Home Vacation Rentals By Owner In Key Colony Beach, FL

Showing 400 Of 416 Vacation Rentals
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Exceptional(87)

$286.72

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Condo

Private Tropical Beach White Sand-No Stairs-King Bed-Heated Pool- Superfast WiFi

Key Colony Beach, Florida, United States

Step outside your door and onto your private white sandy tropical beach—no stairs, no crowds, just the sound of the waves and tropical breezes. This fully renovated 2-bedroom, 2-bath condo offers everything you need for a relaxing, sun-soaked getaway in the Florida Keys.brbrPrivate beach just steps from the condo (not open to the public!)brbrKing-size bed in the master with ocean-view patio.brbrHeated pool with lounge chairs & lush tropical landscapingbrbrTiki Hut at water’s edge with two gas grills and tables for Dining under the stars.brbrFast, private Wi-Fi (it's not shared with other condos)brbr50 Smart TV with cable & NetflixbrbrFully stocked kitchen with granite countertopsbrbrBedrooms:brPrimary Bedroom Suite: King bed, en-suite bathroom, flat-screen TV, private balcony with ocean viewbrbrGuest Bedroom: Two full-size beds, flat-screen TV, perfect for families or friendsbrbrThe entire condo was professionally decorated with new furniture, mattresses, and bedding for your comfort. You'll find it clean, bright, and welcoming.brbr Surroundings:brYou’ll be surrounded by palm trees, vibrant tropical plants, and the warm Florida sun. Spend your days relaxing on the private beach, grilling your catch of the day at the tiki hut, or spotting dolphins, manatees, and tropical birds right from the shore.brbrYou can also snorkel, kayak, or simply lounge with a book by the heated pool.brbrMore activities:brDolphin Research CenterbrTurtle Hospital TourbrAquarium Encounters brReef Snorkeling excursions brKayak and paddle boarding (I provide local vendors that deliver)brWorld Class fishing brDay Trip to Key West brbrbr More Options:brI also own 3 other listings at this same tropical paradise! If your dates are booked or you’re traveling with a group, check out VRBO listings #243758 and #227146.
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Exceptional(3)

$264.03

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Private Vacation Home

The Sandcastle Charming Ground-Level Duplex with Dock & Inch Beach Access in Key Colony Beach

Key Colony Beach, Florida, United States

The Sandcastle is a brand new vacation rental in Key Colony Beach! Come enjoy your next Keys getaway in this great 2bed/1bah half duplex! brbrWelcome to your tropical retreat in Key Colony Beach! This charming 2-bedroom, 1-bathroom ground level half duplex is a waterfront haven, offering a perfect blend of comfort and coastal living. Nestled in the heart of Key Colony Beach, this property provides not only a cozy residence but also exclusive dockage for your boat, allowing you to explore ...the azure waters at your leisure.brbrThe living space is designed for relaxation, with comfortable furnishings and a soothing color palette that reflects the surrounding ocean hues. The open floor plan seamlessly connects the living area to the well-appointed kitchen, equipped with modern appliances and everything you need to whip up delicious meals.brbrThe two bedrooms are thoughtfully arranged to offer a peaceful retreat after a day of sun and sea. Both the master bedroom and guest bedroom have queen beds. The full bath is located in the hall for convenience. The dock is right out back with a fish cleaning station. You may bring up to a 30ft boat.brbrAdditionally, you'll have convenient access to Inch Beach, allowing you to sink your toes into the soft sands and bask in the Florida sun.brbrThis Key Colony Beach half duplex offers a perfect blend of island living and modern convenience, making it an ideal getaway for those seeking a peaceful retreat with easy access to the beauty of the Florida Keys.brbrNeed more space for family Check out other listings on same street: Keys Breeze, Tropical Breezes, Mermaid Magic & A Cut AbovebrbrNo RV's, campers or motorhomes. This property can hold up to 4 vehicles if no trailers, if bringing a trailer, then 1 trailer and up to 3 vehicles will fit.There is optional storage through Key Colony Beach City Hall for $100 per week located on 8th street. City of Key Colony Beach only allows one trailer per property.brbrPlease note that if you plan on bringing or renting a boat, jet skis or other water crafts, we can only guarantee that one will fit at the dock. Please make sure to confirm the dock size, space for trailer parking and if more than one vessel is allowed. This property allows One boat & One trailer only.brbrThis property is Not pet friendly so pets are not allowed on the property. Failure to adhere to this rule will result in a charge up to $500 and vacate without a refund.brbrConcierge Services - Enhance your stay with our concierge services, designed to create a seamless and memorable Florida Keys experience. Our concierge agent, Kasey Platt, can assist with everything from private boat charters, snorkeling, fishing trips, and eco-tours to in-home massages, private chefs, and unique entertainment like fire shows or dancers. She can also help arrange grocery deliveries, kayak or fishing gear rentals, charcuterie boards, and more.brbrBorn and raised in Marathon, Kasey has strong local connections, allowing for personalized recommendations and exclusive experiences. More details on available services and how to coordinate them are shared with guests after booking. If you have any questions in advance, please let us knowwe're happy to help! brbrVacation Rentals of the Florida Keys (Vrotfk) has Terms and Conditions that apply to this property and all properties we manage. By booking this propertywhether directly with us or through a third party siteyou and your party expressly agree to these Terms and Conditions. A deposit or completed booking serves as acknowledgment and acceptance of these terms. After your reservation is confirmed, the Terms and Conditions will be sent to you via an e-sign document, which is required to be completed. If the e-sign is not completed, access to the virtual guidebook and arrival details will not be provided. Please feel free to reach out with any questions. Additionally, we will request certain information that third-party sites may not collect, as we are required to have specific details on file per company policy and local city regulations.brbrThings to Note:brbr- License #: brbr- Must be 25 years or older to book and must be present for the entire staybrbr- 4 guests: Max occupancy reflects the number of guests allowed per city regulations and does not guarantee sleeping accommodations for that numberplease review the bed description carefullybrbr- Check-in: 4:00 PM on the day of arrival brbr- Check-out: 10:00 AM on the day of departurebrbr- Dockage is available at this property; please verify maximum boat size and dockage details with the property manager prior to booking brbr- This property is not pet friendly brbr- Vacation Rentals of the Florida Keys provides a complimentary starter set of items, including soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent. Guests are responsible for providing additional supplies for the remainder of their stay. Starter items are typically located in the bathrooms, at the kitchen sink, and in the laundry area.brbrAmenities Include:brbr- Air Conditioning: yes - centralbrbr- Kitchen: yesbrbr- Private Entrance: Inch Beach accessbrbr- Bed Size 1st/Master: kingbrbr- Bed Size 2nd Rm: queenbrbr- Child Friendly: yesbrbr- Coffee Maker: yesbrbr- Dockage: yes up to 30ftbrbr- Bbq Grill: propanebrbr- Internet Access: wifibrbr- Micro/Dishwash/Disp.: yesbrbr- Refrig And Ice Maker: yesbrbr- Stove/Oven Elec/Gas: electricbrbr- TV Cable/Satellite: xfinity cablebrbr- View: canal/waterfrontbrbr- washer dryer: in unitbrbr
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Exceptional(8)

