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Holiday Rentals with Pools in Ramrod Key, FL and nearby

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    The following rentals are within 10 kilometres of Ramrod Key, Florida Keys, Florida.

    1 / 20
    5 of 5 bubbles (1) Excellent
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    1 / 25
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 8
    5 of 5 bubbles (1) Excellent
    Big Pine Key
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    1 / 24
    Cudjoe Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool...
    • Wi-Fi
    • Ocean Views
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. Our home is third from the waters edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 36
    Summerland Key
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Terrace
    • Balcony
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located just off US Highway 1 around Mile Marker 25, Summerland Shores is the perfect place for you and your family to get away from it all. Perfect for boaters, big families, or groups of friends looking for the best that the Keys have to offer. Just a 30 minute drive from Key West, you are still... View all property information
    Location Information
    Summerland Key, Lower Keys 33040
    1 / 19
    5 of 5 bubbles (1) Excellent
    Big Pine Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Waterfront
    • Private Outdoor...
    • DVD Player
    • Ocean Views
    • Washer
    • Wi-Fi
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    OPEN WATER PRIVATE ESTATE 3 Bedroom 2 Bath, with a large Pool. Sleeps 4 to 6 $250 - $268 Per Night Minimum Stay 1 Nights Enjoy your piece of paradise and the warm tropical air of the Florida Keys in your own 2600 square foot, private open water estate in a quiet relaxing neighborhood.... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 21 November 2016
    We just returned from a fabulous vacation at this house. It was so relaxing, the views were awesome. We saw so many kinds of birds. It is absolutely a perfect place to enjoy...
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    1 / 22
    3 of 5 bubbles (9) Average
    Cudjoe Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Secure Parking
    • Hot Tub
    • Children's Pool
    • Grill
    • Satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cute and CozyMobile Home located in gated community of Venture Out MM 23 in the Florida Keys. 2 bedrooms and 1 bathroom on a dry lot along the fence. Fully equipped kitchen, newer refrigerator , self cleaning oven, free internet, Cable, 50 inch flat screen TV in living room 4 A/C's 2 queen... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    3 of 5 bubbles Reviewed 12 October 2015
    We love Cudjoe Key and Venture out is a great resort. The unit we stayed in was in need of some repairs, sort of shabby, but clean functional and well stocked. The owner was quick...
    4 of 5 bubbles Reviewed 24 July 2015
    Check-in with resort guard house (this is a gated community) was quick and easy; only accepts cash and checks however for resort fees, so be prepared for that. The rental is just...
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    1 / 20
    5 of 5 bubbles (4) Excellent
    Little Torch Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
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    • Private Outdoor...
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    This historic cottage has been lovingly restored to be a fabulous vacation rental. Vaulted master bedroom ceiling, high end beds, retro appliances, heated pool, hot tub, ocean view, screened in porch, amazing sunsets, great location, tropical landscape and attention to detail make this vacation... View all property information
    Location Information
    Little Torch Key, Florida Keys 33042
    5 of 5 bubbles Reviewed 26 October 2016
    It was a lovely and great place to rent. We will be using this place again for sure. Was very happy with the house, pool, and hot tube.
    5 of 5 bubbles Reviewed 17 October 2016
    We rent all over the Keys and this owner always has good properties. This place was comfortable and clean. Good for 1 or 2 couples. Good kayaking base. At night we would watch the...
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    1 / 18
    Summerland Key
    3 Bedrooms, 10 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Ocean Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    <BR><BR>Melody Key is probably the best kept secret in the magnificent Florida Keys. The Florida Keys are totally unique and the locals are probably the friendliest on the planet. The Keys are famous for their natural beauty and nature: One hundred and thirteen miles of overseas highway connects 42... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 25
    5 of 5 bubbles (2) Excellent
    Cudjoe Key
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
    • Private Garden
    • Air Conditioning
    • Parking
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Oksana's Tropical Beach Oasis is a spacious ocean front property with spectacular views and a large swimming pool with overflow spa. The beach area has not been dug out by man. We recommend you bring swim shoes to walk around in that area. There is a small channel at the end of the dock that... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 bubbles Reviewed 3 January 2017
    The house is very nice. They are upgrading many of the rooms...the kitchen is really nice. The view is spectacular and the large backyard is great. The fact that they allow...
    5 of 5 bubbles Reviewed 2 May 2016
    Our family of 3 couples and 2 singles stayed here in April and loved it. Rental process was smooth, management very nice and provided local info on places to eat and things to do...
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    1 / 15
    4.5 of 5 bubbles (2) Very good
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Washer
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 bubbles Reviewed 9 June 2015
    Island Living is quite comfortable for us. Plenty of room for friends. Quiet, safe neighborhood. Easy ride to shopping and Key West. The pool is very nice. Boating access is...
    4 of 5 bubbles Reviewed 2 April 2012
    The home and pool were clean, comfortable and nicely furnished. Kitchen is simply furnished and could use a variety of serving dishes and sharp knives. You will need to purchase...
