
Fitness-friendly holiday rentals in Key West
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Key West
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

Fully renovated 2/2 bath condo w/ shared pool!
**Brand New Listing** Welcome to Captains Choice - The NICEST Unit at Sunrise Suites Key West, unit 302. Tropical winds, sunset views and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo "Captain's Choice". Highlights include: Smart TVs in each room Keurig New stainless Kitchen/appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, & Smathers Beach End unit One parking space, free of charge

*Sparkling new kitchen* 3 bedroom/3 bath home.
Coral Hammock was built in 2004. This home is a spacious 3 bedroom, 3 bath home in a beautifully landscaped gated community. It features 1 king size beds and two queen beds. The kitchen is fully equipped with modern appliances, dishes and cooking utensils. There is a new Whirlpool Duet washer/dryer installed. The salt water pool is perfect for lazing away your days. There is on street parking for two cars. The center of town is ten minutes away. An entire home for the price of one hotel room.

Casa Calypso 3bed3bath sleeps 8 beautiful decorate
Bring the whole family to this great place with lots of room for fun. Very clean, organized stand alone house with everything you will need to have a great stay! Fully stocked kitchen with a kuerig and drip coffee pot. Can have twin beds downstairs or convert into a king. Two king bedrooms upstairs. Each bedroom has its own bath! A queen sleeper couch in living room with a screen divider for privacy if needed. Steps away from the large heated community pool. Several nice restaurants around.

KW Luxury 2/2 Beachfront resort Tropical Oasis
1357 s f Luxury beachfront resort condo w/ all the amenities - beachfront heated Olympic pool, 3 lighted tennis courts, 20 man hot tub, tropical gardens, beach, saunas, Gym, BBQ Grills everything to make your vacation spectacular! You must be at least 25 years old to rent this property. This is a no animal rental due to extreme allergies of the owner. Thank you for understanding. Spalling work hs begun on the balconies of the other building this may impact your enjoyment of the pool

Luxury Boat Stay | Resort Amenities
A Whim isn’t just a place to sleep - it’s permission to unplug and let vacation unfold naturally. Docked at the exclusive Perry Hotel & marina, this 40 ft 2-bed luxury boat with island bright touches is tucked away from the crowds in a resort style marina while being just minutes from downtown Key West. Featuring indoor and outdoor spaces for living, dining, and relaxing, as well as hotel amenities such as a pool, 3 bars and restaurants, and a gym. Vacation differently on A Whim.

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Palm Breezes! Room for Everyone on the Ocean.
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1.. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Grill, Jacuzzi. Full WiFi. TVs in every bedroom! Travel down our private dock way to the beautiful Cudjoe Bay, hop one of the many kayaks and take a healthy paddle with your friends/family or just enjoy the breathtaking ocean view while you sit on the porch.

Tropical Escape at Sunrise
We thoroughly sanitize upon check-out. This luxurious condo features a wonderful tropical interior design. It includes 2 spacious BR's: king bed/ full bath, queen bed/ full bath). Our living room sofa bed accommodates 1 guest. A fully equipped kitchen. Patio overlooks pool. WiFi, basic cable, 3 TV's, A/C, washer-dryer, workout center, BBQ, tennis court, elevator, parking. Accommodates no more than 5 guests. Must be 25 and older.

Castaway Cove: Pet-friendly 2/2 condo near beach!
Welcome to the tranquil, tucked away community of Sunrise Suites in beautiful Key West, Florida. When you choose to spend your vacation with us at the pet-friendly Castaway Cove Condo, you will be just 1 mile from Smather's Beach and a quick 10 minute drive to the fun and excitement of downtown Duval Street with tons of restaurants, bars, art galleries, museums, live music and people watching.

Complimentary Breakfast & Daily Housekeeping!
The Moonlit Manatee, a fresh waterfront villa in Marathon, FL, made for easygoing Keys escapes. This 1BR/1BA villa sleeps 4 and features a king bedroom, spa-inspired bath, inviting living space with sleeper sofa, and a fully stocked kitchen. Enjoy coffee on your private patio with marina views, or keep your boat at your slip and settle into island time.

EYW Getaway
Relax with the whole family at this peaceful place to stay. Our two-bedroom two-bathroom condo with complete kitchen is located at Sunrise Suites Resort. Amenities include shared heated pool, hot tub, tennis court and a basic gym. Our condo is located 1mile from the airport, 1.5 miles from the beach and 3.5 miles from downtown Duval St.

Affordable Beachfront Luxury Condo Sleeps 6
My place sits on Smather's beach! Close to downtown and the airport. You’ll love the condo because of the location, the large indoor space, it's quiet, the pool, and has all the comforts of home. My condo is good for couples, solo adventurers, business travelers, families (with kids), and big groups. It’s spacious - and very clean!
Popular amenities for fitness-friendly rentals in Key West
Fitness-friendly apartment rentals

Ocean View Duplex Penthouse | Pool | Vista Two

Double Signature

Beautiful 1 bedroom apartment in Beachside Resort

Hyatt Resort Club at Beach House. 2 Bedroom/2 Bath

Henry's Penthouse On The Ocean

Waterfront Sunset Harbor Club Resort+Amenites. 1BR

Designer Waterfront Estate - Lunara Bay Collection

Standard 1 Bedroom King Suite with Balcony
Fitness-friendly apartment rentals

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Luxury condo with boat slip overlooking the bay

Key West's Crown Jewel

Key Lime Paradise 3bed 2bath Sleeps 6 Pool Hot tub

Key Wes't Best- Upgraded condo 5 mins to Smathers

Sunrise Suites Resort, Key West FL U #408 2bdr2bth

Hyatt Windward Point Key West- Two Bedroom

Just a Few Friends - Ocean View and Bring your Boa
Fitness-friendly house rentals

Escape to the Florida Keys!

Key West Paradise

Welcome to the Ocean Nest in Key Colony Beach, FL

Paradise found

Spacious lux home, private pool/spa, 80' dock

Island Villas Rentals

Funky Chicken Cottage with Shared Pool in Paradise

Flipper's Lagoons
When is the best time to visit Key West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $712 SGD | $742 SGD | $681 SGD | $642 SGD | $597 SGD | $568 SGD | $578 SGD | $491 SGD | $428 SGD | $532 SGD | $617 SGD | $685 SGD |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
Quick stats about holiday rentals that are fitness-friendly in Key West

Total holiday rentals
Explore 510 holiday rentals in Key West

Nightly prices starting at
Key West holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 15,290 verified reviews to help you choose

Family-friendly holiday rentals
370 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
490 properties feature pools

Rentals with dedicated workspaces
330 properties have a dedicated workspace

Wifi availability
500 of Key West holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Key West rentals

4.7 Average rating
Key West stays receive an average rating of 4.7 out of 5 from guests
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- Fitness-friendly rentals Monroe County
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- Sombrero Beach
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- Bahia Honda State Park
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
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