$413.84

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Private Vacation Home

Coral Cottage Come enjoy our sparkling piece of Paradise in Key Colony Beach!

Key Colony Beach, Florida, United States

Welcome to our little piece of paradise! This canal front jewel comes with three bedrooms: a King Bed, a Queen bed, and a Full bed, complete with soft premium sheets and towels for your comfort, and two baths with spacious showers! Should you be traveling with or by boat, the 24,000 lb boat lift will keep your vessel safe and secure while you enjoy easy access to both Gulf and Ocean sides of the island. The T-Dock will accommodate up to a 50 foot boat. For your time off the water, out of the pool, or away from the included Cabana Club, you’ll find a well equipped kitchen with all the small appliances and pans you’ll need for your home away from home. The cupboards are stocked with all the dish and glassware you could need for entertaining. The house also comes with a large outdoor charcoal grill, three bikes and a stand up paddle board for exploring. Our well equipped vacation home offers everything you’ll need for a comfortable stay. You'll find all the necessary amenities like central air, a tankless hot water system for endless warm showers, whole house water softener, full sized top loading washer and dryer, dishwasher, microwave, iron and ironing board and two Dyson vacuums. Outside, Coral Cottage is located just across the street from the Par 3 golf course, pickleball and tennis courts, basketball court and children’s playground. The dog park for those traveling with furry friends is just steps away. Three restaurants, plus the Cabana Club Grill are right in the neighborhood. Sunsets at nearby Sunset Park are a must see! Whether you're relaxing in the cozy living area, enjoying the privacy of the screened porch, or exploring the nearby attractions, this property is the perfect home away from home. As the owners, we want to ensure you love KCB as much as we do, and are available to make recommendations for places to go and things to see! Come on down, we’d love to have you stay!
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Exceptional(10)

$1022.45

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Private Vacation Home

P18 - Spectacular 4 bedroom home with dockage and oversized private pool in Key Colony!

Key Colony Beach, Florida, United States

This lovely 4 bedroom, 4 bath home is located in the highly desirable area of Key Colony Beach. brbr- Maximum Occupancy: 10 adultsbrbr(*children of any age, including infants, count toward occupancy)brbr- No day guests or visitors allowed above the advertised max. occupancy. brbr- 4 bedrooms - 3 rooms with King Beds, 1 room with 2 Queen Bedsbrbr- 4 bathroomsbrbr- Linens providedbrbr- Parking 3 cars + 1 trailerbrbr- 36 ft. of deep water dockage (*strict 1 boat max.)brbr**Boat lift is Not available for guest use. brbr- Bait Freezer + Fish Cleaning Stationbrbr- Private Heat Optional Pool - *Pool Heat is available Nov 1 - April 30 brbr- Bubbling Spa attached to pool - heat max is 87 degrees and heated Nov 1 - April 30 only. brbr- Gas Grillbrbr- Commercial Ice Machinebrbr- Tiki Hutbrbr- Wi-Fibrbr- Washer / Dryerbrbr- All Bed and Bath Linens provided includes Beach towelsbrbr- Not Pet FriendlybrbrTo view a detailed price quote, enter your travel dates in the availability calendar.brbrRefundable Security Deposit: $500brbrOptional Pool Heat: $200 per weekbrbrThis property is professionally managed by American Coastal Vacation Rentals, Llc.brbrThird party bookings are subject to increase rates and third party service fees.brbrCancellation Policy ~ All cancellations are subject to a $250 cancellation fee. brbrWe have a strict 90-day cancellation policy. There are no cancellations, switching of homes or changing of dates within 90 days of the arrival date. The following fees are nonrefundable for reservations cancelled within 90 days of arrival: security deposit, reservation fee, processing fee, and any partial rental payments. brbrAll funds collected are nonrefundable for cancellations within 30 days of arrival.brbrThe guest named on the rental agreement is the only one who may cancel the reservation.brbrFor the safety and security of our guests and the property, be advised that exterior security cameras are installed on the premises. These cameras are located outside the home and monitor the exterior areas only (e. g. , driveway, front door, backyard). There are NO cameras inside the home.brbrSecurity cameras are strictly for security purposes and to ensure guest and property safety. brbrThey do not interfere with guest privacy.brbrBy booking this property, you acknowledge and agree to the presence of these exterior security cameras.brbrAmenities Include:brbr- Balcony: Yesbrbr- Bbq Grill: Yesbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Kingbrbr- Bed Size 3rd Rm: Kingbrbr- Bed Size 4th Rm: 2 Queensbrbr- Internet Access: Yesbrbr- Patio: Yesbrbr- View: Canalbrbr- washer dryer: Yesbrbr- Pool: Yesbrbr- Grill: Yesbrbr- Bait Freezer: Yesbrbr- Dockage Available: Yesbrbr- Canal Front: Yesbrbr
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Exceptional(55)

