
Fitness-friendly holiday rentals in Windley Key
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Top-rated fitness-friendly rentals in Windley Key
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Fitness-friendly apartment rentals

Marathon 1BR Villa on Lovely Waterfront Resort
We had a wonderful stay and would defiantly do again if back in that area

Marathon Studio on Lovely Gulf Front
The facility and room were exactly as advertised. The only issue we had with the property was the restaurant on site. Service was not great, and food was below average. We waited at the bar for 45 minutes just to receive menus. Overall, we had a great stay.

Marathon Studio on Lovely Gulf Front Resort
Beautiful location. Lots of relaxing by the pool. Some great live music at the Tiki Bar. Close to many great restaurants. Bed was super comfortable. Coffee machine in lobby was amazing, great to have each morning. Ice machine and laundry room were good to have close by! Can’t wait to return one day!

Luxury Oceanfront Suite-Resort W/Indoor Pickleball
We highly recommend this property. Mariner’s Club was private with well-kept grounds. The pools and marina were great and easily accessible from the unit. The condo was ideal for our family of four—lots of space, a large master bedroom separate from the secondary rooms, and 2.5 bathrooms. The view from the balcony was incredible, and the full sliding glass doors allowed us to enjoy the ocean breeze.

Marathon 2BR Villa on Lovely Waterfront Resort
Amazing! We had a wonderful trip! Chris was very responsive with any questions and gave us clear and easy check in instructions. The resort was exactly as described….very beautiful. I would highly recommend!

Sunny Stay | Reef Snorkeling. Private Villa
Really appreciate the last min reservation! Our friends have a place here which gave us the idea to come and enjoy the weekend last min. Look forward to our next visit!

OceanGaze Poolside Villa
We loved this spot! It was perfect for our family (this trip was only adults). The pool and grounds are kept very clean & nice and we couldn’t have been any closer to the pool! The host was very responsive to questions we had before the trip & during! It truly was a perfect place!

Standard 1 Bedroom King Suite with Balcony
My boyfriend & I have been coming to Skipjack for his birthday for the last two years & we absolutely love it ! It has become a little tradition. We love the space and the dock in the back! During our stay we saw a manatee, a Manta Ray, & lots of Tarpon in that canal. Absolutely beautiful. The location couldn’t be better as it’s right in marathon, where you are close to Sombrero Beach, Publix, lots of delicious restaurants with great ambience, etc! We look forward to our next stay at SkipJack!! :)
Fitness-friendly apartment rentals

Mariner's Club 324 - The Ocean Breeze Awaits You!
This unit was exactly as described only better. The condo was very nice and had everything you could need for a stay in the Keys - beach chairs, sand toys, tennis and pickle ball equipment, basketball, yoga mats, etc. The view from the balcony was absolutely gorgeous. The unit was also very tidy when we arrived and included a little welcome basket. Excellent communication from host. The pools and hot tubs were very clean; they were maintained at least twice during our six day stay. It was sometimes tricky to get a chair at the pool but we were able to make it work. We stayed M-Sat., it got VERY busy Friday night. Glad we stayed midweek! A couple things I wish we'd known in advance: - The location of the actual unit. It took us about 10 minutes of circling the property to find the unit, the signage and instructions from the guard were not sufficient. - The area is not walkable. Lots nearby, but we did not feel comfortable walking anywhere from the property because of the busy road.

Oceanfront with unbelievable views
The view is beautifully tropical with the ocean water alternating turquoise blues! The white sand beach, palm trees and sparkling pool added to the ambience. The condo had everything we needed, beach towels, umbrella and beach chairs were a plus. There is a high school next door so you can expect high school activities. As it was our first experience in the keys, the location worked well for us. We could go back and forth across all the keys and experience what they had to offer.

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.

Condo - Steps Away from the Ocean, Boat Slip Incl.
This place is a hidden gem. Unit was located in a small resort. Very spacious and nicely decorated 3 level, 3 BR with incredible views from living room/balcony and master BR. We really enjoyed our stay and would definitely return again in the future!

Luxury condo with boat slip overlooking the bay
We have stayed at Lee and Loretta’s home several times over the past few years and it never disappoints! Clean, spacious, well appointed and comfortable - both Lee and Loretta are extremely responsive with any questions we have had during our stay - we love it there!

Key Lime Breeze Retreat!
Loved our stay!!! Close to great restaurants!! The condo was beautiful, extremely spacious loved the studio apartment. That space provided much needed space for family of 8; Very clean, beautiful pool with grill.

Oceanfront condo in the keys
This location is the jewel of the Keys. Private, safe and with an incredible view of the ocean and sunrise. I’ve stayed many times in the area and this is absolutely the best. Owner is extremely helpful and available for any questions. Condo has a well stocked kitchen for cooking with great restaurants nearby. Big, fluffy oversized towels are provided. Being on the second floor near the stairs made that the easiest route in and out. Great group of people we met at the pool, many returning every year for extended stays. Just a wonderful place and hoping to return again next year. Thank you so much, Jeanette!

