Jayne's Cottages

newpropertylistings

New Property Listings

Explore our most recently added cottage rentals and vacation home listings.

Alternate pricing options are available for some properties. Keep an eye out for clickable prices to see the other options!

LAKE SIMCOE

Chateau Lake Simcoe

Location: Cottage in Innisfil

From C$18,000 /Week
    ( plus taxes and fees )

    CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that seats 12, inground 40'…...

    Experience life on the lake with this prestigious 4 bedroom, 5 bath lake house on the beautiful shores of Lake Simcoe. Featured on the cover of Goodlife Magazine, this methodically designed home is sure to please friends and family in any season!

    Book Now
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    • 4.5

    Chateau Lake Simcoe

    CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that seats 12, inground 40'…

    Bedrooms 4
    Bathrooms 4.5
    # of Guests 8
    Pet Friendly? No

    Sandybeach Cottage

    Location: Cottage in Penetanguishene

    From C$17,600 /Week
      ( plus taxes and fees )

      SANDYBEACH COTTAGE AREA Located in Tiny Township on Georgian Bay, 20 minutes to Midland, 90 minutes to Toronto, and 1 hour to the Blue Mountains ski resort. PROPERTY SANDYBEACH COTTAGE - Beautiful private beach on level land and shallow entry into Georgian Bay. Circular driveway to cottage with double garage, lawn with kids play-structure and multiple seating areas including deck overlooking the lake. INTERIOR COTTAGE MAIN LEVEL KITCHEN High-end appliances,…...

      Large and welcoming beach house on the Tiny Beaches of Georgian Bay with privacy, a beautiful waterfront, clear water and stunning views!

      Book Now
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      • 4

      Sandybeach Cottage

      SANDYBEACH COTTAGE AREA Located in Tiny Township on Georgian Bay, 20 minutes to Midland, 90 minutes to Toronto, and 1 hour to the Blue Mountains ski resort. PROPERTY SANDYBEACH COTTAGE - Beautiful private beach on level land and shallow entry into Georgian Bay. Circular driveway to cottage with double garage, lawn with kids play-structure and multiple seating areas including deck overlooking the lake. INTERIOR COTTAGE MAIN LEVEL KITCHEN High-end appliances,…

      Bedrooms 9
      Bathrooms 4
      # of Guests 16
      Pet Friendly? No

      Deer Crossing Naples

      Location: Condo in Naples

      From C$17,500 /Week
        ( plus taxes and fees )

        DEER CROSSING NAPLES AREA Perfectly situated between Naples and Marco Island. Only 15 minutes to downtown Naples and 15 minutes to downtown Marco Island. Another 20 minutes will bring you to the beach, Naples pier! INTERIOR MAIN LEVEL KITCHEN This bright kitchen features stainless steel appliances and a breakfast table for 4. DINING ROOM Open-concept dining room with seating for 6. GREAT ROOM Features a sofa, 4 armchairs and provides…...

        Beautiful Florida oasis nestled between Naples and Marco Island. Boasting the best amenities that South West Florida has to offer including access to multiple pools, tennis courts, golf courses, restaurants and so much more!

        Book Now
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        Deer Crossing Naples

        DEER CROSSING NAPLES AREA Perfectly situated between Naples and Marco Island. Only 15 minutes to downtown Naples and 15 minutes to downtown Marco Island. Another 20 minutes will bring you to the beach, Naples pier! INTERIOR MAIN LEVEL KITCHEN This bright kitchen features stainless steel appliances and a breakfast table for 4. DINING ROOM Open-concept dining room with seating for 6. GREAT ROOM Features a sofa, 4 armchairs and provides…

        Bedrooms 2
        Bathrooms 2
        # of Guests 4
        Pet Friendly? No

        Ocean Eyes

        Location: Villa in Fort Lauderdale

        From C$17,500 /Week
          ( plus taxes and fees )

          Ocean Eyes AREA Located within a quiet cul-de-sac just east of Hugh Taylor Birch State Park. Easy 1 -minute walk to one of Florida's most gorgeous oceanfront beaches. PROPERTY Ocean Eyes Great backyard fun for multiple uses. Full-fenced yard for great privacy when enjoying the large heated pool, multiple lounge areas, and patio dining table for 8, enjoy sun and shade with the retractable awning. INTERIOR VILLA MAIN LEVEL KITCHEN…...

          Best of both worlds with this 4 bed, 3 bath property. Enjoy fun and sun on one of the most famous beaches in Ft Lauderdale, just steps from this 4 bed, 3 bath residence, or sit back and enjoy privacy in the back yard oasis with heated pool and grill

          Book Now
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          Ocean Eyes

          Ocean Eyes AREA Located within a quiet cul-de-sac just east of Hugh Taylor Birch State Park. Easy 1 -minute walk to one of Florida's most gorgeous oceanfront beaches. PROPERTY Ocean Eyes Great backyard fun for multiple uses. Full-fenced yard for great privacy when enjoying the large heated pool, multiple lounge areas, and patio dining table for 8, enjoy sun and shade with the retractable awning. INTERIOR VILLA MAIN LEVEL KITCHEN…

          Bedrooms 4
          Bathrooms 3
          # of Guests 12
          Pet Friendly? No

          Sandy Shore

          Location: Villa in Fort Lauderdale

          From C$17,500 /Week
            ( plus taxes and fees )

            Surf and Turf AREA One of the most desirable neighbourhoods, sitting on the famous Atlantic Boulevard between A1A and the well-known Fort Lauderdale beach. Literally a 1-minute walk to the beach. PROPERTY Surf and Turf - The quintessential beachside home with lovely gardens that provide the perfect mix of open social areas, and tranquil private areas. BBQ with dining table, lounge chairs, hot tub and fire pit. INTERIOR MAIN VILLA…...

            Quiet residential 2 bed, 2 bath home located just 1 block back from the Oceanfront beach. ** Surf and Turf and Sandy Shore are right next to one another and often rented together as a compound. **

            Book Now
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            Sandy Shore

            Surf and Turf AREA One of the most desirable neighbourhoods, sitting on the famous Atlantic Boulevard between A1A and the well-known Fort Lauderdale beach. Literally a 1-minute walk to the beach. PROPERTY Surf and Turf - The quintessential beachside home with lovely gardens that provide the perfect mix of open social areas, and tranquil private areas. BBQ with dining table, lounge chairs, hot tub and fire pit. INTERIOR MAIN VILLA…

            Bedrooms 2
            Bathrooms 2
            # of Guests 8
            Pet Friendly? No

            Captain’s Lair

            Location: Villa in Fort Lauderdale

            From C$17,500 /Week
              ( plus taxes and fees )

              Captain's Lair AREA South Florida - steps away from the cruise port, beach, restaurants, and shopping PROPERTY Captain's Lair A private backyard oasis to enjoy family and friends. Unwind and enjoy the heated swimming pool and 3 lounge areas. Take advantage of the outdoor covered kitchen, complete with grill with sink, griddle and 2 burners and dining table to seat 6. INTERIOR MAIN VILLA MAIN LEVEL Large residence in private…...

              Tucked in the very private Harbor Beach neighbourhood with its lavish tropical landscaping and luscious back yard oasis. A large home with a Spanish flare. Located just 10 minute walk to Fort Lauderdale Beach

              Book Now
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              Captain’s Lair

              Captain's Lair AREA South Florida - steps away from the cruise port, beach, restaurants, and shopping PROPERTY Captain's Lair A private backyard oasis to enjoy family and friends. Unwind and enjoy the heated swimming pool and 3 lounge areas. Take advantage of the outdoor covered kitchen, complete with grill with sink, griddle and 2 burners and dining table to seat 6. INTERIOR MAIN VILLA MAIN LEVEL Large residence in private…

              Bedrooms 6
              Bathrooms 4
              # of Guests 16
              Pet Friendly? No

              High Tide

              Location: Villa in Fort Lauderdale

              From C$17,500 /Week
                ( plus taxes and fees )

                High Tide AREA Directly on the inlet of Stranahan River, the Yachting Capital of the World. 15 minutes was to Oceanfront Beach. Numerous shops and restaurants are in this upscale area. High Tide PROPERTY Stunning landscape from the private beach and Oceanside deck featuring a fire pit, views, fish, kayak Watch the cruise ships from the comfort of the living room or your private Oceanside deck. multiple outdoor seating areas…...

