Whether you’re looking to get away for a few nights, days, weeks or months, we think you’ll enjoy looking through some of our beautiful rentals available! Old Town. Key West Monthly and Seasonal Rentals are the perfect option for an extended stay in Paradise. AMI Waterfront Bradenton Beach Condo w Pool! From $200 /Night Villa. Monthly rentals are furnished and decorated to provide the experience of a well-appointed local. This adorable retreat is located in what locals call “Mid Town” offering a true local’s experience and plenty of quiet time away from your hustle and bustle. This bright, very spacious and inviting, nicely-maintained Sugarloaf Key home is located just 20 minutes north of Key West!This rental is a monthly rental only! Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Choose from one bedroom cottages to our larger, more spacious four-bedroom rentals, perfect for groups or large families. SUPERHOST Boat 4.89 (75) Our townhomes, condos, and cottages are located in Old Town on Duval Square, near Key West’s famous attractions and nightlife. Welcome to Key West, a sunny and picturesque island town in the Florida Keys. Last Key vacation rentals are available Nightly, Weekly and Monthly. We offer pet friendly rentals and Key West homes with a pool. This lovely home is … Vacation Homes of Key West can help you find the perfect vacation rental for your next Key West vacation. Book Key West Oceanfront Vacation Rentals! Pilar's Secret (from 880 USD) Pilar's Secret. We are proud to offer amazing Key West monthly rentals for guests who want to take full advantage of our beaches, ocean, and lifestyle for more than a weekend at a time. ***This monthly property requires a minimum stay of 28 nights and requires guests to check in on the 1st of each month*** ***Managed by Historic Key West Vacation Rentals*** NOTE: Cancelling 60 days or more from date of arrival does have a $500 penalty fee, the rest of payment to us will be refunded. (305) 292-1881 Email: rentals@compass-realty.com PO Box 6422 Key West, FL 33041 305-292-1881 office 305-292-1770 fax Book Direct Here for Monthly Vacation Home Rentals in the Florida Keys and Key West Book Your Vacation Homes Directly Online Here and Save! Book Boutique Vacation Rentals In Key West. Bedroom. Find yourself in paradise with our luxury Key West vacation rental homes, condos, and cottages. Choose from more than 185 properties, ideal house rentals for families, groups and couples. Key West monthly vacation rentals must be rented for at least a month, but not for more than six months. Vacation rentals available for short and long term stay on Vrbo. Our properties are mainly located in the Key West Historic District, on … Our properties are mainly located in the Key West Historic District, on … NOTE: Cancelling 60 days or more from date of arrival does have a $500 penalty fee, the rest of payment to us will be refunded. Secure payments, 24/7 support and a Book with Confidence guarantee We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. Discounts are often available for monthly vacation rentals, especially in off-season or if staying for multiple months, so please ask! We have places to stay that are close to beach, Duval St., shops, restaurants and attractions. View our exclusive Key West vacation rentals. Secure payments, 24/7 support and a Book with Confidence guarantee ***Managed by Historic Key West Vacation Rentals*** Outdoor space. Kitchen. 305-292-2244 vacations@trumanandcompany.com. Book Direct Here for Monthly Vacation Home Rentals in the Florida Keys and Key West Book Your Vacation Homes Directly Online Here and Save! Historic Hideaways offers numerous options to make your stay hassle-free and filled with the best that Key West and the Florida Keys have to offer. Discover a selection of 5,000 vacation rentals in Florida Keys, US that are perfect for your trip. Trip Boards. Take a Long Vacation to Key West. Monthly vacation rentals … This adorable retreat is located in what locals call “Mid Town” offering a true local’s experience and plenty of quiet time away from your hustle and bustle. Welcome to Key West Endless Vacations.com Browse Our Available Selections of Rentals!. Relax in the pool and enjoy the island breezes for weeks at a time! Key West Rentals. To help with bookings, call our support phone number:1-877-202-4291. Menu. Pet Friendly Monthly Key West Rental Lush tropical grounds greet you upon entrance of this enhanced 3/2. From $170 /Night 8 Reviews. Menu. Rent Key West Vacations manages an amazing variety of Key West Monthly Rentals. Last Key Realty offers luxurious fully stocked vacation rentals in various locations throughout Key West including Historic Old Town, 1800 Atlantic, Key West Beach Club, Truman Annex and Sunset Marina. Florida Keys > Lower Keys Area > Little Torch Key. Sunset Key, Key West Vacation Rentals: house rentals & more | Vrbo. SUPERHOST Hotel room 4.96 (52) Mallory House Room #3. Discover 136 beachfront vacation rentals to book online direct from owner in Key West, Monroe County. Key West vacation homes, like the ones we offer, have been adored by many who have set foot on our sands.Harry S. Truman spent his winter down here, and Ernest Hemingway called the island his home for many years. Key West Vacation Rentals. Multi-room villas converge on orchid-fringed cottages, condominiums loom over see-through lagoons and beach resorts have sumptuous suites with beautiful balconies – and that's just a taster of the sort of awesome Key West rentals on … Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Discover a selection of 1,500 vacation rentals in Key West, FL that are perfect for your trip. 305-292-2244. Sort by: Select Property Code Bedrooms Guests Baths Price Low to High Price High to Low. Key West Monthly and Seasonal Rentals are the perfect option for an extended stay in Paradise. Last Key vacation rentals are available Nightly, Weekly and Monthly. Some of our condos and villas even come with special amenities like a set of bicycles, chef’s kitchen, and in-home theater. © 2020 | Key West Hideaways All rights reserved. Discover a selection of 1,500 vacation rentals in Key West, FL, US that