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“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!
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$343
“Couldn't be better!!!” If you are looking to rest and relax, look no further.
Responds fast! avg. 24 minutes
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$286
“Wonderful Romantic Get-Away” We absolutely enjoyed our stay here and would recommend it to others. The owners were very friendly and pleasant, and the apartment was incredibly clean. The tiki hut over the private lagoon was amazing. We kept finding little things all over the apartment while we were there - drinks, books, games, etc. It was a totally wonderful time, and we want to go back!
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$574
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH
Key West apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially Deb who I mostly communicated with. My family and I enjoyed our stay in Key West immensely, we had so much fun! We met many very friendly people out and about town. We would love to visit again, if we do, we would like to stay in this condo or the Bella Vita, the owner's other condo.
Responds fast! avg. 14 minutes
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$287
Botanical Island Delight Key West fantastic discounts for Summer & Fall
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$745
“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 56 minutes
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$327
Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$1,374
Private Beachfront -Perfect for Families and Events Historic Shadow Point Estate
Key Largo house
- 6 bedrooms
- 5 bathrooms
- sleeps 16
“Fantasic wedding on paradise!!” We picked Shadow Point because of it's fabulous secluded view and beautiful gardens on 2.5 acres. The house and cottage held up to 16 of us and was wonderfully decorated with period antiques. Our guests loved playing at their beach and kayaking and swimming around Key LargoSound. Our wedding was perfect with the full moon rising over our reception. We danced the night away in paradise.
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$2,410
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$859
Responds fast! avg. 2 hours 10 minutes
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$409
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$912
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$442
Leaward Isle close to the Ocean' & a short bike downtown. Best value at 1800
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$859
“Want to go back” We just got home from our vacation in this apartment. We loved it. Jay took great care of us and was quick to help with any problems or needs. We rented the boat with the apartment and loved being able to walk downstairs and get onto our boat and out fishing for the day. We enjoyed using the grill on the porch and being able to eat our dinner outside enjoying the weather and views. We will definately return again. Thanks for a great vacation Jay.
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$430
Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024
Key West apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
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$382
High Tide awaits your next visit upgraded condo close to Smathers Beach
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$859
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$578
Our Nautical Home in Key West is available for amazing prices Summer of 2023
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$859
Mar Y Sol a spectacular Ocean Front Oasis 10 minutes to Historic District
Key West apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$1,718
Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$974
Poolside Breeze a Tropical Retreat has a wrap around Balcony best location
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$859
Bayview Villa Vacation Home Rental Bayside Sunset Cove Access *Renovated 2020*
Key Largo villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Beautiful property” This place is way nicer then the pictures. The property itself is breathtaking and its right on the water with a beautiful deck. I love that we had access to kayaks whenever we wanted. No one else but our party was there. The house seemed pretty clean but I wish it had a quick sweep again before we got there. The barstools had lots of dead flies. Which is weird because we didn’t have any flies around even while cooking outside. I loved that we could fish right off the deck. Just wished there was a pipe outside to wash up before going in. It’s definitely heaven, I woke up at 6 one day and enjoyed the sunrise n watching Dolfins and manitees. I would definitely stay here again.
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$316
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.
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$327
Bayfront Cottage Vacation Home Rental Bayside Beach *Renovated 2019* Sunset Cove
Key Largo cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Perfect” Great house. Very clean and simple. You share the beach and dock with the two other houses in the property but was never an issue. Location is great in Largo. Martha was a great host and very friendly. Will definetly be going back.
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$316
Responds fast! avg. 2 hours 23 minutes
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$402
“Nice get away” Beautiful and relaxing. Did alot of snorkeling right off the deck. Enjoyed the paddle boats and the kayaks. When we make it down that way again I would definitely stay here.
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$400
Responds fast! avg. 2 hours 23 minutes
Match: Boat available Ceiling Fans
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$402
“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!
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$2,004
Key Largo Ocean Front Villa with Dock and Incredible views
Key Largo villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 23 minutes
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$459
Large Waterfront 4 balcony Key Largo Townhouse with Oceanfront Dock
Key Largo townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 23 minutes
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$402
Sailing Catamaran in the Florida Keys, Sailing, diving, adventure experience.
Key Largo yacht
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 34 minutes
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$1,607
Responds fast! avg. 1 hour 31 minutes
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$401
Responds fast! avg. 1 hour 31 minutes
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$1,432
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$622
Responds fast! avg. 1 hour 31 minutes
Match: Boat available Ceiling Fans
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$630
Responds fast! avg. 1 hour 31 minutes
Match: Boat available Ceiling Fans
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$630
Responds fast! avg. 1 hour 31 minutes
Match: Boat available Ceiling Fans
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$573
Responds fast! avg. 1 hour 31 minutes
Match: Boat available Ceiling Fans
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$859