Updating...
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL
Grassy Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$567
Price per night from
$252
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
Grassy Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 1 hour 44 minutes
Price per night from
$802
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$252
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$229
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$185
Great rentals within 20 miles that match your search
Price per night from
$375
Stunning Waterfront 4 Bedroom 4 Bath, Heated Pool w/dockage,2 Kayaks, Fishlights
Marathon house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Price per night from
$1,324
Keys Oceanfront Beauty 8-10 guests (Dock, kayaks, pool)
Marathon house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$1,727
Last Minute Sunday to Sunday Availability August 22nd - August 29th
Marathon Shores house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$518
Upscale ocean front home & easy canal boat access to Gulf or Atlantic ocean
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$241
Price per night from
$987
Amazing Sunsets from your private pool, sundeck and ocean access dock.
Marathon Shores villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$322
3Bd/2Ba POOL on Canal, Dock, Kayaks, Bikes, Fishing Poles, Sombrero Beach 2.3mi
Marathon Shores apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$288
Pet Friendly Half-Duplex, Cottage with 40' Slip Option at The Boat House Marina
Marathon Shores cottage
- 1 bedroom
- 1 bathroom
- sleeps 3
Price per night from
$196
Paradise Found! Beautiful Oceanfront Paradise with Boat Dock
Marathon Shores house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$461
Spacious & Remodeled in Marathon w/chilled and heated pool - Walk to Beach!
Marathon townhouse
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Price per night from
$317
Price per night from
$265
LUXUARY VACATION HOME BY A BEAUTIFUL CANAL!!!!
Marathon Shores house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$403
Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool
Marathon Shores house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$746
Oceanside waterfront 2/2 home with 55ft dock and paddle equipment
Marathon Shores house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$288
Gorgeous Waterfront Home w/Pool/150 dock/Steps to the Beach
Marathon Shores house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
Price per night from
$804
Price per night from
$500
“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
Price per night from
$2,290
OUTSTANDING Oceanfront House with Pool and Deep water dockage!!
Marathon house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental
Price per night from
$1,145
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$373
“Our Spirits were renewed!” Things don't happen by chance! Little did we know six months ago when we booked our vacation how much we would really, really NEED a quiet and peaceful week! This little corner of Marathon is exactly that: quiet and peaceful. The condo is very comfortably furnished, very clean, and the view is - well, I don't think there is a 'better' view anywhere! It's picture perfect - even to the gorgeous green iguana on the palm tree! (but you have to look quick - they move fast!). We had our son, daughter in law and two little grandkids with us...it was perfect! Sunrise with coffee by the pool, under the Chickee or on the patio...awesome! Lots to do for families or singles very close by...yup...you really can even have pizza delivered if you don't want delicious, fresh seafood!..and wow! are there some awesome spots for that!! Communication with the owners is impeccable...could NOT be better. These are the folks with whom you love to do business!! Thanks so much, Todd and Jamie!
Price per night from
$343
Now booking Spring/Summer 2021! Dock, Bikes, Kayak, 2 beach clubs
Key Colony Beach house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
“Wonderful Place to Stay” Place was exactly as described! Has all of the amenities needed for a relaxing, sun filled vacation! Pool, beach, location is perfect for any stay in the Florida Keys. Central to everything!
Responds fast! avg. 2 hours 11 minutes
Price per night from
$287
CHARMING KEY COLONY BEACH POOL COTTAGE, PVT POOL,46 FT DCK,WIFI-MA753
Key Colony Beach cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Most wonderful vacation home ever.” The pool, the hammock, the dock, the decor....it was the best place i have ever stayed. I didnt want to leave. Laying in the hammock every night listening to the palm trees swaying in the breeze. Watching the snook hit the greenies over the underwater light at the dock. Taking a refreshing swim after a long day on the boat. An evening bike ride around key colony. It was everything we wanted on our vacation. And the house was decorated exactly as my own tropical retreat would be decorated, and it is such a comfortable home. I am hoping to come back for 2 weeks next summer.
Price per night from
$271
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.
Price per night from
$327
“Boat ramp and beautiful pool in the heart of the Keys” We wanted a house on a canal in the Marathon area, where we have been vacationing for years. This house had its own boat ramp, so we rented kayaks for a week and launched effortlessly right on site. The pool is lovely and relaxing. The house is well equipped and centrally located so trips up to Key Largo and down to Key West are quick.
Price per night from
$343
“Beautiful Home in Marathon” We truly loved this place, the home was clean, spacious and very comfortable! My husband still claims to this day that was the best sleep he has had in years and that's a big compliment coming from him! We loved having water access (although we didn't have a boat) it really made for some beautiful sunsets and sunrises! We found a couple of amazing restaurants that we visited on several occasions, the first and our favorite was Tarpon Creek following as a very close second was The Sunset Grill and Raw Bar, also our favorite breakfast spot became Juice Paradise Cuban Cafe (the best coffee). I'm only just now getting around to reviewing this place because we are planning another trip to the Keys in December and I was checking this place out and i didn't see our review and ask my husband about it (I thought he posted it and he thought I posted it), so finally 2 yrs later I'm giving our review!!! Unfortunately I see it's booked for our time frame and we are very disappointed about that but I know whoever booked it WILL NOT be disappointed! Thanks so much for an amazing experience, Gina & Scott PS we actually stayed Sept 2014 but it would only let me go back to Oct 2014! :-)
Price per night from
$214
“Heaven On Earth!” From the moment you step foot on this beautiful island paradise, you'll feel like you've been transported to your own little private world! Every amenity has been thought of from an outstanding outdoor kitchen, complete with state of the art grill, oven and microwave along with dinnerware, glassware etc. Not to mention the kitchen inside the house comes complete with all you need also. Even spices, just not food! The house itself is amazing and has a awesome stereo system so you can have music in the house, on the decks and on then beach! You can snorkel, swim, fish, sail, canoe, kayak, go tubing walk along the perfectely maintained tropical paths. From sunrise to sunset you day will be filled with beautiful scenerey, The view from the front porch is my favorite, I could sit there all day and have! This was our 7th trip and we had a extended stay of 10 glorious days, also our first trip with friends who loved it as much as we do! We've spent my birthday and our anniversary (back to back) here many of times and there is no place else we would rather be! The island is alive with hermit and land craps and Iguanna's and birds of all sorts. It's so funny to see a hermit crap go by with some sort of object he found as a shell. At night when you turn all the outside lights on it's like a magical transformantion! I can not say enough good things about Seabird Key. The owners and care takers do such a amazing job! Thank you for sharing this tropical paradise with us and we hope to be back again soon!
Price per night from
$2,004
“Zen Oasis with a Dock” Loved 500 Ocean. Quiet, Local, Relaxed. Great location, Good fishing and amenities for the boat ( tons of dock space, bait freezer, fish cleaning station) You have to watch that canal though it's super shallow (as in barely 2 feet most of the way). Everything is the house was nice and comfortable. Coconut Chuck was super helpful with our stay and provided a lot of information ahead of time!
Responds fast! avg. 2 hours 7 minutes
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$229
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$206
Price per night from
$229
2 BEDROOM 2 1/2 BATH VILLA WITH PRIVATE PATIO AND PLUNGE POOL
Duck Key villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 51 minutes
Price per night from
$338