$531.97

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Private Vacation Home

Peaceful canal-front 3/3 Single-Family Home w/ Private Pool & Cabana Club Access

Key Colony Beach, Florida, United States

Welcome to Blue Heron House, your private canal-front escape in the heart of Key Colony Beach. This ground-level, single-family home offers 3 bedrooms and 3 bathrooms and is tucked away in a quiet, safe, and walkable neighborhood—perfect for unwinding and enjoying island life.brbrThe home sits on a deep, wide canal with a 75-ft dock (45 ft of usable boat dockage due to the boat lift) and provides quick access to the Vaca Cut Bridge. From here, both the Atlantic and Gulf are just minutes away, making it an ideal location for boating, fishing, and diving. The dock is equipped with a fish-cleaning station, running water, and an umbrella for added convenience.brbrThis east-facing home features a private heated pool, barbecue grill, and a fully equipped kitchen—everything you need for relaxing days at home. Guests also enjoy access to The Cabana Club, which offers a large pool, hot tub, sandy beach, as well as an on-site restaurant and bar.brbrKey Colony Beach is a peaceful, friendly community with easy walkability and access to public tennis, pickleball, and basketball courts, along with a Par-3 golf course. For your enjoyment, the home includes kayaks, tennis rackets, pickleball paddles, and family board games.brbrRentals are typically Saturday to Saturday, with flexible dates available between September and December.
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Exceptional(33)

$198.48

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Private Vacation Home

Neat as a Pin - Private Pool club, 37 ft Dock. Porch, Great Boating Access!

Key Colony Beach, Florida, United States

This ground level 1/2 duplex is perfect for a family. Mostly new amenities in this renovated home and a reservation comes with free access to a private pool and ocean-front beach club nearby.brIt is neat and clean with full a fully stocked kitchen, comfortable beds(3), Dock space of 37 feet(mostly on a step-down dock) and easy boating access to the Atlantic and Gulf.brbrNOTE: This home is FOR SALE and we will honor reservations made at least, through the end of November 2026.br brBrand new and quiet hurricane windows, doors and sliding glass door is installed in January 2023 br brCABANA CLUB included with your stay. This is a Private Pool club with an Ocean-front Beach, lounge chairs, tables, a full service bar and food & drinks available.brbr** Most pets allowed.... please inquire first** br brInsidebr Full kitchen and open air living room layout with sliding glass door looks out a wide br canal. Frequent visitors include manatees, egrets, flocks of Ibis, pelicans, local fish and br the occasional tarpon and sharks. Yes you can fish in the canal and fishing poles may be available. br Kitchen has a full set of appliances and new Keurig and drip style coffee makers.br br brWIFI, satelite TVbr Master bedroom has a queen size bed and a private master bathroombr 2nd bedroom has 2 Queen size beds and private bathroombrbrOutsidebr Back porch is extra wide and a roof for extra protection and shadebr Step-down dock with fish table -37 feet of dock space total but more may be br available. br Bait Freezer, Water and electric, shared fish table br Gas Grill with propanebr Plenty of parking in front and room for a boat trailer(1 trailer allowed)br Linens, towels comforters, pillows all provided as well as a full kitchenbr with pots, pans, dishes etc... brMicro, Fridge, Dishwasher, Toaster, Blender, Keurig and drip coffee makersbrbrKey Colony Beach has many visitors coming back year after year - with quiet streets, bike paths, an ocean-front park, 2 to 3 restaurants within walking distance it has everything for a great vacation!
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Exceptional(25)