                Modern Coastal 3 story villa. Watch as the yachting capital of the world reveals itself though floor to ceiling windows, from the heated pool, the deck featuring a fire pit or the private beach*. One of Ft Lauderdale's most exclusive neighborhoods.

                Book Now
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                High Tide

                High Tide AREA Directly on the inlet of Stranahan River, the Yachting Capital of the World. 15 minutes was to Oceanfront Beach. Numerous shops and restaurants are in this upscale area. High Tide PROPERTY Stunning landscape from the private beach and Oceanside deck featuring a fire pit, views, fish, kayak Watch the cruise ships from the comfort of the living room or your private Oceanside deck. multiple outdoor seating areas…

                Bedrooms 6
                Bathrooms 7
                # of Guests 16
                Pet Friendly? No

                Pacific Pearl

                Location: Villa in Fort Lauderdale

                From C$17,500 /Week
                  ( plus taxes and fees )

                  Pacific Pearl AREA Las Olas Boulevard in the heart of Fort Lauderdale. At the forefront of everything from fashion boutiques and art galleries to memorable restaurants, sidewalk cafes and bars. Easy walk to the stunning Las Olas Beach and the famous Merle Fogg Park. PROPERTY Pacific Pearl Enjoy the outdoor pool with a hot tub heated 24/7 year round. Outdoor living at its best with a lounge area, covered patio…...

                  Outstanding 5 bed, 5 bath modern contemporary coastal villa with gated entry. Take in the intracoastal views from five balconies, heated pool and through floor to ceiling living room windows.

                  Book Now
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                  Pacific Pearl

                  Pacific Pearl AREA Las Olas Boulevard in the heart of Fort Lauderdale. At the forefront of everything from fashion boutiques and art galleries to memorable restaurants, sidewalk cafes and bars. Easy walk to the stunning Las Olas Beach and the famous Merle Fogg Park. PROPERTY Pacific Pearl Enjoy the outdoor pool with a hot tub heated 24/7 year round. Outdoor living at its best with a lounge area, covered patio…

                  Bedrooms 5
                  Bathrooms 5
                  # of Guests 14
                  Pet Friendly? No

                  Paradise Found

                  Location: Villa in Fort Lauderdale

                  From C$17,500 /Week
                    ( plus taxes and fees )

                    Paradise Found AREA Located in one of the most sought-after beach neighbourhoods within a short distance of all the top restaurants, bars and shopping. A short 10-minute walk or a 2-minute golf cart ride to the beach. PROPERTY Paradise Found Quaint villa nestled in a tropical garden with a heated pool, outdoor lounge area with fire pit, outdoor dining table and multiple breezy verandas with seating. INTERIOR VILLA MAIN LEVEL…...

                    Quintessential Florida Keys style villa updated with modern fixtures, breezy verandas, and towering ceilings. Unwind in the heated pool nestled in a tropical garden. Relish the serenity of this most sought-after neighborhoods in beach proximity.

                    Book Now
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                    Paradise Found

                    Paradise Found AREA Located in one of the most sought-after beach neighbourhoods within a short distance of all the top restaurants, bars and shopping. A short 10-minute walk or a 2-minute golf cart ride to the beach. PROPERTY Paradise Found Quaint villa nestled in a tropical garden with a heated pool, outdoor lounge area with fire pit, outdoor dining table and multiple breezy verandas with seating. INTERIOR VILLA MAIN LEVEL…

                    Bedrooms 5
                    Bathrooms 5
                    # of Guests 14
                    Pet Friendly? No

                    Early Retirement

                    Location: Villa in Palm Beach

                    From C$17,500 /Week
                      ( plus taxes and fees )

                      Early Retirement  AREA PROPERTY Early Retirement  This Registered Historic residence from 1923 with dual living areas offers 2 bedrooms with sitting areas w/TV, Pool house with 2 bedrooms, back yard sunroom lounge, heated pool and hot tub. INTERIOR VILLA MAIN LEVEL KITCHEN Bright, clean kitchen with ample counter space, SS appliances, gas stove and stone countertops. DINING ROOM a designated area with plenty of space, seating for 8 with a…...

