Fitness-friendly vacation rentals in Holmes Beach

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 min walk to Beachfront & Bay on AMI!

Welcome to Blackmore Vacation Home, a beautiful condominium located centrally between Bradenton Beach and Manatee Bay in the highly sought after Runaway Bay on AMI! With a private entrance and only a five-minute walk to each, you will get to experience the amazing sugar white sands of the Gulf as well as fishing, kayaking and boating in Manatee Bay! We have a strict cleaning policy ensuring you complete sanitation prior to your arrival. We also have a new A/C unit with an allergen filter!

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.

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

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.

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.

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).

Updated Townhome, Secluded Beach + Pool

Renovation completed in 2025! New master bath, whole house repaint, new furniture, etc. Longboat Key beach is ok post-hurricane, stores and restaurants open! Private updated townhome, just 100 yards from the beach. The spacious 2BR/2.5BA new listing has been tastefully furnished. It is within the exclusive community of Cedars East which offers a pool, fitness center, tennis, kayak/paddleboard launch and private fishing pier.

Island property on Longboat Key by the Beach

Longboat Key Island Fun in a newly updated beautiful property! Newly updated 3 story townhouse on beautiful Longboat Key with two bedrooms and two and a half bath sleeps 5 guest comfortably on King, Queen and pullout single beds. This well equipped property is ready and stocked with beach chairs, a cooler, a beach umbrella, and pull buggy for your convenience. Two week minimum. and relax in this calm, stylish space.