Fitness-friendly holiday rentals in Southold

Find and book unique fitness-friendly accommodation on Airbnb

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Popular amenities for Southold fitness-friendly rentals

Fitness-Friendly Holiday House

Top Guest favourite
Home in Noyack
5 out of 5 average rating, 44 reviews

Sag Harbor Chic Pool Grill Gym Outdoor Shower Dog

CarterRating, 5 stars3 weeks ago
Beautiful home and amazing pool and garden. And great host! Would definitely stay here again.
Superhost
Home in Hampton Bays
4.76 out of 5 average rating, 113 reviews

Private completely fenced in property. Near beach.

RuzinRating, 5 stars3 weeks ago
A fenced-in slice of Hamptons heaven where both dogs and humans roamed free and happy. It’s basically a resort if your resort includes wagging tails, wine within walking distance, and a private mini movie theater for when socializing gets… exhausting. Days were spent by pool , nights were hot tub therapy. 10/10 would trade city stress for this fenced paradise again.
Guest favourite
Home in North Fork
4.93 out of 5 average rating, 15 reviews

POOL + Beach Oasis! July deals 7 nights just ask

RebekahRating, 5 stars12 months ago
Beautiful home in a lovely location with plenty of activities to do and sites to see. Michael and Lauren were very responsive to our questions and made us feel welcomed. They also shared a comprehensive guide to the area which was very helpful since we are new to Greenport. We hope to be back soon!
Home in North Fork
4.77 out of 5 average rating, 13 reviews

Beautiful home in Jamesport w/heated pool July ‘25

EmilyRating, 5 stars33 months ago
Clean house in a great location close to vineyards, supermarkets, restaurants, Tanger outlet, and beaches. The highlight for us is the heated pool (with built-in light), perfect for night swimming!
Home in East Hampton
4.6 out of 5 average rating, 15 reviews

4 Min Walk to the Beach!

LizetRating, 5 stars11 months ago
Beautiful Beautiful Amazing memories created Thank you so much!
Home in North Fork
4.69 out of 5 average rating, 16 reviews

Perfect Greenport Retreat

FikriyeRating, 5 stars4 months ago
Kevin was an incredible kind, welcoming and responsive host. The home is everything and more than we could wish for in a rental. It is cozy and comfortable. Kevin spared no expense to outfit the home with tasteful furniture, bedding, housewares. It was a real treat and we will be back soon.
Guest favourite
Home in Hampton Bays
4.89 out of 5 average rating, 19 reviews

Hamptons Lux Retreat

LisaRating, 5 stars8 months ago
I couldn’t have picked a better place to stay with my family!! We traveled out to attend a weekend family wedding. We needed the perfect place that could accommodate 7 of us, and also give us each enough of our own privacy. Alot of friends and family were also searching for the right airbnbs to stay in.. when we all got out there, everyone was bragging about where they were staying, but the verdict was ours was the best Airbnb! ..So glad it was available for us! Thank you Phil, I hope to be back there again one day, in the summer when the pool is open! Highly recommend 😁👍
Guest favourite
Home in Shelter Island
5 out of 5 average rating, 10 reviews

All season island beach oasis - Hamptons area!

ElenaRating, 5 stars2 months ago
Michaela has been the perfect host. The house was more than prepared for our stay, with fresh flowers and of course very clean and with everything we possibly needed. She also made sure to have age appropriate toys for my children and bought weights and other items for work out in the house. She also provided recommendations on where to go including gyms and playgrounds. We will be back! Thanks Michaela!

Quick stats about holiday rentals that are fitness-friendly in Southold

  • Total rentals

    30 properties

  • Nightly prices starting at

    $252 NZD before taxes and fees

  • Total number of reviews

    310 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore