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Craig & Cindy Key West 2 Bedroom Beachside Resort Condo

Bedrooms 2
Half Baths1
Property type condo
Minimum Stay 1 - 7 nights


About the property

Condo, 2 Bedrooms + Sleeper Sofa, 2.5 Baths, (Sleeps 2-6) Sat-Sat Preferred

Our luxurious condo is part of the spectacular Beachside Resort & Conference Center. Beachside is Key West and South Florida's premier resort, conference center and spa. Each residence is individually owned and available for daily, weekly or extended stays. We offer 2 bedroom and 3 bedroom condos at the Beachside Resort. Our 3 bedroom is directly waterfront with spiral staircases down to the private beach. Our 2 bedroom condo overlooks the pool and just steps to the beach with a spiral staircase right down to the pool and spa. Both the 2 bedroom and 3 bedroom are offered at VRBO (3 bedroom is VRBO #498483).

This two bedroom 2 1/2 bath condo is furnished with the 'best of the best' and has a spiral staircase off the balcony right to the pool and private beach and has views of the water off the deck. Beachside is a 7 acre waterfront property with a private beach, lush tropical grounds, waterfront swimming pool with pool bar, spa, world-class dining and more.

Amenities include: Fully equipped kitchen with upgraded stainless steel appliances and cooking accessories; washer & dryer with iron & ironing board; all towels & linens; central air & ceiling fans; outdoor oversized poolside deck with views of the waterfront; large shared pool, spa & beach; 3 flat panel TV's, DVD, and entertainment center with music; high speed internet; and assigned parking spot for 1 car.

Resort amenities include: Private beach; waterfront swimming pool, spa & waterfront food & beverage service; room service; 7 acre waterfront property with lush tropical gardens; grand 2 story lobby featuring an elegant bar and fine dining; 24 hour front desk services; conference, meeting & banquet services; and courtesy van shuttle to and from Duval Street.

Except for festivals such as Fantasy Fest, Meeting of the Minds, and Powerboat Races, we prefer Saturday-Saturday rentals.

More Details

Craig & Cindy Key West Rentals
Member since: 2001
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
March 13, 2018

About Craig & Cindy Key West Rentals

Craig & Cindy Key West Rentals have been offering Key West vacation rentals since 1995 and we offer the best locations and properties. We have numerous Key West vacation rentals to offer. These are not your typical vacation rentals as we decorate and stock as second homes and try to include everything to make your vacation a great one. We are Craig & Cindy Key West Rentals and thank you for considering our properties!

Craig & Cindy Key West Rentals purchased this condo in 2008

Why Craig & Cindy Key West Rentals chose BeachSide

Craig & Cindy Key West Beachside Resort Condo is in a newer development and is one of the finest resorts in all of Key West. Replacing the old Holiday Inn, the Beachside Resort is brand new construction and, although each condo is individually owned, you will find all the amenities and comforts that you expect from such a high class resort operator. We knew this would be a special place so purchased our over $1.0 million condo during preconstruction and added a more than $75,000 furniture package to it to make sure we had the best of the best to offer. Located on the water at Mile Marker 4 our condo overlooks the gorgeous pool and has views of the water off the private balcony. A courtesy shuttle takes you to Duval Street and picks you up on the hour.

What makes this condo unique

As one of the finest resorts on the island you will get our private condo with a gorgeous decor and custom kitchen with stainless steel appliances, granite countertops, 3 flat panel TV's, DVD, internet service, and much much more. The resort offers room service, an outdoor pool bar and restaurant plus work out facility, indoor restaurant, conference facilities, etc.


BeachSide Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 6
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Beach View ...
  • Ocean View ...
  • Resort ...
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Covered Parking ...
  • Elevator ...
  • Fitness Room / Equipment ...
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Telephone
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet
  • Catering Available ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - En suite full bathroom with Bedroom 1.
    Bathroom 2 - En suite full bathroom with Bedroom 2.
    Bathroom 3 - Hallway guest bathroom.
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king , King bed and en suite full bathroom.
    Bedroom 2 - 1 king , King bed and en suite full bathroom.
    Convertible bed(s) - 1 sleep sofa /futon , Queen sleeper sofa in the living room.
  • Two King size beds and Queen sleeper sofa in living room.
  • CD Player
  • DVD Player
  • Music Library ...
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Video Library ...
  • Balcony ...
  • wheelchair accessible ...
Pool / Spa:
  • Communal Pool ...
  • Shared Hot Tub ...
  • jetted tub
Onsite Services:
  • Concierge
  • museums
  • restaurants
Leisure Activities:
  • beachcombing
  • boating
  • shelling
  • shopping
  • sight seeing
Local Services & Businesses:
  • fitness center
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fly fishing
  • golf
  • jet skiing
  • kayaking
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • surfing
  • swimming
  • water skiing
  • wind-surfing
Our rental rates INCLUDES the cleaning fees and all other hidden and extra fees that other owners add to their rates so that the initial quoted rate 'appears' low.


Exceptional! 5/5 -
(6 traveler reviews)

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Craig & Cindy Key West 2 Bedroom Beachside Resort Condo
average rating of 5.0 based on 6 reviews
Antelope, California

Great place to stay!

  • 5 of 5

The place was everything we expected. We appreciated the size and decor of the place.