$547.49

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Private Vacation Home

Key Colony Oasis - Waterfront 5BR + Private Pool

KEY COLONY BEACH, Florida, United States

Welcome to your own slice of Keys paradise: a contemporary, Mediterranean‑inspired canal‑front estate where indoor elegance meets resort‑style outdoor living. Designed in 2015 for effortless gatherings and laid‑back luxury, the home offers ~3,600 sq ft of air‑conditioned space, five private bedrooms, and a palm‑draped backyard with heated pool, and 30 foot dock with 80 foot lot line.brbrHighlights at a Glancebrbr* 5 spacious bedrooms / 4.5 designer baths – 4 king bedrooms 2 on the first floor and 2 on the second floor, and a cheerful twin room perfect for kids on the 2nd floor.brResort‑style heated pool, sun loungers, and lush tropical landscaping.brbr* Private dock brbr* Kitchen – quartz counters, stainless appliances, island prep sink, breakfast bar seating for four, and a bright breakfast nook overlooking the pool.brbr* Multiple balconies & covered lanai – dine alfresco under ceiling fans, fire up the gas grill, or sip sunset cocktails while manatees meander by.brbr* Pet‑friendly, high‑speed Wi‑Fi, full laundry room, parking for trailers & multiple vehicles.brbrThe Spacebrbr* Grand Entry & Living AreasbrA paver driveway and arched portico set the stage. Inside, travertine floors flow beneath a sweeping staircase and double‑height windows that flood the great room with Florida sunshine. The open plan connects living, dining, and kitchen spaces so the whole crew can laugh, cook, and relax together.brbr* Kitchen & DiningbrStocked for serious cooks, the kitchen boasts a four‑burner range, French‑door fridge, and two ovens. A glass‑top dining table seats eight beneath a modern chandelier, while the breakfast nook and pool‑view bar keep casual meals close to the action.brbr* Bedroom SuitesbrbrPrimary King Suite (Ground level): Private balcony, spa bath with jetted tub, walk‑in rainfall shower, dual vanities, and separate water closet.brSecond King Suite (upper level): Canal‑view balcony, en‑suite bath with frameless glass shower.brThird King Suite (upper level): Direct pool access, en‑suite bath with step‑in shower.brKing Guest Room (ground level): full Bath brTwin Room (upper level): Two twins, TV, balcony access – ideal for younger guests.brbrAll bedrooms feature luxury linens, smart TVs, blackout shades, and individual climate controls via whisper‑quiet mini‑splits.brbr* BathroomsbrFour full baths showcase mosaic accents, quartz counters, and rainfall fixtures; a convenient powder room serves common areas.brbr* Outdoor OasisbrStep through disappearing sliders to an entertainer’s dream: shaded lounge seating, alfresco dining for ten, and a summer kitchen with stainless grill. The heated pool invites lazy floats. Palm‑studded gardens light up at night for magical evenings under the stars.brbr* Anglers and boaters will love the 30 foot dock with 80 foot lot line, and quick access to both the Atlantic and the Gulf via nearby channels. Paddleboards and kayaks launch easily for sunrise explorations; a fish‑cleaning table and outdoor shower await your return.brbrExtras & Conveniencesbrbr* Whole‑home Wi‑Fi, cable/streaming TVsbr* Full laundry room with large‑capacity washer & dryerbr* Pack‑’n‑play, highchair, and baby gate on requestbr* Beach gear, pool floats, and board games providedbr* Driveway & garage parking for 4 + vehicles or trailersbr* Pet‑friendly (pre‑approval & fee required)br* Professionally cleaned & sanitized before every staybrbrLocationbrbr* Tucked on a quiet cul‑de‑sac in the heart of Marathon’s coveted Sombrero Beach neighborhood, the villa places you:brbr* ≈ 1.5 mi to Sombrero Beach – soft sand, volleyball courts, and legendary sunsetsbrMinutes to grocery stores, marinas, and waterfront diningbr50 mi to Key West for a fun day trip down the iconic Overseas HighwaybrSurrounded by world‑class dive sites, back‑country flats, and the famous Seven Mile BridgebrbrWhy You’ll Love ItbrbrWhether you’re planning a family reunion, a fishing getaway, or a sun‑soaked work‑from‑home escape, this property delivers the perfect blend of privacy, luxury, and location. Wake to pelicans gliding down the canal, spend afternoons snorkeling the reef or lounging by the pool.brbrPack your flip‑flops, gather your favorite people, and let this waterfront retreat become your new Keys tradition. Paradise is calling—answer it here!brbrPlease note: To ensure the best experience for our guests, certain amenities and services may incur modest additional charges. We strive to keep these costs minimal and transparent:brbr* Early Check-in if Available: $50;br* Late Check-out if Available: $50;br* Pet Fees: $100 per Pet, 3 Pet Max;br* Pool Heating Fee: $25 per night;br* Shipping Lost & Found: $100;br* Additional Guest Fee Above 8: $15 per Night;br* We kindly ask that our guests take care of the property during their stay. If additional cleaning is required beyond our standard service, an extra cleaning fee may apply. We appreciate your understanding and cooperation in helping us maintain a beautiful space for everyone to enjoy.
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Exceptional(2)

$602.64

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Condo

Fresh & Light Oceanfront Condo

Key Colony Beach, Florida, United States

Sunset Serenity Awaits: Elegant Oceanfront 2-Bedroom CondobrKCP #14: Your Perfect Coastal Escape brWelcome to KCP #14, a bright and airy 1754 sqft oceanfront condo that combines modern comfort with stunning views. Located on the 1st floor of an elevated mid-rise at Key Colony Point, this two-bedroom, 2.5-bath unit offers a blend of style, convenience, and breathtaking sunsets.brFeatures You’ll Love:br• Expansive Balcony: Enjoy 300 sqft of outdoor space perfect for sunset watching and alfresco dining.br• Modern Kitchen: Newly updated with sleek appliances and ample seating at the two-sided breakfast bar.br• Open Layout: Fresh tile flooring and paint enhance the open-concept dining area, kitchen, and living room.brLuxurious Bedrooms:br• Primary Suite: Features full open water views, direct balcony access, a large, remodeled bathroom with a walk-in shower and dual vanities, plus a walk-in closet.br• Guest Suite: Furnished with two queen beds and an ensuite bath with a walk-in shower for added comfort.brAdditional Features:br• Entryway: Convenient laundry room with a full-size washer and dryer to the left, and a powder room to the right.br• Parking: Reserved parking for one vehicle in the covered garage, with elevator or stair access to the unit.brbrbrbrOCEANFRONT CONDO • POOL • FISHING PIER • POCKET BEACHbrPrivate, peaceful and perfectly locatedbrYour laid-back Keys getaway starts here!!brbrbrbrRelax at our private 31-unit oceanfront community in the heart of Key Colony Beach, tucked in next to Sunset Park. Enjoy exclusive access to 3 acres of waterfront amenities just minutes from Marathon; dining, shopping, marinas, nature parks and activities.brbrbrbrPROPERTY HIGHLIGHTSbr• Oceanfront heated and chilled pool with hot tub br• Private fishing pier (permit included) + nighttime fishing lightsbr• Pocket Beach access + multiple waterfront lounging areasbr• Tennis/pickleball + basketball court (equipment provided)br• Oceanfront grills + tiki areabr• High-speed WiFi with 100+ cable channelsbrbrbrbrLOCATIONbr• Walking distance to several restaurants and parksbr• In the heart of the Florida Keys, Key Colony Beach is nestled in the middle of Marathonbr• 30 min to Islamorada or 1 hr to Key Westbr• Steps to boating, snorkeling, fishing and morebrbrbrbrEXTRASbr• Covered parking plus guest spots availablebr• Elevator access (select units) + luggage cartsbr• Bike and walker friendly areabrbrbrbrGOOD TO KNOWbr• 4–6 guests maxbr• 7-night minimum (Sat–Sat typically in-season, reach out for exceptions)br• No pets nor overnight boat dockingbrbrbrbrPERFECT FOR A LAID-BACK FLORIDA KEYS GETAWAY WITH INCREDIBLE OCEAN VIEWS ACROSS THE ENTIRE PROPERTY.
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Exceptional(61)

$1173.55

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Private Vacation Home

Water views... Sleeps 10, WI-FI, Waterfront, Quick Ocean access!

