Guest Loyalty Discount

We Love our Loyal Guests

Have you stayed with Seven Keys Vacations before? (even when it was named Vacasa) We would love to welcome you back to stay with us again for a discounted rate! 

Give us a call at 305-296-9292 or type 'Guest Loyalty' in the comments at check-out to apply. 

(These discounts cannot be combined with other offers.)

Browse below to see participating homes in our Guest Loyalty program.

Popular Searches: Oceanfront Rentals, Homes With Private Pools, Pet Friendly Vacation Rentals, Monthly Rentals



Properties Available 78 properties available
Welcome to Julia Whitehead Guest Suites! Built in the 1890s on the site of what had been a small provisions and butcher shop, this charming building has a rich and captivating history. In the 1930s, while Hemingway lived a few houses down, it was home to a popular Cuban bodega. From the 1980s through the turn of this century, potter Charles Pearson
KW353A - The Coral Cove Rating 5 (98)
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Nestled directly on a canal with prime water access, this charming family home has been completely renovated to meet your every vacation need. The stunning interior offers an open layout with wood floors, vaulted ceilings, and high-end furnishings. Kick back in the swinging chair on the wraparound deck and enjoy the coastal breeze. Make use of the
28-night minimum 28-night minimum
Canalfront
- Big Pine Key
Bedrooms 2 bedrooms
Bathrooms 2 baths
Everything you need for a carefree Florida Keys escape is right at your fingertips in this laid-back bungalow. Boasting direct canal access by way of a private dock, this waterfront retreat also features a tropical outdoor area and recent home upgrades including an all-new kitchen and primary bathroom. A fully screened-in lanai offers a breezy perc
28-night minimum 28-night minimum
Canalfront
- Summerland Key
Bedrooms 3 bedrooms
Bathrooms 2 baths
Book this wonderful, ground-level, Old Town getaway with all the comforts of home including central air conditioning and complimentary internet access! This vacation rental features a spacious floor plan with doors that open out to the back patio to create an indoor/outdoor living space. Kick back in the living area and watch your favorite TV show
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This simple, modern cottage apartment is an ideal space for a couple or a solo traveler looking to explore the heart of Key West! The contemporary living space will ensure your ease and comfort during yo
28-night minimum 28-night minimum
KW234aFLR - Borrowed Time Rating 5 (1)
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Looking for a place in sunny Key West where your whole group can bask in the pleasures of island life without sacrificing privacy? This complex of three condos is your ticket - featuring entertainment, private parking, and beach access nearby, you'll have everything you could hope for on a tropical vacation! Sitting only one block from the cent
KW31 - Three Flowers Guesthouse Rating 5 (115)
Condo
- Key West
Bedrooms 4 bedrooms
Bathrooms 4 baths
Charming Key West Cottage – Walk to Duval Street & Relax by the PoolEscape to the laid-back charm of Key West and enjoy a relaxing stay in this inviting one-bedroom, one-bathroom cottage, perfectly designed for couples seeking an unforgettable island getaway.Nestled in a peaceful setting just off Truman Avenue, this charming retreat place
KW37 - Oceana Suite Rating 4.9 (282)
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
☀️ SNOWBIRD-FRIENDLY ISLAND ESCAPE - WALK TO DUVAL, BALCONY VIEWS, POOL & BEACH ACCESS! Welcome to your charming Key West hideaway, where coastal comfort, garden views, and an unbeatable location come together to create the perfect island retreat. This snowbird-friendly, two-story condo is nestled just a short stroll from the beach and blocks
28-night minimum 28-night minimum
KW319FLR - Happy Hour Haven Rating 5 (14)
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Part of the Papa's Hideaway complex, this charming historic Key West cottage is an ideal home away from home for your next vacation. Thoughtful upgrades include a high-end kitchen, loads of modern amenities, a shared swimming pool, a sundeck, and a tropical courtyard. Street parking is available during your stay. Located two blocks from the sou
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Tropical comfort abounds when you stay at this wonderful condo on the shores of Key West. Complete with a shared pool & hot tub, tennis courts, and a private, covered parking space, you'll have everything you need for an unforgettable Florida Keys escape. One dog is allowed. Located on the eastern side of the island, this condo is part of t
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Welcome to Conched Out Cottage, your ideal long-term island escape in the heart of Old Town Key West. This charming, dog-friendly monthly rental is perfect for small families, couples, or close friends looking to settle into the relaxed rhythm of island life—just minutes from the beach and the very best of Key West.Nestled in a quiet resident
28-night minimum 28-night minimum
House
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
Dog Friendly Dog Friendly
Whisk your special someone off to this enchanting Key West townhouse. Enjoy the shared pool and courtyard. The family dog is also welcome to join you for an additional nightly fee. Notice: This is in a residential area. Quiet Hours are 10 pm to 8 am. Park your car on the street and walk everywhere! This home is half a mile from the Southernmost Poi
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Baths 1 half bath
Dog Friendly Dog Friendly

Tell us what you're looking for and someone will contact you with available options.

I agree