  • Submitted: Oct 22, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for taking the time to write a review and glad you had a great time! We look forward to having you back again soon!
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0 0

Very nice property- exactly as advertised!

  • 5 of 5

Great property- you get the ease of a condo with kitchen etc. plus the amenities of a resort. Great vacation!

  • Submitted: Apr 10, 2017
  • Stayed: March 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks Scott! We are glad you had a great time and we look forward to having you back again soon!
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0 0


  • 5 of 5

Beautiful 3 bedroom suite at Marriott Beachside. Everything is just like it's depicted on their website. Outside deck has spiral staircase to beach with Gulf of Mexico 20 feet away. Fully equipped kitchen was a pleasure. Short ride from down town, other beaches, sunset pier and all of the other wonderful tourist attractions and restaurants. Owners are great people to deal with. Vacation could not have gone smoother.

  • Submitted: Dec 19, 2016
  • Stayed: December 2016
  • Source: VRBO, from HomeAway
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0 0
Covington, WA


  • 5 of 5

We have stayed in several of Craig and Cindy's Key West rentals and this is by far our favorite! The condo is just like the pictures, the resort is fabulous. If you are looking for a quieter Key West trip this condo is perfect.

The poolside food is very good and the staff was very nice. We used the shuttle at least once. The resort this time of year (Late Nov - Early Dec) seemed quiet which we liked. The beds are comfortable which is always a plus.

We will definitely return to this condo. Thank you Craig and Cindy for sharing your piece of paradise with us!

  • Submitted: Dec 7, 2014
  • Stayed: November 2014
  • Source: VRBO, from HomeAway
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4 0

The Perfect Paradise Found!

  • 5 of 5

We stayed at Cindy and Craig's Marriott condo first week in December 2012 -perfect time of year -kids in school, weather not too hot (for those in the menopausal chapter of their lives), and last chance for sun before the onset of Winter. The condo was spotless with furnishings of a luxury home. I fell in love with the Sub Zero frig!. The condo overlooked the pool and jacuzzi area, along with being steps from a well stocked outdoor bar. The Marriott has a shuttle into Duval street every hour from early morning to 11 PM so you don't have to worry about parking. We witnessed about 2 weddings while staying romatic with the candlelight and music loud enough to drown out my husband's screams of "DON'T DO IT"!!!!!! to the groom-to-be. The king size beds were ultra comfy and Craig and Cindy provided everything you could want in the condo. Would highly recommend this condo to anyone looking for that little piece of heaven. Thank you so much for being such great hosts and we will visit again before my teeth are in a cup- promise. Peace- Kate and Dave

  • Submitted: Dec 22, 2012
  • Stayed: November 2012
  • Source: VRBO, from HomeAway
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10 0

Our Honeymoon Getaway

  • 5 of 5

We were married 11/11/11 in Murfreesboro, TN. I proposed November 4, 2010 and I chose a date that no husband could ever forget. I will always remember my Anniversary. I had kept our wedding location a secret from my bride until the day before we were married. (Guys you try doing that...) Everything worked out perfect...I also kept our destination a secret except she knew our place was in Key West. We made our way up to the Condo and when we opened the door, my wife was so amazed and surprised. We travel all over the world just returning from Africa and Paris recently...she had no ideal what I had planned for this trip. I have to say this getaway exceeded all of our expectations. We loved the location, the pool and the Condo was so beautiful inside. . The staff was so great. Everything was so clean and luxurious. We took advantage of a sunset dinner cruise, para-sailing, jet skiing, snorkeling, and Duval Street's charm.

Thanks guys for sharing your property which provided such a romantic atmosphere for our Honeymoon Getaway.

  • Submitted: Nov 21, 2011
  • Stayed: November 2011
  • Source: VRBO, from HomeAway
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5 1


Craig & Cindy's Key West Beachside Resort Condo (offering both 2 bedroom and 3 bedroom) is located at Mile Marker 4 and right on the water. This property is a favorite of anyone looking for the funky Key West experience but still wanting the 'resort' lifestyle (e.g. poolside bar/restaurant, room service, fitness center, private beach, gorgeous pool and hot tub). The resort also offers a free courtesy shuttle that picks up and drops off on Duval St. every hour.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Tax Rate 12.5%

OUR WEEKLY RATES INCLUDES THE CLEANING FEES & NO HIDDEN EXTRA FEES THAT OTHER OWNERS CHARGE SO THEIR RATES "LOOK" LOWER. There is a $300 security deposit that is returned on check-out per terms of your lease.

Once you send us your booking information, we hold the dates in your name & send you a lease to sign & return with 1/2 down (check, mc, or visa). Once we process your lease, we send you a receipt. We will then bill you the final amount approximately 45 days prior to check-in & then check-in package is mailed to you approximately two weeks before check-in. Until you sign your lease rates are subject to change.

If you cancel up to 60 days prior to check-in, the cancellation fee is $125. If you cancel with less than 60 days to check-in, all payments made are forfeited unless we are able to re-rent the property for the same dates and same rate to another group.

Rates generally for Saturday-Saturday rentals only. We do offer Sunday-Sunday or Monday-Monday for Fantasy Fest, Meeting of the Minds, and the Powerboat race week.

We do offer Last Minute Specials & selected nightly rates so contact us for more info.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.