Fitness-friendly holiday rentals near Cortez Beach

4.88 out of 5 average rating, 160 reviews

Home in Sarasota

5 minutes to private Siesta Key Beach + 2 pools

Escape to this luxurious 1st-floor condo on Siesta Key, just 5 minutes from the award-winning Siesta Key Beach. Enjoy private access to its soft, white sand and turquoise waters. Perfect for families, the condo offers two heated pools, lighted tennis and pickleball courts, a fishing pier, gym, and sauna for endless fun and relaxation. Nestled in a tropical setting, it’s the ideal spot for your beach vacation, staycation, or a peaceful getaway. Everything you need for an unforgettable experience!

5 out of 5 average rating, 36 reviews

Flamingo Royale — Beach Luxury Resort

Welcome to the Flamingo Royale — Your luxury sanctuary! This exquisite escape gives tropical elegance perfect for indulgent relaxation and unforgettable memories. Experience the charm of old Florida with a modern twist in a stylish setting. Step outside to your personal paradise—a shimmering pool surrounded by lush landscaping & palms galore. W/ beautiful Anna Maria Island just moments away, relish pristine beaches, boutique shopping, and fine dining. Experience paradise at the Flamingo Royale!

5 out of 5 average rating, 27 reviews

Blessed Haven Peaceful Getaway 3 Miles to Beach

Our peaceful, elegant home offers the perfect blend of luxury and comfort near multiple beaches and IMG Academy. Luxurious Amenities: Heated Pool for an add'l fee, Smart Home Features, a modern and fully equipped kitchen w/full oven air fryer for cooking, a Comfortable King-sized bed w/premium linens, Game Room w/arcade tabletop, 1GB Highspeed WiFi, 2 Dedicated Office Desks Relax & unwind in our Peaceful Getaway with morning coffee by the waterfall spa and beautiful sunset walks on the beach.

5 out of 5 average rating, 26 reviews

Home in Nokomis

Lake View, 6 Miles From Beach

-Located inToscana Isles (gated community with heated infinity pool, gym, tennis/pickleball/bocce ball courts, playground, dog park, billiard room, and monthly events) -Backs up to 1 of 3 lakes (kayaking and fishing allowed, 2 kayaks, 2 fishing poles and tackle box included) -6 Miles from Nokomis Beach, 6.8 miles to Venice and dog beach, the only pet friendly beach in the area (4 beach chairs, umbrella, cooler, wagon and beach bags included) -Close to Legacy Trail and Oscar Scherer State Park

4.95 out of 5 average rating, 122 reviews

Relax-Swim-Play Games-Gym-Enjoy AMI Beach Sunsets.

Modern, Elegant with a big splash of FUN. Family Fun House! 3 bedrooms, and 2 bath home only 5 miles from AMI beaches and is around the corner from the Bradenton Country Club. The backyard enclosed heated pool will keep the kids & adults entertained for hours. A child safe door alarm separates the pool & fully-covered patio lounge area. The fun doesn’t stop there! Inside the Florida room, there are games for the entire family! and, the garage has been converted into a fully equipped gym.

5 out of 5 average rating, 14 reviews

Home in Sarasota

Lux Pelican's Perch | Heated Pool + Hot Tub + Gym

BNB Breeze Presents: Pelican's Perch Welcome to Pelican's Perch, a stunning Sarasota home that perfectly blends luxury and comfort. Located just a short drive from beautiful beaches and local attractions, Pelican's Perch is the perfect base for exploring all that Sarasota has to offer. This home has it all. - Private Heated Pool - Built-in Hot Tub - Water filtration system - Beach Supplies - Luxe Modern Brand New Construction - Garage Gym - Connected directly to the Legacy Trail

5 out of 5 average rating, 22 reviews

FREE Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Welcome to The Wild Pelican House, a unique family retreat tucked away in a quiet Bradenton neighborhood right off Cortez, you'll be just minutes from Anna Maria Island & IMG Academy. This is not your average vacation rental. Our house is designed for families who want to make the most of their time together — laugh louder, play harder, and relax deeper. -FREE 85* Heated Pool -Private Mini Golf Course -Hot Tub -Outdoor Movie -Backyard Arcade Shed -Fire Pit & Grill - AMI: 8mi -IMG: 4mi

Apartment in Bradenton Beach

4.88 out of 5 average rating, 121 reviews

Charming and Updated 1 Bedroom in Runaway Bay

Our charming 1 BR/ 1 Bath condo is a new to the rental market. It was formerly owner occupied. The property is in the Bradenton Beach area of Anna Maria Island. Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Fitness center has newer equipment. There is a fishing pier which also works as a great way to enjoy beautiful views of the Anna Maria sound. Free trolley stop is right in front of the property. Washer/dryer in unit.

Apartment in Bradenton Beach

4.92 out of 5 average rating, 26 reviews

Anna Maria Beach Condo - 2Bedroom/2bath - Sleeps 6

Completely Remodeled 2bedroom/2bath - Sleeps 6. New furnishings, new everything! Close to the action, dedicated trolley, and beach access. Serene coastal mornings on white sand beaches glow gold in the sunrise. The aquamarine Gulf of Mexico sparkles like diamonds in the sunlight. Relax and sip your coffee or fresh-squeezed juice on your screened-in lanai as palm fronds dance in the salt breeze. THIS is the vacation you’ve been dreaming of. Pets must be under 25 lbs per HOA.

Superhost

Home in Ruskin

4.95 out of 5 average rating, 60 reviews

Waterfront Retreat • Pool • Spa • Basketball • Gym

HGTV-built 4BR/3BA waterfront retreat w/ private pool & spa, indoor basketball court, Tonal smart gym, BBQ, dedicated work space & games. Enjoy peaceful water views, fish from the shoreline, or relax in the screened pool patio. Just 3 min to Tampa Bay boat launch & Cockroach Bay Preserve. Spacious, pet-friendly & perfect for families or groups, with fast Wi-Fi, smart TVs, modern comfort, designer finishes & fun-packed amenities in a one-of-a-kind Florida getaway!

Superhost

Apartment in Bradenton Beach

4.91 out of 5 average rating, 34 reviews

Sandcastle Dreams

My place is close to the ocean, restaurants and a trolley stop so you can go to other areas of the small island. You’ll love my place because of it is located right on the beach with amazing views of the beach and ocean. It is also located within walking distance of several restaurants, shops and small local beach bars that have some live music. . My place is good for couples, solo adventurers, business travelers, and families (with kids).