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Vacation Rentals & Villas in Conch Key

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344 Houses

Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise

Conch Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 28 minutes

Price per night from

$191

A quiet spot in paradise close to fishing with dockage included (#4)

Conch Key villa

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 20 minutes

Price per night from

$192

Conch Key Villas Unit 2 Spectacular open water views!

Conch Key villa

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 36 minutes

Price per night from

$192

CARIBBEAN SOUL SAILING CHARTER Bayfront 2 BR cottage w/ 23 foot Sailboat or dock

Conch Key cottage

2 bedrooms / 1 bathroom / sleeps 6

“Perfect get-away cottage exceeded our expectations.” Just back from enjoying the cottage, Conched Out, at Caribbean Soul Charters on Conch Key. Awesome rustic cottage with tons of nautical character and a sailboat right out the back door. Great location near Marathon allowed us to easily day trip up to Key Largo and down to Key West. My family took the 23' Compact sailboat out 3 times during the week and the sailing was awesome. Our boat was in great shape and the motor operated flawlessly. One of the best family vacations we've ever enjoyed. We can't wait to come back. The owners, Barry and Tammy Jo, were very friendly and great sources of local information.

Responds fast! avg. 3 hours 47 minutes

Price per night from

$291

Great rentals within 20 miles that match your search

Paradise

Key Colony Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$275

Islamorada Waterfront Paradise 2

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$590

Florida Keys Fishing & Diving, waterfront Home heated pool, deep dock, parking

Marathon house

4 bedrooms / 5 bathrooms / sleeps 10

“PERFECT multi-family” House was great for us, our kids, and another family. It's a split-living type house, and was PERFECT!!! The pool was very nice, not too small. We spend most of the time on the boat, or in the pool. DEFINITELY recommend this house!!!!

Price per night from

$459

Beautiful Captain's Cove

Islamorada villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$426

MARATHON MAJIC

Marathon house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$328

Get out of the cold Feb.5-12, 2018 in Florida Keys at Marathon,The Hammocks

Marathon Shores villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$564

Salty Anglers, Spacious Sombrero Beach Waterfront 4 Bdrm w/Heated Pool & Dockage

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$953

Key Colony Beach Griffins' Getaway

Key Colony Beach house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$374

Recently Remodeled Beautiful Pool Home with Private Dock with Beach Access

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$425

RENOVATED 2 BED MARATHON TOWNHOME w/ DOCK SPACE - WALK TO BEACH!

Marathon Shores townhouse

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$346

Island Conch Cottage

Matecumbe Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$148

Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$237

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

Studio / 1 bathroom / sleeps 2

“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.

Price per night from

$176

Florida Keys Beach Home Pool Fishing Diving

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay” Post hurricane and still a spectacular place to stay. Office staff was great. Free use of tennis court, rackets, and balls. Pool and jacuzzi were very excellent. TG

Travelers’ Choice award

Price per night from

$240

Islamorada Waterfront Paradise Getaway!

Islamorada house

1 bedroom / 1 bathroom / sleeps 2

“AMAZING!!!!!!!” Ewa and Peter were incredible hosts at this beautiful property. We felt right at home immediately and had so many activities to do plus Ewa and Peter had loads of great tips when we asked. The studio was so well stocked with all the essentials and then even the ones you forgot! It was wonderful to see a manatee swim up past the dock our first morning there. A very magical spot with generous hosts. It had everything we wanted and then some. After a week there and driving around the whole Keys it was 100% the most perfect choice for us. I miss those hammocks!

Price per night from

$261

LUXURY HOME WITH DOCK, POOL, HOT TUB, AND ELEVATOR

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

“WONDERFUL” Where to start…Larry was at the home when we arrived and took the time to show us everything we needed to know about the systems in the house and how to use the elevator..Daughter and her husband joined us from Wyoming and I must say it was the best vacation we have had…The house is immaculate and we had a wonderful 7 days….We would walk to the top deck and enjoy the sunsets with a fine glass of wine….you could not ask for better views from any where on the property, pool.dock or balconies…We caught fish off the dock, snapper etc….We left with memories that we will never forget…Thanks Larry for sharing your home with us ….It was worth every penny and we hope to visit again…The pool and hot tub was used everyday and they were both relaxing after a hard day… Thanks again, Jim and Mary