Key Colony Beach, Florida, United States

This amazing waterfront home presents a true entertainment oasis. This Key Colony gem provides endless fun in the sun. Whether you're fishing, boating around, or simply relaxing in your shimmering private pool with waterfall, your options here are endless. No need to worry about pesky bugs, there is a large screened-in lanai with a 46 outdoor TV. Grill out and dine on the covered lanai or by the pool. brbrInside, you’ll find exquisite furnishings. The property presents a roomy primary suite - as well as a huge ensuite bathroom. Unwind in the expansive great room, with 2 dining areas. The well-equipped kitchen provides ample counter space and a full suite of appliances. 1st floor also includes a full guest bathroom and a 2nd bedroom/office. The second floor has a 2nd guest suite with king bed, also a queen room and a double X-long twin room. Relax on the large balcony overlooking the pool and canal.brbrExtra perks include free high-speed WiFi, central AC, and washer/dryer.brbrIf you are looking for a fun day trip, you can visit several State Parks, including Bahia Honda and the National Key Deer Refuge Center. Be sure to explore the Seven Mile Bridge, and check out the sunsets from Mallory Square in Key West!brbrNearby Services and Dining Options:brbrCafe within 1 mile. Casual dining within 1 mile. Dine-in restaurant within 1 mile. Gas station within 2 miles. Supermarket within 6 miles.brbrPlaces to Visit During Your Stay: Sunset Park 0.3 miles, Florida Keys Aquarium Encounters 2.3 miles, Turtle Hospital 6.9 miles, Dolphin Research Center 6.9 miles, Seven Mile Bridge10.3 miles, Key Colony Beach Golf 0.8 miles, Marathon Community Park 6.7 miles, Sombrero Beach 7.2 miles.brbrThings to Know:brbrFree high-speed WiFi -- perfect for Zoom calls, remote work/schooling, streaming media.brbrI am also a Realtor for LoKation Real Estate, Cindy AlexanderbrbrCheck out my other home on VRBO. # 1988143brbrThis is a pet free/non-smoking property!brbrWe can't wait to welcome you into our Key Colony home. Please reach out with any questions or to book your stay in paradise!
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Exceptional(1)

$330.17

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Private Vacation Home

Flamingo Bay~ Pool, Cabana Club, 30' Dock!

Key Colony Beach, Florida, United States

KCB ~ Flamingo BaybrbrWelcome to your new home away from home in Key Colony Beach! This charming, newly renovated half-duplex features a stunning backyard oasis, complete with a paver patio and a refreshing concrete in-ground pool—ideal for entertaining and relaxation. The 30-foot concrete dock provides easy access to the open Atlantic, perfect for boating enthusiasts. Key Colony Beach has everything you need for a memorable getaway, and the Cabana Club is just steps away!br brbrProperty Highlights:brbr• Sleeps: 5br• Bedrooms: 2br• Bathrooms: 2br• Dock: 30' private dockage with water & power. Easy access to the open Atlantic, or minutes to the Gulf via Vaca cut.br• Pool: Private 11'x16' pool (heating available for a fee) . Pool towels are provided. br• Outdoor Amenities: 2 stand-up paddleboards available for guest use.br• Parking: 2-3 parking spaces for vehicles and trailer parking.br• Sleep in Comfort: Both bedrooms are equipped with ensuite bathrooms and Smart TV's for maximum comfort and privacy.br• Private Outdoor Space: Lush, tropical landscaping surrounds the backyard while you lounge by the pool deck in the many seating options, cook up the fresh catch of the day on the propane grill, or enjoy the outdoor dining area while basking in the sunny Florida Keys.br• Fully Equipped Kitchen: Cook with ease using modern appliances and ample space in the newly renovated kitchen and dining area.br brbrBedroom Breakdown: brbr• Bedroom 1: Queen Bed w/ en-suite Jack and Jill bathroom and Jacuzzi bathtubbr• Bedroom 2: Double Bed and Single Bed w/ en-suite bathroombr brbrInside the Home:brbrThe home boasts a bright open-concept living room, kitchen, and dining areas, with French doors that open to a paver patio, ideal for entertaining. The master suite offers a cozy queen bed and en-suite Jack and Jill style bathroom, while bedroom 2 is furnished with one single bed, one double bed and private en-suite bathroom. Smart TVs in both rooms.brbrOutdoor Oasis:brbrThe fabulous backyard oasis features a private in-ground concrete pool, perfect for warm days, and a spacious paver patio ideal for entertaining. A 30-foot dock provides direct access to the open Atlantic, perfect for boating, fishing, or launching paddleboards. Lush landscaping surrounds the area, which includes comfortable seating for socializing, along with a gas grill for outdoor cooking.brbrJust a short stroll away, guests can enjoy the Cabana Club, tennis courts, pickleball, a golf course, two playgrounds, restaurants, and a marina, making this outdoor space the ultimate retreat for relaxation and fun!br br••• Max occupancy is the number of occupants the City allows and does not guarantee to bed for that number. Please read the bed description thoroughly. This home has a maximum occupancy of 5 guests however we do have additional guest fees for parties over 4 in the amount of $15+ tax/night per additional guest, this includes children & infants.brbr••• Rentals are Saturday - Saturday during Peak and Holiday season, 7-night minimum.brbr••• If you plan on docking a boat, ensure to verify first that your boat will be able to dock appropriately. Should you notice a boat lift, be advised that it is not for guest use.brbr••• This home is not pet-friendlybrbr••• Pool heat is available at any time of the year for a fee of $250+ tax per week before the reservation start date. If requested after check-in, additional fees may apply.brbr••• Special Reminder: This property has exterior video cameras.br brSTR24-000745br brAmenitiesbrbrInside:brbr• Ground levelbr• Newly renovated interiorbr• Smart TV's in both bedrooms and living roombr• Keurig Coffee Makerbr• Hair Dryersbr• En-suite bathroomsbr• Pool towels providedbr• Linen and towels providedbrbrOutside:brbr• Washer and Dryer (located in separate outside entrance)br• Parking for Two Vehicles + Trailerbr• Private, heated pool (with fee)br• Cabana Club Access: Guests enjoy access to the exclusive beachside Cabana Club. Where a private beach, bars & restaurants await. Also enjoy exclusive access to the resort style pool & local gift shop. br• 2 stand-up paddleboardsbr• Bait Freezerbr• Propane Grillbr• Tropical landscaping on both sides of pool deck for privacybr• 30' Dock w/ water and power
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Exceptional(25)

$247

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Condo

Salt Life: Experience Coastal Luxury, 2BR KCB Condo W/ Breathtaking Ocean Views, Shared Pool & Beach

Key Colony Beach, Florida, United States

Key Colony Beach zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review additional policies below. brbr brbrWelcome to Salt Life, where coastal luxury meets unparalleled relaxation! brbr brbrImmerse yourself in the serenity of our brand-new oceanfront 2BR condo in Key Colony Beach, offering breathtaking views of the azure waters. This thoughtfully designed retreat invites you to experience the essence of beachfront living. Indulge in the beauty of sunrise and sunset from the comfort of your private balcony, where the panoramic ocean views create a mesmerizing backdrop. The stylishly furnished 2-bedroom condo provides a cozy haven, blending modern elegance with coastal charm. Take a refreshing dip in the shared pool, perfect for lazy afternoons basking in the Florida sun. When you're ready for some sand between your toes, step directly onto the beach from the property – your own slice of paradise awaits. Take a leisurely stroll to the pier (under construction) and indulge in the amazing views or some relaxing fishing. Conveniently located just over an hour from Key West, Salt Life offers the ideal balance of tranquility and accessibility. Whether you're seeking a romantic getaway or a family vacation, this oceanfront haven promises an unforgettable experience. Escape to the allure of Key Colony Beach and make Salt Life your home away from home. brbr brbrSLEEPS MAXIMUM OF 4 GUESTS (including children in cribs): brbr brbrBedroom 1: King Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV) brbr brbrBedroom 2: Two Twin Beds, Smart TV (no cable/satellite TV) brbr brbrLiving Room: Sofa with Pull Out Queen Bed, Two Chairs, Smart TV (no cable/satellite TV) brbr brbrKitchen: Nicely equipped (all things necessary to prepare and serve a meal) brbr brbrAMENITIES: brbr brbr- Community Heated Pool brbr brbr- Beach brbr brbr- Community Tiki Huts brbr brbr- Outdoor Seating brbr brbr- Drip Coffee Maker, Toaster, Blender brbr brbr- Covered parking for up to 2 vehicles. Boats, trailers and RV's not permitted brbr brbr- Elevator brbr brbr- Linen's and towels provided brbr brbr- Pier (currently under construction, no scheduled completion date) brbr brbrIMPORTANT POLICIES FOR YOUR STAY: brbr brbrRegistration Fee: HOA requires booking tenant to pay $15.00 per night (subject to change) registration fee. If not added at the time of booking, we will request it after booking. brbr brbrAge & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing. brbr brbrNo Pets: HOA strictly prohibits pets. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process. brbr brbrNo Smoking: Smoking is strictly prohibited on the premises. For the comfort and safety of all guests, please refrain from smoking while on the premises. brbr brbrMid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay. brbr brbrBoating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations. brbr brbrLocal Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure. brbr brbrConstruction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction. brbr brbrPhoto Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time. brbr brbrKCB Vacation Rental License STR25-000363
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Exceptional(2)

$542.91

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Condo

Cool & Clean Top Floor Remodeled Oceanfront Condo

Key Colony Beach, Florida, United States

Experience Sunset Serenity at KCP #34brWelcome to KCP #34, a recently remodeled oceanfront gem where luxury meets breathtaking views. This top-floor, single-level condo offers a stunning 1750 sqft of meticulously designed living space, with the sunset-facing balcony and open-concept layout making it a coveted retreat at Key Colony Point.brWhy You'll Love KCP #34:br• Top-Floor Perfection: Enjoy the unparalleled advantage of top-floor privacy in an elevator building. The open floor plan ensures ocean views from nearly every room, seamlessly blending the beauty of the outdoors with the comfort of indoors.br• Gourmet Kitchen: The heart of this condo is its show-stopping kitchen, featuring custom quartz countertops, a chic backsplash, high-end appliances, and an extra undercounter ice maker. The roomy breakfast bar and elegant dining area flow effortlessly into the spacious living room, creating a perfect space for entertaining or relaxing.br• Expansive Living Area: Bask in the huge open water views from the living room with two sleeper sofas, which opens to a spacious 300 sqft balcony. With ample seating and a serene ambiance, it's the ideal spot to watch boat traffic, marvel at the Marathon Lady, or simply enjoy a stunning sunset.br• Luxurious Bedrooms: Both bedrooms feature ensuite baths with large walk-in showers. The primary suite boasts a king bed and glass sliders leading to the balcony, while the guest suite offers two double beds and a TV, ensuring comfort and privacy for all guests.br• Convenience and Comfort: This condo is equipped with high-speed wireless internet, a powder room, and a laundry room. It comes well-stocked with bath towels, beach towels, bed linens, and all the kitchen essentials you might need. Reserved parking is available for one vehicle in the covered garage.brbrbrbrOCEANFRONT CONDO • POOL • FISHING PIER • POCKET BEACHbrPrivate, peaceful and perfectly locatedbrYour laid-back Keys getaway starts here!!brbrbrbrRelax at our private 31-unit oceanfront community in the heart of Key Colony Beach, tucked in next to Sunset Park. Enjoy exclusive access to 3 acres of waterfront amenities just minutes from Marathon; dining, shopping, marinas, nature parks and activities.brbrbrbrPROPERTY HIGHLIGHTSbr• Oceanfront heated and chilled pool with hot tub br• Private fishing pier (permit included) + nighttime fishing lightsbr• Pocket Beach access + multiple waterfront lounging areasbr• Tennis/pickleball + basketball court (equipment provided)br• Oceanfront grills + tiki areabr• High-speed WiFi with 100+ cable channelsbrbrbrbrLOCATIONbr• Walking distance to several restaurants and parksbr• In the heart of the Florida Keys, Key Colony Beach is nestled in the middle of Marathonbr• 30 min to Islamorada or 1 hr to Key Westbr• Steps to boating, snorkeling, fishing and morebrbrbrbrEXTRASbr• Covered parking plus guest spots availablebr• Elevator access (select units) + luggage cartsbr• Bike and walker friendly areabrbrbrbrGOOD TO KNOWbr• 4–6 guests maxbr• 7-night minimum (Sat–Sat typically in-season, reach out for exceptions)br• No pets nor overnight boat dockingbrbrbrbrPERFECT FOR A LAID-BACK FLORIDA KEYS GETAWAY WITH INCREDIBLE OCEAN VIEWS ACROSS THE ENTIRE PROPERTY.
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$463.66

