Vacation rentals in Middle Keys
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Top-rated vacation rentals in Middle Keys
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Key West
4.94 out of 5 average rating, 268 reviewsRomantic Retreat - 2 person K Suite, Pvt deck/Spa!
Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.
Aug 4 – 11
Cottage in Cudjoe Key
4.92 out of 5 average rating, 130 reviewsATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!
Dec 28 – Jan 4
Apartment in Key West
4.98 out of 5 average rating, 441 reviewsBella Vita: 1B/1B Condo for 2 Just Steps off Duval
1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.
Jan 20 – 27
Vacation rentals for every style
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Popular amenities for Middle Keys vacation rentals
Other great vacation rentals in Middle Keys
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 81 reviewsTurtle-By-The-Sea: the Best Deal in KCB!
May 3 – 10
Home in Marathon
4.97 out of 5 average rating, 31 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Nov 9 – 16
Cottage in Key West
4.95 out of 5 average rating, 84 reviewsMango Cottage 2 bedroom 2 bath with private pool
Oct 1 – 8
Home in Upper Sugarloaf Key
4.86 out of 5 average rating, 43 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Aug 6 – 13
Home in Marathon
5.0 out of 5 average rating, 8 reviewsMillion Dollar View
Oct 12 – 19
Bungalow in Key West
4.99 out of 5 average rating, 76 reviewsAtlantis House's Palm Suite-voted top 25 in USA
Oct 14 – 21
Condo in Key West
4.94 out of 5 average rating, 33 reviewsCondo de Paradise/Salt Water Pool/Boat Dock
Apr 2 – 9
Condo in Key West
4.99 out of 5 average rating, 76 reviews*Come to my Deck for a time you won't Forget!
Sep 3 – 10
Home in Cudjoe Key
4.85 out of 5 average rating, 39 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Jul 29 – Aug 5
Townhouse in Key West
4.92 out of 5 average rating, 13 reviewsCasa Coral
Jul 30 – Aug 6
Boat in Key West
4.91 out of 5 average rating, 34 reviewsSailboat in Luxury Marina
Jun 1 – 8
Home in Key West
5.0 out of 5 average rating, 3 reviewsCharming + Historic Eyebrow Home
Feb 24 – Mar 3
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