Price per night from

$491

Best waterfront view in Marathon, pool, golf, dock

Marathon condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 19 minutes

Price per night from

$154

Waterfront Home, Huge Double Lot

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$231

Key Colony Beach FL - Cay Condo

Key Colony Beach condo

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$229

Brand New 4/3 Pool Home on Canal near lagoon

Marathon Shores house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,088

Oceanfront 2/2 Condo in Beacon Reef - Free boat dock

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$229

Now booking Spring/Summer 2021! Dock, Bikes, Kayak, 2 beach clubs

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

“Paradise Found” This is an adorable property. It is so "keysie"! The decor is just lovely with all the amenities you need. The kitchen is fully equipped, there was a new set of pots and pans, crockpot, blender and anything else I needed. The grill looked new, was clean and just waiting for our catch! The beds were very comfortable. The unit was immaculate. One could easily while away the day just sitting on the comfortable patio, or on the adirondack chairs at the dock and watch a variety of wildlife (birds, fish, manatee, lizards), and also watch the boats going up and down this clean canal. Don't get so busy that your forget to spend an afternoon at the Cabana Club and Inch Beach. They are not to be missed. , We rode the beach cruisers every day. Just needed a few more hours in each day. Oh! Don't forget to watch the spectacular sunset at Sunset Park! Dee, the owner is a dream to work with, full of suggestions and information, and returned our deposit in a timely manner. You will not be disappointed in this property, and believe me, you won't want to leave!

Responds fast! avg. 34 minutes

Price per night from

$196

Private Beachfront Paradise

Matecumbe Key house

4 bedrooms / 3 bathrooms / sleeps 8

“Nicest rental property we have ever stayed in!!” Beautiful home on spotless white beach! Property has been updated with upscale furnishings throughout. Granite, leather furniture, redone bathrooms. Well stocked for all your vacation needs -- towels, beach chairs, beach toys, kitchen full of everything you need, 2 grills. Outside patio was amazing for our meals, sunrises and after dinner activities. The backyard was the beach filled with palm trees for natural shade. Hammock and volleyball court, beautiful pool with waterfall, tables and chairs everywhere for meals or for just relaxing. We traveled as two families and there was more than enough room for all of us. We felt right at home right away. Highly recommend this paradise!

Price per night from

$832

Forever Sunset 5bed/3bath open water views with pool & dockage

Marathon house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$621

Harbour Dream~3/2..DKKB24~McGinnis

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$676

House on 7th ST in KEY Colony Beach W/CABANA CLUB

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

Price per night from

$215

Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$347

Florida Keys Oceanfront Paradise

Long Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

Price per night from

$194

Sombrero Beach, FL Keys Waterfront w/Dock Duplex

Marathon Shores house

2 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 47 minutes

Price per night from

$214

Breezy Palms

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$490

Coco Plum Beach 2 BR/ BA Fantastic Condo

Marathon condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$196

Key Colony Beach Tropical Pool Home-Open May 2020 and week of July 18, 2020.

Key Colony Beach house

3 bedrooms / 2 bathrooms / sleeps 8

“Wow, what a Home and Location” We stayed 11 wonderful weeks at this home. The home is so enjoyable with all the amenities one needs to be comfortable--decor is so cheerful and elegant and the owners are very friendly and helpful. We enjoyed sun filled days swimming in the heated pool and relaxing around it, ending the days with the beautiful sunsets! The fishing is outstanding, we rented a boat and kept it directly at the homes private dock. The ocean and bay are only 5 minutes away, the fish even bite right off the dock. We can't wait to go back next January.

Responds fast! avg. 1 hour 26 minutes

Price per night from

$443

Sandy Shore Place 100' Dock, Pool, Kayaks,Sleep 10

Marathon house

4 bedrooms / 2 bathrooms / sleeps 10

“Everything we hoped for!” Service was great, from booking, until the finish of our stay. Place was clean, a little worn, but clean. Our favorite things included the location, right on the beach, and easy access to anything, like stores, restaurants, churches, airport, etc... It is private. The least thing we liked is after a storm the grass all came in and covered the water, but not much can be done about that. We are definitely intending to book again next year. Thank you for a great vacation!

Price per night from

$463

Key Colony Beach Home

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$268

Viewing 38 of 344
rentals in Conch Key

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