Louisa State Park (20 miles). Savor local eats at Winter Garden’s Plant Street Market. Book guided tours or rent bikes for family fun near your Airstream glamping oasis!
Meet your host, Chris

Member since 2020

Hi! We're Chris and Marissa, a Winter Garden couple who thrive on outdoor adventures, rocket launches, and the magic of Disney and Universal. As parents of young kids, we cherish creating unforgettable family memories. We deliver our 2018 Airstream Flying Cloud fully set up at spots like Fort Wilderness, your hassle-free glamping escape near Orlando’s theme parks. Let’s spark your next adventure! Usually reply in <24 hours.

Usually answers in less than 24 hours

Features

2018 Airstream Flying Cloud
  • Sleeps 7
  • Fresh water: 39 gal
  • Gray water: 21 gal
  • Black water: 18 gal
  • Propane capacity: 60 lbs
  • Gross weight: 6,000 lbs

Amenities

  • Toilet
  • Inside shower
  • Outside shower
  • Bath towels
  • Bathroom sink
  • Toilet paper
  • Hot water
  • Solar

Rules and policies

  • Not pet friendly
  • No music festivals
  • No tailgating
  • No smoking
  • Mileage: No mileage included
Delivery-only; no renter towing. No pets, smoking ($500 fee), music festivals, tailgating, or roof access ($1,000 fee). Awning use on request ($150–$2,000 damage fees). 25-mile delivery included; $4/mile beyond. Generator: 4 hr/day. Dump fee: $45. Check-in 2 PM, out 10 AM; late checkout $50. 3-night min. 21+. $500 deposit. Outdoorsy’s $1M protection applies. Clean unit or $100–$300 fee. No illegal activities. 24/7 roadside assistance. Cancel: Full refund 14+ days, 50% 7–13 days, none <7 days.
24/7 roadside assistance
Learn more about Roadside Assistance

Roadside assistance on every rental, plus help planning your trip or operating the RV.

Learn more about Roadside Assistance

Add-ons

Enhance your trip with these add-ons. Available at checkout.

13x13 Canopy
$40.00
/each
Generator
Generator plus empty 5 gallon gas can.
$15.00
/per day
Late Checkout
Stay in the Airstream a little later. 10a to 12p, if available.
$50.00
/each

Availability and rates

There’s a 3 night minimum stay

Discounts
  • Weekly (7+ nights): 10% off nightly rate
Fees
  • Security deposit: $500.00 (refundable)
  • Prep fee: $125.00. This fee will cover preparing and sanitizing the unit prior to each rental including dumping of all tanks.
Retro-Luxury Airstream Glamping Near Disney – Delivered & Set Up!

Dates

Similar rentals available on your dates

Reviews

(5)
5
100 %
4
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Communication

5

Cleanliness

5

Maintenance

4.8

Value

4.8

Listing Accuracy

4.8

Guest photos

Jennifer L.

July 20215

This was the perfect trailer for our family of six on our trek across the Southwest. It was comfortable, well-equipped and easy-to-use for someone with a little bit of trailering experience. The whole experience was made all the more pleasurable by the amazing owners. Chris and Marissa worked closely with us on the minute details concerning the camper. Renting this trailer for our long-awaited adventure was one of the best decisions we made.

4 Photos submitted by Jennifer L

Benjamin R.

June 20215

We were very excited for an Airstream rental. Chris was super nice and easy to communicate with. Nightly rates are in reality daily rates. We had to book 4 "nights" for Friday morning to Monday afternoon. Other than that, we were very comfortable after the hands on orientation. Rental came with Propane, bedding, and wifi to name a few benefits. It was easy to tow for a beginner and met our camping needs. This rig is in great shape for a rental and you'd be in great hands with Chris and Marissa!

Outdoorsy

April 20210

The Host canceled the booking 5 days before departure. This is an automated posting.

Dylan S.

March 20215

We took our family of 5 out West to Moab, and had a great time renting Chris and Marissa's Airstream. The flying could is an awesome camper, and theirs is perfectly maintained and super clean. This was our first time camping in a trailer, and towing one, and Chris provided a thorough walk through and made sure all my questions were answered. He even provided some resource documents and links to videos to help with the learning curve. This trailer is amazing, and Chris and Marissa might be the nicest people on the planet.

1 Photo submitted by Dylan S

Joe V.

January 20215

Chris & Marissa’s Airstream was perfect for my Wife and I! It is in excellent condition, clean, cozy and provides all the comforts of home... Including WiFi, which worked exceptionally well even when we didn’t have cellphone reception. The kitchen is very well equipped with a gas stove, oven, microwave and nice size fridge. Chris is very friendly, a great communicator and was always quick to respond to any questions we had. All around a wonderful experience and we look forward to renting from Chris & Marissa again!

2 Photos submitted by Joe V

RJ G.

December 20205

My mom and I thoroughly enjoyed our first glamping trip with this amazing airstream! It had everything we possibly needed. The only suggestion is if you are going into freezing temperatures, prepare to be using your own water tanks so you don’t freeze the pipes, or have to connect to frozen pipes later. Everything inside the trailer worked AMAZING in the freezing December Colorado temperatures. Chris was awesome at explaining everything we needed to know to be able to operate everything ourselves. We will definitely be renting from them again!!

Location

Oakland, Florida

Exact location provided after booking