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Holiday Rentals with Pools in Sugarloaf Key, FL and nearby

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

    From
    $335
    / Night
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    1 / 24
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    From
    $157
    / Night
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    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
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    From
    $1,026
    / Week
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    Cudjoe Key
    2 Bedrooms, 1 Bathroom, Sleeps 5
    Overview Make Enquiry
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    From
    $570
    / Night
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    1 / 32
    4.5 of 5 stars (35) Very good
    Cudjoe Key
    5 Bedrooms, 3 Bathrooms, Sleeps 14
    Overview Reviews (35) Make Enquiry
    Overview Reviews (35)
    Amenities & Details
    • Satellite TV
    • Water Views
    • Hot Tub
    • Private Outdoor...
    • Playground
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Great for large groups, White Ibis Inn has a Main and Guest House, with a total of 5 bedrooms, 3 baths, and 2 kitchens. There's plenty of room for play, peace, and parking. The property is situated on Cudjoe Key, MM21, about a 20 minute drive to Key West. It's a safe area with older residents and... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 22 April 2015
    We couldn't have asked for a better place for our family. Everyone had a comfortable bed, we had everything we needed for cooking, and there was plenty for everyone to do. If we...
    5 of 5 stars Reviewed 8 February 2015
    This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group...
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    From
    $712
    / Week
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    1 / 14
    3 of 5 stars (8) Average
    Cudjoe Key
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other travellers have booked this property
    Overview Reviews (8) Make Enquiry
    Overview Reviews (8)
    Amenities & Details
    • Stereo System
    • Watersports Nearby
    • Air Conditioning
    • DVD Player
    • Children's Pool
    • Satellite TV
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    In response to the 1 review that gave us 1 star, I would like to report all issues have been addressed. We have new kitchen, dinning room and bathroom flooring, from the bottom up. it is all new and reinforced.( no soft spots) We have replaced the toilet and vanity in the bathroom. We have a new... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    1 of 5 stars Reviewed 4 August 2015
    This is my third attempt at posting a review. There are no photos (tho I have many!), and this review will be short and - curt. The resort, Venture Out, is inviting and has a...
    4 of 5 stars 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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    $185
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    1 / 24
    5 of 5 stars (9) Excellent
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travellers have booked this property
    Overview Reviews (9) Make Enquiry
    Overview Reviews (9)
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Water Views
    • Shared Tennis Court
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a very cute 24x32 two bedroom, two bathroom home located on mile marker 23 just 19 miles from the entrance to key west. The house has a very nice fully equipped kitchen. All the floors are tile with the exception of the master bedroom which is bamboo. The master bedroom comes with its... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 26 August 2015
    This home is located in a very nice resort. we loved the fact that there was a place to pull the boat up to the back of the house. the back porch had everything we needed (outdoor...
    5 of 5 stars Reviewed 1 August 2015
    Everything was just perfect from the resort to the house. The owner was very kind, helpful and accommodating in every way. The house was beautiful, spotless and had everything we...
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    From
    $4,003
    / Week
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    1 / 20
    5 of 5 stars (7) Excellent
    Cudjoe Key
    4 Bedrooms, 3 Bathrooms, Sleeps 14
    Overview Reviews (7) Make Enquiry
    Overview Reviews (7)
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    Location Information
    Cudjoe Key, Florida Keys 33042
    4 of 5 stars Reviewed 17 April 2015
    Great location. As described. A multimillion dollar view from back porch. Well maintained grounds and a private master suite upstairs. There are dogs next door that might be an...
    5 of 5 stars Reviewed 29 July 2014
    We rented this home for a week in July for a quiet family getaway. This was my first time renting a home in the keys, I have done so many times in the Smokey Mountains but never...
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    From
    $386
    / Night
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    1 / 22
    5 of 5 stars (6) Excellent
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Water Views
    • Waterfront
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 15 January 2015
    A lovely waterfront home facing south on Cudjoe Bay. Outside you have palms, a dock, hot tub, pool, hammock, bikes, kayaks, adirondack chairs, deck, umbrella table, flowers...
    5 of 5 stars Reviewed 11 January 2015
    In October I contacted owner of this property and I was glad it's was available! We were absolute in love with place from the moment we saw it! It has everything you've ever need...
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    From
    $4,595
    / Week
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    1 / 22
    5 of 5 stars (1) Excellent
    Cudjoe Key
    4 Bedrooms, 3 Bathrooms, Sleeps 12
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Water Views
    • Waterfront
    • Internet Access
    • Private Outdoor...
    • TV
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful four thousand plus square foot home located on Cudjoe Key. Private beach and 30 foot swimming pool with 10 foot waterfall hot tub. Huge master suite overlooking the ocean. The house comes with BBQ grill and single and double kayaks. Spectacular views can be enjoyed from the screened... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 6 January 2014
    We are 3 families, 5 adults and 3 teenagers. The 4 bedrooms are each very private and quiet. There are 2 master bedrooms each with ensuite bathrooms; 1 upstairs and 1 downstairs...
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    From
    $1,120
    / Night
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    1 / 24
    Cudjoe Key
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Washer
    • Dryer
    • Deck
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    3 Bedrooms, 3 Bathrooms, Sleeps 8 L’Anquesa – The Angel’s Key Luxury Amenities Include: Total renovation completed January 2014 2 master bedrooms suites with king beds, ensuite baths, flatscreen TVs and surround sound with incredible panoramic views 1 Guest room with 2 Queen Beds... View all property information
    Make Enquiry
    Location Information
    Cudjoe Key, Florida Keys
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    From
    $712
    / Night
    View Details
    1 / 24
    Cudjoe Key
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Private Outdoor...
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 5 bedroom 3 bath house with pool on ocean front property on Highway, located just 20 miles away from the famous Key west complete with WiFi. This lovely home has it's own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill,... View all property information
    Make Enquiry
    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $712
    / Night
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    Cudjoe Key
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 5 bedroom 3 bath house with pool on ocean front property on Highway, located just 20 miles away from the famous Key west complete with WiFi. This lovely home has it's own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill,... View all property information
    Make Enquiry
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 24 June 2015
    2015 marked one of the "mile-stone" birthdays. I've been planning this trip for a year and it took me almost 6 months to find the Royal Key House in Cudjoe Key, 20 minutes from...
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    From
    $1,120
    / Night
    View Details
    1 / 24
    Cudjoe Key
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Dryer
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Deck
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    3 Bedrooms, 3 Bathrooms, Sleeps 8 L’Anquesa – The Angel’s Key Luxury Amenities Include: Total renovation completed January 2014 2 master bedrooms suites with king beds, ensuite baths, flatscreen TVs and surround sound with incredible panoramic views 1 Guest room with 2 Queen Beds... View all property information
    Make Enquiry
    Location Information
    Cudjoe Key, Florida Keys