Oceanfront 2 bdrm, 2 bath, View, Pool, Islamorada
We stayed here for the Thanksgiving week. The place was nice, clean, and quiet. My kids enjoyed the playroom and the pool. The condo had plenty of board games to keep the kids entertained. The Keys have lots to offer, so there is always plenty to do. Donna was very responsive, the check-in was very simple, and we had a great time. Thank you for hosting us.
Fitness-friendly house rentals

Oceanfront Kawama Community,Beach,Pools,Luxury
Andrew’s place was very clean, and he is a very hospitable host! We thoroughly enjoyed our stay, and will be reaching out to him when we come back to the Keys again! I lived in Marathon FL for a long time, and know the keys well. It is rare to find a host as good as Andrew down there! I HIGHLY recommend staying at his place if you’re considering visiting. Great, private Yacht club with a boat ramp/marina, hidden right off the main drag of Key largo.

Key Largo Vibe
Look no further Be sure to stay in this clean beautiful home. Such a gem! 4 bedrooms all decorated so nice and wonderfully soft sheets. Bathrooms were spotless Nice touches with toiletries. The kitchen has absolutely everything you could need all was clean and clutter free. Inside and out everything looks so well-maintained, it’s an older home but it’s absolutely wonderful with little porches and sitting spots BBQ at Sunsets! Now Let’s talk about bringing your own boat and tying up at the back of the house and when you get back a from ride -jump right into the hot tub oh yes, this house is a piece of heaven. ❤️ If you don’t have a boat to bring, they have two canoes you can paddle outside the neighborhood on the waterside canal and see the most beautiful sunset with Dolphins jumping! And a manatee wondering in the canal behind the house! It is so conveniently located to the cut through to the oceanside where you can travel around the mangroves of John Penni camp fishing for snapper

Welcome to the Ocean Nest in Key Colony Beach, FL
Such a wonderful location! We were looking for a location that offered quietness, safety, views, and we found it here at KCB! Canal view across the street. Mile to mile in a half walk to Sunset Park, 5 min walk to The Glunz Beach Resort. We all loved that the rental came with access to the beach resort!m- perfect for our two teenage daughters. Beautiful white sand and blue water. The rental was very nice, and felt like home away from home. Also really like that KCB has law enforcement, and they were always present. We would definitely stay at this location again if we’re to visit KCB again. Thank you for sharing your beautiful home.

Waterfront Oasis with Boat Dock & Pool!
We had a really great stay here - 2 families of 5 and there was room for everyone to sleep. There’s a pullout sofa in a smaller office room that one 14 year old slept on. There’s house is super clean and the hosts were very helpful even after hours when we asked them to help put cold groceries away at 10 pm due to our flight be delayed!! It was so appreciated to salvage all the money we spent on them. Thank you!! The backyard is very private and has tons of beautiful trees and plants and our 6 kids loved the pool after our days on the boat. We had a boat and it was a little tricky to park at the dock bc a little tight at the end of the canal but it was fine even at low tide. We’d stay here again for sure especially based on the great customer service by the management company (although house is listed for sale so might not be available).

Deckhouse
Absolutely amazing! Tanya’s Airbnb was the perfect venue for our wedding. The space was stunning, beautifully maintained, and created the most magical atmosphere for our special day. Tanya and Lana were incredible hosts—responsive, accommodating, and truly went above and beyond to make sure everything was perfect. Our guests couldn’t stop raving about the beautiful setting and how comfortable the stay was. If you’re looking for a dreamy location with a fantastic host, this is it! Highly recommend! Let me know if you’d like any tweaks!

Treetops
This place was such a nice experience. The views were gorgeous and the area was peaceful. It was really a bargain for the price. I highly recommend it!

Get away @ Slow M'Ocean Hideaway
Great place! We had ten people and thought we were going to have to put two kids on each bed of the bunks, so it was such a pleasant surprise to find two hideaway beds in the master! The house was great! The location was truly amazing and that pool…. wow!! Highly recommend!

Flipper's Lagoons
Comfortable and full of amenities for families! Our family of ten (3 generations) had a great week of fun. There were multiple gathering places, all with beautiful views. The kitchen had everything we needed including a Keurig, spice drawer, serving pieces for family style meals, blender, hand mixer, air fryer, crock pot, plus 2 new full size refrigerators ( one close by in the garage - perfect for drinks and food to be cooked later.) The table in the lanai seated all of us comfortably. The heated pool, lagoon full of wildlife, kayaks, outdoor games (cornhole, pool cornhole, giant connect four, sand toys) and amazing views were perfect for a fun relaxing week. The new dock is composite boards so no splinters! We rented a center console boat (fishing and diving) which was completely fine docked during the high wind days. Flippers Lagoon is an updated older home that has so much to offer. We would come back in a heartbeat. Thanks for family memories for a lifetime.
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- EAA Air Museum
- Cocoa Plum Beach
- Theater of the Sea
- Everglades Alligator Farm
- Deering Estate
- Horseshoe Beach
- Monkey Jungle
- Far Beach
- Sea Oats Beach
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Long Key State Park