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    1 / 8
    2 of 5 bubbles (1) Poor
    Cudjoe Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Cute as can be! Tastefully decorated with cozy comfortable furniture. Close to all of the amenities, including the pool, community store, marina, recreation hall, bocce ball courts, etc. Queen bed in one room and a double bed in the second bedroom Nice, large deck on front of home with table and... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    1 / 23
    5 of 5 bubbles (11) Excellent
    Cudjoe Key
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Washer
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Designed as the ultimate vacation rental. Five Bedroom/Three Bath Oceanview Home with Heated Pool and Hot Tub. Panoramic Ocean Views. Sleeps 10+. Located on Cudjoe Key. Includes private boat dock, private beach, kayaks, and bikes. Weber BBQ grill, Lot's of lounge chairs and two hammocks.... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    4 of 5 bubbles Reviewed 9 December 2016
    My daughter-in-law leased Fandango House for 3 days to celebrate the birthdays of my two children and myself. Fandango is a beautifully kept vacation rental that has all the...
    5 of 5 bubbles Reviewed 17 October 2016
    My wife booked this rental property for a long weekend this fall and we were very pleased with the Fandango. Cudjoe Key is pretty much a residential key and doesn't have the...
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    1 / 13
    Summerland Key
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Satellite TV
    • Balcony
    • Patio
    • Washer
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    3 Bedroom / 2 Bath Upstairs 1 King Bed, 2 Queen Spacious office with open water views 2 Bedroom/ 1 Bath Down 1 King, 2 twin 2 Separate living room areas, up and down, each with large flat screen TV's and DVD players Large screened porch up and down Heated Pool w/ outdoor shower and pergola... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 28
    Big Pine Key
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    WINTER SPECIAL: For the winter season of December 2016 through February 2017, enjoy discounted rates on a stay at Diver's Delight! Celebrate the coming winter season with an oceanside getaway. Book your stay today! Sit back and enjoy the breezes from poolside on the open water of Bogie Channel.... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    1 / 24
    5 of 5 bubbles (10) Excellent
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Waterfront
    • Satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    2 Bedroom+/2 Bath+ Tropical Paradise Home with floating dock, small beach, heated dipping pool and hot tub. This has been a popular honeymoon and anniversary celebration home for over 10 years. Very romantic. You wake up to the sunrise reflecting on the water and don't even have to get out of... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 bubbles Reviewed 2 weeks ago
    Our family of four loved everything about this property - the location, the kayaks and bikes that are provided, Cudjoe Bay (which is just steps from the deck), the view! So...
    5 of 5 bubbles Reviewed 19 July 2016
    I had originally reserved a larger house a few streets down from this one. That was when there was going to be a much larger group. However, due to the fact that some friends...
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    1 / 34
    4.5 of 5 bubbles (48) Very good
    Cudjoe Key
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
    • Patio
    • Hot Tub
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    White Ibis Inn away from the hustle of Key West activities, but close enough to the excitement when you want it and the Atlantic Ocean’s spectacular sunrises, sunsets and endless views of the starry nights. A private Caribbean-style accommodation with adjacent guest house with panoramic view of... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 bubbles Reviewed 24 January 2017
    This house was perfect for our large family to stay. We used the whole property and Kazi was great to work with. We had perfect weather and we had a great time in the pool...
    5 of 5 bubbles Reviewed 15 January 2017
    Kris and Adam both of our fabulous host were fantastic! When we arrived Kris was there to welcome us and made our check-in easy, answered any questions and any issues right away...
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    1 / 18
    5 of 5 bubbles (3) Excellent
    Summerland Key
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Hot Tub
    • Private Outdoor...
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key 110 ft concrete... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    5 of 5 bubbles Reviewed 10 November 2014
    This oceanfront home in Ramrod Key is beautiful! It is clean and well kept. The owner ensures that you are comfortable in your home away from home. The view is gorgeous. The...
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    1 / 5
    Cudjoe Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful home overlooking the Atlantic Ocean is part of the Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes, is located right in the center of the Lower Keys. Key West is only 16 miles in one direction and Marathon 25 miles in the other. This 1200... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 74
    3 of 5 bubbles (1) Average
    Big Pine Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Grill
    • Air Conditioning
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    • Washer
    • Ocean Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Modern, clean, and cozy 2 beds/1 bath bunk house accommodating up to 6 guests located on a full amenity resort and marina with provided towels and linens. Unit includes a full kitchen set up with provided kitchenware, coffee pot, toaster, dishes, and utensils. Equipped with TV, cable TV, one double... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 2 days ago
    Beautiful relaxing friendly people very clean and comfy kids and pets friendly. We had an awesome time. We liked it so much that we booked again for June. Love it and the host are...
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    1 / 12
    Cudjoe Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    For your next Florida Keys vacation, reserve a stay at this waterfront home located on a canal with easy access to either the Atlantic or the Gulf. This home has everything you need to enjoy a relaxing vacation with resort amenities at your backdoor. Featuring 2 bedrooms, 1 bathroom. The master... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042