                      This historic Spanish revival style residence is nestled in the picturesque Grandview Heights, just a nine-minute drive from the beach. Tranquil views of the backyard and heated pool from the large sunroom.

                      Book Now
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                      Early Retirement

                      Early Retirement  AREA PROPERTY Early Retirement  This Registered Historic residence from 1923 with dual living areas offers 2 bedrooms with sitting areas w/TV, Pool house with 2 bedrooms, back yard sunroom lounge, heated pool and hot tub. INTERIOR VILLA MAIN LEVEL KITCHEN Bright, clean kitchen with ample counter space, SS appliances, gas stove and stone countertops. DINING ROOM a designated area with plenty of space, seating for 8 with a…

                      Bedrooms 4
                      Bathrooms 3
                      # of Guests 12
                      Pet Friendly? No

                      Home Key

                      Location: Villa in Fort Lauderdale

                      From C$17,500 /Week
                        ( plus taxes and fees )

                        Home Key AREA This sought-after neighbourhood is home to many fine restaurants, shopping and bars. Just a short 10-minute walk or 2 minute golf cart ride to the beach. PROPERTY Home Key Designed for tranquillity. The floor-to-ceiling windows in the ample living area and two bedrooms let in maximum natural light. Spacious rooms with comfort in mind. Calm and serene palette with a tasteful design. INTERIOR VILLA MAIN LEVEL KITCHEN…...

                        Modern ranch 4 bedroom, 3 bath in the sought after neighbourhood of Harbour Inlet. Floor to ceiling windows with multiple walk-outs to private back yard oasis, heated pool and outdoor dining.

                        Book Now
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                        Home Key

                        Home Key AREA This sought-after neighbourhood is home to many fine restaurants, shopping and bars. Just a short 10-minute walk or 2 minute golf cart ride to the beach. PROPERTY Home Key Designed for tranquillity. The floor-to-ceiling windows in the ample living area and two bedrooms let in maximum natural light. Spacious rooms with comfort in mind. Calm and serene palette with a tasteful design. INTERIOR VILLA MAIN LEVEL KITCHEN…

                        Bedrooms 4
                        Bathrooms 3
                        # of Guests 12
                        Pet Friendly? No

                        Sunshine State of Mind

                        Location: Villa in Fort Lauderdale

                        From C$17,500 /Week
                          ( plus taxes and fees )

                          Sunshine State of Mind AREA Nestled in the middle of Nurmi Isles just off the picturesque Las Olas Blvd leading from downtown (with its galleries, boutiques and restaurants) towards the Ocean PROPERTY Sunshine State of Mind Directly on the canal with convenience for your boating needs and great fishing. Enjoy the heated pool and hot tub, 3 outdoor lounging areas and the perfect retreat, the covered patio which features a…...

                          Mediterranean chic with a hint of glam. This two-story villa, 7 bed, 5 bath features double height living, dining and family rooms, views to the scenic waterfront tranquility and the heated pool.

                          Book Now
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                          Sunshine State of Mind

                          Sunshine State of Mind AREA Nestled in the middle of Nurmi Isles just off the picturesque Las Olas Blvd leading from downtown (with its galleries, boutiques and restaurants) towards the Ocean PROPERTY Sunshine State of Mind Directly on the canal with convenience for your boating needs and great fishing. Enjoy the heated pool and hot tub, 3 outdoor lounging areas and the perfect retreat, the covered patio which features a…

                          Bedrooms 7
                          Bathrooms 5
                          # of Guests 18
                          Pet Friendly? No
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