Ramrod Key Vacation Rentals, Cottages & Private Rental Homes.

Private Vacation Home in Ramrod Key

***We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning, disinfecting, and preparing this home for your arrival. We are following the protocols laid out by the CDC and using the EPA-approved disinfectants for Hard (non-porous) Surfaces, Soft (Porous) Surfaces and Electronics. We look forward to welcoming you to Island View on Ramrod Key.***

Island View is a charming three bedroom estate situated on three tropical landscaped l.......

5.0 Star Review

Cottage in Ramrod Key

This is a newly renovated ocean front cottage attached to the main house with private pool and boat docking available. Fenced, secure property with plenty of parking an you can fish from your own backyard!
We have guiding charter fishing, dive trips and kayak trips available........

5.0 Star Review

Private Vacation Home in Ramrod Key

Located on the open water on beautiful Ramrod Key, this tropically-themed, three bedroom, two bath home has it all. Enjoy beautiful sunrises from the fully-furnished screened porch or private master bedroom balcony overlooking the beauty of Newfound Harbor.

Spend lazy days relaxing by the heated pool, or drop a fishing line from the 40-foot dock. Just a short boat ride to great flats/deep sea fishing, or to the famous Looe Key Marine Sanctuary for snorkeling/diving fun. At day's end, c.......

5.0 Star Review

Private Vacation Home in Ramrod Key

The view is breathtaking. This spacious home is great for 3 couples with 1 master BR with queen & private balcony overlooking Newfound Harbor, 1 BR with 2 twins & private balcony with view of salt pond, 1 BR with queen. It is one mile off route 1, the first house at the opening of a deep water canal facing the ocean; there is easy access to the Gulf;
Keywords: closest mainland house to Looe Key Sanctuary; great deep water canal + dock........

4.6 Star Review

Private Vacation Home in Ramrod Key

Beautiful House with pool on the corner of the beautiful canals of Ramrod Key, board your boat from the garden of your house and enjoy the precious ocean, just 15 minutes by boat from the impressive Looe Key National Park, where you will see the most beautiful blues and the greatest variety of fish and wild marine life that this beautiful place to offer.
Let yourself be carried away by the most spectacular susents and enjoy a paradise in the middle of the sea with great access to the best fis.......

5.0 Star Review

Private Vacation Home in Ramrod Key

Enjoy the beautiful Lower Florida Keys in this 4 bedroom, 3 1/2 bathroom, pool/jacuzzi, waterfront home with elevator. Located between Marathon and Key West, between mile marker 27 & 28.

Located on the main floor includes a Master Bedroom with full bath, laundry room with full size washer and dryer, half bathroom, living room, dining area, kitchen with all the accommodations of home, and an open porch with plenty of seating for dining and relaxing.

Upstairs you will find anothe.......

5.0 Star Review

Private Vacation Home in Ramrod Key

This comfortable elegant 3B/3B stilt home offers paradise in the Lower Keys. CAN BE RENTED AS A 4B/4B DETAILS BELOW. Newly renovated kitchen with granite countertops, new refrigerator, dishwasher and microwave. New wood solid maple floors in Master suite and Guest Bedroom 2. New Central air and heat, as well as ceiling fans throughout the home offer total comfort. There is a full washer and dryer for use with your rental. Comfortable elegant beach decor throughout with very large open an.......

4.8 Star Review

Private Vacation Home in Ramrod Key

Escape to the enchanting Barbados Bungalow, your perfect vacation retreat in the heart of the Florida Keys. This charming canal-front home, situated on a spacious corner lot on Ramrod Key, promises an unforgettable coastal getaway. Barbados Bungalow welcomes you with its inviting and relaxed atmosphere. Step onto the porch, and let the world slow down as you sip your morning coffee and watch boats gently glide by. It's the perfect way to start your day, enveloped by the soothing sounds and sight.......

2 Bedrooms - Sleeps 6
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

Enjoy your stay at our beautiful Keys home! With a 60 ft waterfront dock--- only 3 canals from the Atlantic, there is plenty of room to keep your boat, use our kayaks and paddleboards, or sit and sip your favorite cocktail (the picture is older and all foliage around the dock has been removed, approx 32 ft of dockage before the boat lift). The 1,300 sq ft house features an open floorplan, 2 bedrooms (sleeping 6), pullout sofa bed (sleeps 2), and 2 bathrooms. We also have a "pack-n-play" and a.......

4.6 Star Review

Private Vacation Home in Ramrod Key

Mermaid House was just recently renovated and is a brand new second level vacation rental! This home is in a great central location, not far from Winn-Dixie, Bahia Honda State Park, and Key West!
Decorated with a coastal feel, this home has an open floor plan! The home is a corner of a canal and has 30' of dockage on one side & 20' on the other side, & a gorgeous tropical backyard with everything you need for a perfect Keys vacation - pool with jets, grill, outdoor fridge, 1 kayak, & 2 bikes!.......

3 Bedrooms - Sleeps 8
Vacation Rental in Ramrod Key

Private Vacation Home in RAMROD KEY

Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open. This is a spacious oceanfront home with breathtaking open water views! It is located on beautiful Ramrod Key 110 ft concrete seawall facing the priceless Atlantic ocean teaming with lobsters, parrot fish, queen angels, snappers, and many others.A private boat slip cuts into the backyard...NOW WITH A NEW POOL/SPA

With nearly 25 feet of deep water dockage and you will have quick access.......

5.0 Star Review

Private Vacation Home in Ramrod Key

Relaxing in the beautiful Florida Keys, it does not get any better than this! Swimming and snorkeling in the crystal clear open water canal, docking your boat to go to world renowned Looe Key Marine Sanctuary, or heading down to Key West for all the night life and fine dining that it has to offer. This 3 bedroom has all the comforts of home in this tropical paradise island setting.

The master bedroom is furnished with a king-size memory foam mattress, sleeping on this is a dream. T.......

4.9 Star Review

Private Vacation Home in Ramrod Key

Gorgeous open water views from this 3 bedroom, 2 bath pool home on Ramrod Key. Great views from the open plan main living area with ample seating and dining space. This recently renovated home features a king bed in the primary bedroom and a queen bed in the two guest bedrooms. Enjoy sunrise from the screened porch overlooking the water and heated pool. 

The water is too shallow for power boating, but it's ideal for kayaking and paddleboarding. Observation dock. 

Newfound Paradis.......

3 Bedrooms - Sleeps 6
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

Casa Playa is a 4 bedroom, 2 bathroom home with separate living areas, making it ideal for family or friends traveling together. There's a queen bed and a set of full bunk beds upstairs and a king and queen bed downstairs, one with trundle. Large deck along the canal at ground level, plus another deck upstairs. Boat length is limited to about 22 feet because the owner's boat will be on the lift throughout your stay. 

Casa Playa is in a quiet neighborhood on the ocean side of Ramrod Key.......

2.0 Star Review

Private Vacation Home in Ramrod Key

Relax with the whole family at this peaceful place to stay. The main house boasts a 2B/2B spacious home, and there is a private 1B/1B efficiency downstairs (with separate A/C) The home has the luxuries of Instacart (to deliver groceries), has its own private dip pool and there is a local bait and tackle shop that will deliver bait!
Our home is a short kayak ride to the iconic, PICNIC ISLAND and we have a private pool and the only kayak launch on the beach! This home is a private slice of heav.......

5.0 Star Review

Private Vacation Home in Ramrod Key

Beautiful Spacious Property, Perfect for your Next Vacation!!

This 5 Bed, 2 Bath Canal Front Home is situated in Breezeswept Beach Estates, a quiet friendly neighborhood on Ramrod Key. Accommodations to sleep up to 10 people with ease. Whether it's a fishing trip, family vacation, or a couples tropical retreat this home is ideal for any occasion. This Oversized lot includes an above ground pool, 45' wooden boat dock, private outdoor shower, and multiple vehicle/boat trailer parking. Downs.......

5 Bedrooms - Sleeps 10
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

Just four canals in from the ocean in Breezeswept Beach Estates, Cayman Cottage is the ideal spot for anglers, divers and kayakers alike. This three-bedroom, two-bathroom home features a covered and screened porch upstairs, and 30 feet of composite dock, fish cleaning station, gas grill and dockside storage downstairs. There's plenty of space for your water toys and gear, plus power and water at the dock. Boaters will appreciate the turning basin at the end of the canal. Renters aren't permitted.......

5.0 Star Review

Private Vacation Home in Ramrod Key

This family friendly neighbor is peaceful and relaxing, very close to many restaurants and also 35 min from key west. There is a brand new boat dock where you can dock up to 30 ft boat and many bikes to take out riding around the neighborhood........

2 Bedrooms - Sleeps 4
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

This lovely 2 bedroom is close to many popular restaurants and is only 35 min from key west. Very close to several boat ramps and very close to the bay, there is a brand new boat dock that will allow up to a 33 foot vessel........

2 Bedrooms - Sleeps 30
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

Located on the ocean side of Ramrod Key, this home offers open water sunrise views, a pool, a private sandy beach, and shallow lagoon access for kayaking and shallow boating. With the swimming pool, this home will be an excellent escape for those seeking a totally relaxed and quiet getaway. You will find everything you might need to make your time here easy and comfortable. All amenities are addressed. There are two bedrooms with two baths and for sleeping King bed in the master and king in the .......

2 Bedrooms - Sleeps 4
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

Snow Scape is a very clean home! A Custom Built design ready for entertainment with high ceilings and open living room/kitchen and dining areas.

Large home on stilts with a wrap around porch on an open canal front.
The canal is open to the Gulf with access to the Atlantic Ocean.

