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
Relax under azure skies and the gently rustling fronds of palm trees when you stay at this elegant and dog-friendly Key West condo! A community pool and hot tub, tennis courts, a parking space, and pool views from your private balcony add to an atmosphere of luxury and total relaxation. This rental is part of the upscale Sunrise Suites Resort, loca
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
In the heart of Old Town and just two steps up to enter, this charming single-story cottage is the perfect setting for your next getaway with family or friends. This snowbird-friendly condo boasts an unbeatable location within walking distance of lively Duval Street, fantastic local restaurants, Higgs Beach (with volleyball and tennis courts), a dr
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
Dog Friendly Dog Friendly
Your Charming Old Town Key West Getaway– Private Hot Tub & Prime Location!Experience the charm, excitement, and laid-back island lifestyle of Key West at this inviting vacation cottage in the heart of historic Old Town! Perfect for up to six guests, this lovely retreat offers the ideal combination of comfort, convenience, and relaxation.
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

KW44 - Conch Casa Rating 5 (294)
House
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
Spend your next Key West vacation at this lovely condo in the Florida Keys. This rental comes equipped with a shared pool, hot tub, and tennis courts, along with central air-conditioning, a private balcony, and a fitness room. This condo lies on the eastern side of the island, close to the Key West International Airport. You'll be about four mi
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Condo
- Key West
Bedrooms 2 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
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Rustle up your favorite people for a memorable trip to Key West with these two homey cottages. Sitting side-by-side in a great location, each house features two bedrooms and one bathroom, a private parking space, dog-friendly accommodations, and a tranquil garden with a private hot tub in the back - what's not to love? Located half a block from
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

KW33 - Tradewinds Rating 5 (181)
House
- Key West
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Welcome to Casa Del Soul, a colorful and effortless island stay! From the moment you step in the front door, you will take notice of the open-concept layout, bohemian furnishings, and lovely tropical theme. The living room's oversized sofa and large Smart TV offer the perfect combination for family hangouts. The adjacent full kitchen boasts a t
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
Ideal for a small group or two couples traveling together and looking for a private, amenity-rich experience, this cozy second-floor tropical studio offers a well-equipped kitchenette, a furnished deck, and access to a swimming pool at the heart of a beautifully maintained tropical courtyard. Located two blocks from the southernmost beach and one b
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

House
- Key West
Bathrooms 1 bath
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
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Live Like a Local in the Heart of Key West! Welcome to your next luscious Vacay getaway—where history, culture, and island living come together just steps from your door! Located only 500 feet from the iconic Hemingway House and the Key West Lighthouse, and just two blocks from lively Duval Street, this centrally located cottage puts you with
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

28-night minimum 28-night minimum
House
- Key West
Bedrooms 1 bedroom
Bathrooms 2 baths
An exceptional stay awaits at this three-bedroom, two-bath condo. Inside, the suite is open and inviting, with a large flatscreen TV and comfy furnishings in the living room, plus a well-equipped kitchen with stainless steel appliances that include a French-door refrigerator. You'll have plenty of counter space to help you prepare your favorite
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 3 bedrooms
Bathrooms 2 baths
Slip into island time at Bahama House, a relaxed and inviting 3-bedroom, 3-bath retreat tucked away in the heart of Old Town Key West. Warm, welcoming, and full of tropical charm, this home is perfect for families and groups who want easy access to the fun of Duval Street while enjoying a peaceful, private oasis to unwind. 🌴 Space to Spread Out +
KW42 - Bahama House Rating 5 (398)
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 3 baths
Dog Friendly Dog Friendly

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