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Private Vacation Home

2/1 House, Beach Club, 29 ft Boat Dock, Pet Friendly

Key Colony Beach, Florida, United States

Welcome to Your Perfect Getaway in Key Colony Beach, Marathon, Florida!brDiscover the ultimate vacation experience in our charming 2-bedroom, 1-bath waterfront retreat, ideally situated in the heart of the Florida Keys. This cozy, well-appointed vacation rental offers everything you need for a relaxing and memorable stay.brProperty Highlights:br    ⁃    Featuring two inviting bedrooms, 1 king, 1 queen, 1 pull-out couch, and one full bathroom, providing the perfect space for couples, families, or small groups of friends.br    ⁃    Step outside to your private backyard oasis right on the water. It's the perfect spot for sunbathing, enjoying morning coffee, or evening cocktails while soaking in the stunning views.br    ⁃    Spend quality time with loved ones around the fire pit or enjoy a delicious BBQ feast. The outdoor area is designed for relaxation and fun, making it ideal for creating lasting memories.br    ⁃    Only an hour away from the vibrant nightlife and attractions of Key West and just 30 minutes from the charming village of Islamorada, our location provides the perfect balance of tranquility and excitement.br    ⁃    Indulge in the local cuisine with an abundance of great restaurants and eateries nearby. From fresh seafood to international dishes, there's something to satisfy every palate.brWhether you're seeking adventure or a peaceful retreat, our Key Colony Beach vacation rental has it all. Book your stay today and create unforgettable memories in the beautiful Florida Keys!br-Enjoy the superb amenities like WiFi, Tiki Hut, fire place, hammock style swing. You can pack light with the washing machine and iron available. Ocean Access, trailer storage, walking distance to bars, restaurant's & beach clubs.
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Exceptional(90)

$363.05

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Condo

Private Beach Retreat! Luxurious Bedding, Relaxing Pool, Best Sunsets, Fast WiFi

Key Colony Beach, Florida, United States

Welcome to Thirty Three by The Sea - A Modern Condo in the Florida Keys!brbr Tropical Paradise: Dive into the magic of Key Colony Beach, where private sands and a heated pool await your relaxation. It's the perfect family-friendly destination with something for everyone!brbr Breathtaking Views: Our updated 2-bedroom, 2-bathroom condo promises a modern, comfortable, and picturesque stay. Wake up to stunning views and cherish both sunrise and sunset from our two spacious balconies.brbr ️ Master Bedroom: Rest peacefully on a King Size Bed, with an attached bathroom, a flatscreen TV, phone charging stations, and even white noise machines for a peaceful night's rest, plus your own balcony to savor private moments.brbr ️ Guest Bedroom: Choose between a cozy Queen bed and a Twin bed, with a separate full bathroom, phone charging stations, white noise machines, and a Smart TV for entertainment.brbr Modern Kitchen: The kitchen is fully equipped with modern amenities and cooking supplies, perfect for preparing everything from quick bites to gourmet meals.brbr Living Room: Unwind on comfy sofas and catch your favorite shows on the 55” Smart TV. Step onto the balcony to bask in the glow of a Florida Keys sunset.brbr Stay Connected: Stay connected with high-speed password protected Wi-Fi.brbr Year-round Bliss: Experience paradise year-round with delightful weather, including December and January with temperatures that set Key Colony Beach apart.brbr Resort-style Amenities: Our freshly landscaped complex offers more than just a heated pool. You'll find a tiki hut, gas grills, shuffleboard, and comfy lounge chairs. And, of course, the stunning sandy beach is just steps away.brbr Charming Third-floor Unit: Please note that there's no elevator, but the breathtaking ocean views and resort-style atmosphere make the experience more than worth it.brbr Endless Activities: Nearby, the options are endless. Engage in family-friendly activities like fishing charters, snorkeling, and visits to the Florida Keys Aquarium Encounters and the Dolphin Research Center. Explore parks and beaches, indulge in shopping, and dine at fantastic restaurants like Sparkys Landing, Island Fish Company, and Marathon Bagel.brbr Sunset Park: A 2-minute walk away, Sunset Park offers a perfect spot for breathtaking sunsets and tranquil waterfront moments.brbr Explore the Surroundings: Just outside Marathon Florida, discover the famous Sea Turtle Hospital, Coral Reefs, and the iconic 7 Mile Bridge. We’re conveniently situated between Key West and Islamorada, giving you endless options for vacation adventures.brbr⛳ Recreation Galore: If you’re up for some games, enjoy a 3-hole golf course, pickle ball, and bocce and tennis courts all located just up the street.brbrDiscover your slice of paradise at Thirty Three by The Sea. brBook now for an unforgettable Florida Keys getaway!
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$544.14