Great Fishing, Lobstering & Kayaing/paddling locations throughout the entire area with easy access to both the Gulf & Atlantic Ocean (via Niles Channel Bridge).
Kayaks, bikes and a bbq are on site fo.......

4.8 Star Review

Cottage in Ramrod Key

Escape to paradise at this Ramrod Key cottage! This charming 3-bedroom, 1.5-bathroom vacation rental in the Florida Keys offers an ideal getaway for families and friend groups alike. Bring your boat along to enjoy fun-filled days on the water, venture out to the area's beaches, or make the 27-mile trip to visit attractions in Key West. After endless fun in the sun, head back to the property and cook a delicious dinner on the grill or relax in the comfort of the air-conditioned living space.
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3 Bedrooms - Sleeps 6
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

Let the Florida Keys breeze carry your worries away at this beach-themed home. Just minutes away from the world-famous Looe Key Reef, the boating in the area is undeniably wonderful. Enjoy your catch under the tiki hut on the dock, or on the screened-in porch to catch the last bits of the tropical breeze after a long day boating. The open floor plan inside is sure to give you plenty of room to stretch out and relax, as is the spacious kitchen with all modern amenities. The recently updated bathr.......

2 Bedrooms - Sleeps 4
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

The Boathouse is a gorgeous, updated home located on a beautiful swimming and boating canal that offers the laid-back keys lifestyle. The home, located on the Atlantic side of Ramrod Key features three bedrooms with a bonus room upstairs, two baths, a kitchen, a living room, and a dining room. There is a large built-in bar with a tap. The master bedroom opens onto a deck. For sleeping there is one king bed, a queen bed, and two twins. The bonus room upstairs is a queen bed. This room has a deck .......

3 Bedrooms - Sleeps 6
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod key

Come enjoy a sunny vacation stay in a dreamy Florida Keys home. The house is a 20 minute drive from Key west and close to the best reef in all of the Florida Loey Key. Home is spacious, has a dock available for your boat, access to Atlantic Ocean in 10 mins, Kayaks, beaches (10 mins from Bahia Honda Beach) and more! House is available to rent for 29 days minimum........

1.0 Star Review

Private Vacation Home in Ramrod Key

Welcome to Cape Cod South! This comfortable home is located 4 lots from the open water on the Gulf side of Ramrod Key. It sleeps 6, has a beautiful clean lot with a concrete dock, and sneak peak views of the open water. There is plenty of storage downstairs for your gear along with an extra bait freezer and refrigerator.

It's all about location and this home is located in a very nice quiet neighborhood with quick access for boating and it is super close to some of the best fishing and di.......

3 Bedrooms - Sleeps 6
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

Welcome to “Casa Sirena”, a canal-front paradise home nestled in the peaceful lower Florida Keys. Upon entering your rental property instantly access the private and spacious parking area out front. Enjoy the breeze as you walk through the covered patio area where you can enjoy a game of pool or simply take a seat and relax. The backyard offers lounging areas, seating areas, a grill, small pool and screened-in patio with arcade-style games. For the avid fishermen and boaters of the group, ta.......

3 Bedrooms - Sleeps 8
Vacation Rental in Ramrod Key

Private Vacation Home in Ramrod Key

New Home with Ocean Views on a Large Private Corner Lot, Two floors with very large open decks, Deck Dining table seats 8, Kitchen Island accomodates 6 people, *Top outdoor deck has Large Smart TV, Great Sunrise Views, Star Viewing at night and Ocean Views. Fully equipped Kitchen and Master Suite on top floor has kitchenette with small refrigerator, Bar and Coffee maker. Dead End Canal Front, Quick Ocean access and a Large Dock for Boats. Plenty of space for boat trailer and car parking. Hammoc.......

5.0 Star Review

Private Vacation Home in Ramrod Key

The house is very spacious. Large front & back decks. Newer furniture through-out. The house is on a lagoon and you can bring a boat. Fits a 30 foot boat. Ocean access is close. Enjoy water access and other activities such as paddle boarding, biking, and fishing. The main level consists of 1 queen bedroom, a hallway bath and the master suit that consists of 1 king bed and private bathroom. Upstairs has access to 1 extra bedroom with a queen bed and a pull out sofa with a great view and is availa.......

5.0 Star Review

Private Vacation Home in Ramrod Key

Introducing Beach Haven, an exquisite and contemporary 4-bedroom, 2-bathroom single-family residence nestled on the picturesque Ramrod Key.

This property boasts an expansive open-concept design, seamlessly connecting the kitchen, dining area, and living space.
The kitchen is adorned with sleek stainless steel appliances, elegant granite countertops, and an abundance of storage space.

On the first level, you'll find a full bathroom, a bedroom, and a convenient laundry area. Ascen.......

4 Bedrooms - Sleeps 8
Vacation Rental in Ramrod Key