Explore Key West Golf Retreats
About Key West Vacation Rentals
Explore over 4808 golf accommodation rentals in Key West. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Key West.
Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Key West. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.
Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.On average, golf accommodation rentals in Key West offer approximately 764.4 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.
The average nightly rate for golf accommodation rentals in Key West typically ranges around US $805.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Key West. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
Things to Know Before You Visit Key West
Getting to Key West is easy. From Miami, you simply hop on Highway 1 and take it all the way to the southern most point in the U.S., the iconic Key West buoy. The drive will be about four hours long but could take much longer if you make stops along the way to the incredible island towns throughout the Florida Keys. If you are flying in, the Key West International Airport is small but efficient and well-suited for travel to this island city.
Key West is known as a great spot for those who love the outdoors, and there are plenty of things to do that will appeal to this type of traveler. Rent a boat and go diving with fish. Snorkel along the many reefs in the area where youll find tropical fish as well as unique coral species. Exploring by boat can also give you an opportunity to see rare birds and mangrove islets, as well as the sites used by the Conch Republic in their famous protest against the government.
If youd rather spend your time shopping, dining, and enjoying the local bar scene, you wont be disappointed in Key West. A stroll down Duval Street in the historic downtown will give you a plethora of food and entertainment options to choose from.
Top Golf Accommodation Types in Key West
| Type | Count |
|---|---|
| Vacation Homes | 2415 |
| Holiday Apartments | 590 |
| Unique Vacation Rentals | 130 |
| Cottages | 116 |
| B&B | 45 |
| Villas | 45 |
| Cabin Rentals | 7 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Key West
★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat in Key West.
Weather in Key West, FL
View the weather forecast for Key West before booking your Key West Vacation Rentals to confirm your best time to go.
Activities Key West Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Key West Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Find Nearby Cabin Rentals in these Cities & Neighborhoods
Frequently Asked Questions About Key West?
What are the best golf resorts, luxury villas, and vacation rentals in Key West?
Looking for a place to stay in Key West? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:
- Almond Tree Inn Hotel - Adults Only
- Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
- Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
- Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
- Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach
How many golf stays with private pools are available in Key West?
Find exceptional golf retreats with private pools near Key West on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.
- Perfect Pineapple by AvantStay Pet Friendly w Pool Month Long Stays Only
- AVAILABLE FEB & MAR nnTropical Oasis in the Truman Annex with a private pool
- 4BR/3BA Waterfront Home w/Pool, Tiki Bar, Dock, close to Key West, Sleeps 10
- Great Location- Remodeled Condo- Old Town-Truman Annex Close to all attractions
What are the top-rated golf retreats in Key West for family stays?
Searching for a family-friendly golf retreat in Key West? Explore these top-rated options, each loved by families and groups who have stayed in Key West:
How many StayAndPlay golf vacation rentals are available in Key West?
StayAndPlay, as of 2026, features over 4808 unique golf villas, golf hotels, golf resorts, and more in Key West. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 4808 stunning properties in Key West, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 4808 premier golf accommodations in Key West. Find your ideal golf-retreat and play your best game with StayAndPlay.
Nearby Neighborhood (15)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Golf Rental Cottages and Golf Getaways in Key West, Florida | 2409 |
| Old Town Golf Rental Cottages and Golf Getaways in Key West, Florida | 2366 |
| Downtown Golf Rental Cottages and Golf Getaways in Key West, Florida | 992 |
| Uptown - Upper Duval Golf Rental Cottages and Golf Getaways in Key West, Florida | 758 |
| Historic Seaport Golf Rental Cottages and Golf Getaways in Key West, Florida | 389 |
| Truman Annex Golf Rental Cottages and Golf Getaways in Key West, Florida | 346 |
| New Town Golf Rental Cottages and Golf Getaways in Key West, Florida | 106 |
| Meadows Golf Rental Cottages and Golf Getaways in Key West, Florida | 100 |
| The Meadows Golf Rental Cottages and Golf Getaways in Key West, Florida | 100 |
| Bahama Village Golf Rental Cottages and Golf Getaways in Key West, Florida | 93 |
| Midtown Golf Rental Cottages and Golf Getaways in Key West, Florida | 49 |
| White St. Gallery Golf Rental Cottages and Golf Getaways in Key West, Florida | 24 |
| White Street Gallery District Golf Rental Cottages and Golf Getaways in Key West, Florida | 24 |
| Geiger Key Golf Rental Cottages and Golf Getaways in Key West, Florida | 51 |
| Sunset Key Golf Rental Cottages and Golf Getaways in Key West, Florida | 3595 |