are perfect for your trip. Key West monthly vacation rentals must be rented for at least a month, but not for more than six months. Monthly rentals require 28-night minimums. | Terms of Use | Privacy Policy | Sitemap | Owner Login, Powered by: LiveRez.com Vacation Rental Software. Prices start at $206 per night, and houses and cottages are popular options for a stay in Key West. SUPERHOST Entire condominium 5 (43) Hidden Beach Duplex, Best Place in Key West. Our monthly Key West vacation Rentals are perfect if youre looking for a home away from home during your stay here in the beautiful Keys. Rent a whole home for your next weekend or holiday. Blue Horizon, a private Key West oasis with a large pool. Our monthly Key West vacation Rentals are perfect if youre looking for a home away from home during your stay here in the beautiful Keys. Plan a Dream Vacation to Key West with your owne Oceanfront property! Welcome to Key West, a sunny and picturesque island town in the Florida Keys. 1205 Truman Ave. Key West, Florida - 33040 United States. Find yourself in paradise with our luxury Key West vacation rental homes, condos, and cottages. Discover 1,748 vacation rentals to book online for your Key West, Monroe County trip. * PLEASE NOTE: Some properties displayed may not be available for rent due to other inquiries and pending reservations. Many of our monthly rentals feature private pools and classic Key West architecture. Key West Hideaways offers nightly, weekly and monthly vacation rental homes in Key West, Florida. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. In business since 1997 and located in the heart of Old Town Key West, At Home in Key West offers a wide variety of vacation rentals available for nightly, weekly, or monthly stays. Other great vacation rentals in Key West. Search Rentals: Nightly; Monthly; Amenities Anna Maria Island > Holmes Beach ... Anna Maria Island Vacation Rentals ID#: 2015. Choose from one bedroom cottages to our larger, more spacious four-bedroom rentals, perfect for groups or large families. Casa Serena a Charming Cottage | Key West Vacation Rental. There is no refund if cancelled within 60 days of arrival. Information. Popular amenities including fully equipped kitchens, private pools, outdoor dining areas, and complimentary … Pet Friendly Monthly Key West Rental Lush tropical grounds greet you upon entrance of this enhanced 3/2. Last Key Realty offers luxurious fully stocked vacation rentals in various locations throughout Key West including Historic Old Town, 1800 Atlantic, Key West Beach Club, Truman Annex and Sunset Marina. Key West Monthly Vacation Rentals For an extended stay on Key West. Monthly rentals are designed for guests who want to experience living in Key West, settle in and enjoy the comforts of a home away from home. When staying in one of our Key West vacation rentals instead of hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. ID#: 1529 From $5,300 /Month What types of Key West vacation rentals are available? Skip to main content . Monthly rentals are furnished and decorated to provide the experience of a well-appointed local. Beautiful 2 bedroom 2 bath Monthly Rental - $209 avg/night - The Meadows - Amenities include: Internet, Air Conditioning, TV, Satellite or cable, Washer & Dryer, Children Welcome, Parking, No Smoking Bedrooms: 2 Sleeps: 4 Minimum stay from 28 night(s) Bookable directly online - Book vacation rental 1004890 with Vrbo. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and internet/wifi. Book Boutique Vacation Rentals In Key West. This policy supersedes VRBO's cancellation policy. Beautiful 2 bedroom 2 bath Monthly Rental - $209 avg/night - The Meadows - Amenities include: Internet, Air Conditioning, TV, Satellite or cable, Washer & Dryer, Children Welcome, Parking, No Smoking Bedrooms: 2 Sleeps: 4 Minimum stay from 28 night(s) Bookable directly online - Book vacation rental 1004890 with Vrbo. Spend a month or so in paradise in one of our Key West monthly rentals. Our Key West rentals range from historic Conch homes with high ceilings and wraparound balconies to brand new condos overlooking the breathtaking vista of the Atlantic Ocean. Stay steps away from the Turquoise Water of Atlantic Ocean. 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Historic Hideaways offers numerous options to make your stay hassle-free and filled with the best that Key West and the Florida Keys have to offer. SUPERHOST Entire house 4.98 (48) Big Blu - 5 bedroom, 4 bath in old town. Please keep this in mind when selecting your dates to be sure you meet this minimum night stay rule in order to bring up available options (due to strict city regulations, no exceptions may be made to the minimum stay). Key West Monthly Vacation Rentals For an extended stay on Key West. Discover a selection of 1,000 vacation rentals in Old Town, Key West that are perfect for your trip. This bright, very spacious and inviting, nicely-maintained Sugarloaf Key home is located just 20 minutes north of Key West!This rental is a monthly rental only! Key West is the perfect place to relax, escape, and enjoy the Florida … Monthly rentals are designed for guests who want to experience living in Key West, settle in and enjoy the comforts of a home away from home. Prices start at $140 per night, and houses and cottages are popular options for a stay in Old Town. ... Little Torch Key Monthly Rental with Dock. South West FL > Siesta Key. We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay.There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida Keys. Choose from homes with private pools, a cozy cottage, or condominiums with a shared pool. We are proud to offer amazing Key West monthly rentals for guests who want to take full advantage of our beaches, ocean, and lifestyle for more than a weekend at a time. +1 (305) 294-0990. Prices start at $168 per night, and houses and cottages are popular options for a stay in Florida Keys. Island Vacation Home ... Best of Key West Rentals. Key West vacation homes, like the ones we offer, have been adored by many who have set foot on our sands.Harry S. 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