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Private Vacation Home

Cielo's Del Mar 1 - Pool/Dock/Beach Luxury in KCB

Key Colony Beach, Florida, United States

Summary:brbrCielo's Del Mar 1 is a luxurious new construction duplex home located within walking distance of Key Colony's best waterfront dining restaurants and beaches. This spacious home comes equipped with 40' of dockage, outdoor swimming pool, spacious balconies and plenty of games for enjoyment. The home was designed with vacation and relaxation in mind, it is the perfect place for family and friends to enjoy time together. Big families can rent both sides of the duplex home for larger gatherings!brbrbrbrThe Space:brbrSit back relax and enjoy the view from Cielo's Del Mar 1! This spacious and luxurious modern 3 bedroom 2.5 bathroom duplex home is the perfect place to enjoy your Florida Keys Vacation! Spend time outside by the pool soaking up the sun, playing games with friends and family and grilling up that fresh catch! This is the perfect home for a family or group getaway to The Florida Key's! Centrally located in Key Colony Beach with easy access to both the ocean and gulf makes it the ideal location for the avid angler or day boater. Each side of the duplex home has 3 bedroom's and 2.5 bathrooms, rent both sides for larger groups and enjoy the whole home!brbrbrbrThe second floor has an open floor plan combining the spacious kitchen and Livingroom into one. The kitchen features premium stainless steel appliances, dining room table and large kitchen island along with everything you need to prepare a home cooked meal during your stay. The living room has a 55 Samsung smart T.V with all your favorite streaming services included. Sit back and enjoy the entertainment in the large, comfortable electronically reclining sofa couch. Lots of natural light is provided through the large glass's windows and doors which provide a view and access to the spacious balcony overlooking the back yard. Off in the corner is the second floor half bath for guest use.brbrbrbrHead upstairs to the third floor and youll find the 3 spacious bedrooms, 2 full bathrooms and the guest laundry area. Bedroom one is the master bedroom with full ensuite bathroom, large closet and access to the large balcony. Bedroom 2 also has a large king bed and a balcony and shared bathroom with bedroom 3. Bedroom 3 has a bunk bed with queen on bottom and full on top, the room also has its own private balcony.brbrbrbrGuest Access:brbrGuests will have full access to their private side of the duplex home, outdoor balconies and patio with pool, as well as 40' of dockage located directly behind the home. Guests also have access to the Key Colony Beach Cabana Club for the duration of their stay which offers a private white sand beach and heated pool and jacuzzi.brbrbrbrThe Neighborhood:brbrKey Colony Beach is known for its relaxing, quiet, laid back atmosphere and white sand beaches. The Cabana club, Havana Jacks and the Key Colony Inn Restaurant as well as the Key Colony Marina are all within a short walking distance of Cielo's Del Mar and access/membership to The Cabana Club is INCLUDED with your reservation! There is a 9 hole par 3 golf course, pickle ball and shuffleboard courts for your use as well. Don't miss out on the sunset at Sunset Park!brbrbrbrGetting Around:brbrGetting around Key Colony Beach is easily done by walking, biking, or Golf cart if you choose to rent one at the property.brbrbrbrOther Things to Note:brbrKayaks and bikes for your use are included with your stay.brbr40' of dockage is included with your stay.brbrKey Colony Beach Cabana Club is located 5 minutes away and access/membership is included with your stay.brbrTrailer parking is available via reservation with The City of Key Colony Beach ( ask your agent for more information ).brbrThe speed limit in all of Key Colony Beach is 25 miles per hour. Do not speed, you will be ticketed. brbrHelmets are required when riding bikes if under 18.brbrPet fee: $200 per pet, plus taxes and processing fees. Maximum of two pets per reservation.brbrPool heating fee: $200 per week plus taxes and fees.brbrPlease inform us upon confirmation of reservation if you will be bringing a pet or would like pool heat added by selecting the options on your rental agreement.brbrbrbrInteraction with Guests:brbrGuests will have the entire home to themselves. A local vacation rental agent is available 24/7 to assist you during your stay should you need anything.
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Exceptional(70)

$311.85

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Rare private tropical island beach, watch Sea Isle #8 on YouTube - link below

Key Colony Beach, Florida, United States

APRIL 2026 DISCOUNT!brVIDEO: copy this link, then choose paste and go on the address/url line of your browser:brbrhttps://www.youtube.com/watch v=rSpVAf6yAq4brbrOr go to YouTube and search Sea Isle #8 (including quotation marks)brbrRare private tropical island beach with a turquoise ocean and areas for basking under the palms. Our island boasts magical sunrises, sundrenched views, and breathtaking sunsets.brbrOceanview, open concept, 2 bed, 2 bath residential condo just steps away from the pool and sea. Available for weekly and monthly* rentals.brbr* Rentals of four or more weeks will receive 10% discountbrbrWhy rent our condo brbr- Private heated pool br- Private beachbr- Boats, kayaks, and paddleboards available to rent nearbybr- Walking, running, or biking in KCB with no worry about traffic (numerous bike rentals nearby)br- Fishing (charters in Key Colony Beach and Marathon, reef fishing on the Marathon Ladybr- Golf in walking distancebr- Tennis and pickleball courts in walking distancebr- Bocce ball in walking distancebr- Shuffleboard and cornhole on sitebr- Propane grills br- Tiki with tables oceansidebr- Watch sunrise over the ocean on the beach right outside br- Watch sunset at Sunset Park just yards away br- Restaurants are numerous in KCB and Marathon with great happy hour discounts on food and beverage.br- Two bedroomsbr- Two bathrooms (walk in shower in one, shower/tub in other)br- Flat screen TVs in living room and both bedroomsbr- Secure wifi in unit (SSID and password supplied)br- Open wifi outsidebr- Smoke free condo and building, designated smoking areas on propertybrbrRentals are SATURDAY to SATURDAY (flexible in off peak periods) and limited by KCB law to FOUR persons, including infants. Other check in/out days could be arranged but could impact the rate. Check in is at 4 PM and check out is by 10 AM. SMOKING IS PROHIBITED in the condo and on the balcony, and is permitted only in designated areas on the Sea Isle grounds. We do not allow fish cleaning in the condo. No pets are allowed. Thank you for considering us, You won't be disappointed!
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