Fitness-friendly holiday rentals in Holmes Beach

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Charming 2BD/2BR with Big Water Views on the beach

Our charming 2 BR/ 2 Bath condo has wonderful unobstructed views of Anna Maria Sound. It was totally remodeled in 2020. The property is in the Bradenton Beach area of Anna Maria Island. The Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Bikes and kayaks are included. A free trolley stop is right in front of the property. There is a washer/dryer in the unit. The 2nd bedroom has both a queen bed and a bunk bed for larger parties.

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!

Luxury Seashell Oceanfront Condo with Pool

Book your next beach vacation at the stunning Seashell Condo in the Treasure Island Beach community. This modern and airy 2-bedroom, 2-bathroom vacation rental is the perfect getaway for relaxation and adventure. Enjoy the private terrace and chef's kitchen, as well as access to the shared pool, hot tub, gym, and rooftop terrace. Located just steps away from the beach and surrounded by fantastic restaurants and shops, Seashell Condo is the perfect place to call home during your beach vacation.

Best Beach getaway steps from the Gulf of Mexico

Your unforgettable vacation starts here in this beautiful completely remodeled (July 2025) 1 bedroom/ 1 bathroom condo on the Florida famous Anna Maria Island. Located ground level at the front of the complex, 70 steps and you're on the sand soaking up sun on the beach. Fully equipped to enjoy the waves with beach chairs, a tent, cooler, and beach toys. Free trolly pick up for all around the island. Shuffle board, Bocce board, Club house with wifi. Charcoal grills on property for guest use.

~Direct Beach Access & Heated Pool at Great Rate~

🌅Breathtaking Sunsets welcome you combined with a Powder Soft Sandy Beach & Aqua Blue Water which makes AMI your memorable and desirable Vacation Destination! Your Condo is in between the Beach & the Bay! It's your ideal location for everyone including Families, Couples, Friends etc. You can Walk to Restaurants, Bars, Live Music, Shopping, Water Sports, Boating, Cruises, Fishing etc. What you'll love the most...you don't have to drive...you can Walk, Bike, or use the Free Trolley.

Pool-Fire Pit-Putt Putt-Games-10 Min to Beach

🌴 Suncoast Getaway – Your NW Bradenton Escape! 5 miles from the white‑sand beaches of Anna Maria Island, with Holmes and Coquina Beach nearby, just 6 miles to IMG Academy. Enjoy a heated pool (upon request), putting green, Corn Hole, Connect4, fire pit, rotating pool/ping pong/air hockey table, arcade, dart board, board games, beach kit. Explore beaches and parks then relax, grill, or unwind at the home. Close to dining, golf, and shopping — comfort and fun await in the Florida sun! ☀️

Longboat Key Beach House

This quaint beach house with a private backyard and outdoor shower is everything you need to enjoy your relaxing Florida getaway and includes your beach supplies. It’s only one block to the beach access, convenience store, great restaurants and a deli. Also Included is the use of a membership to Cedars East Tennis Club (5 minute walk), which has Pickleball and Tennis Courts, a junior Olympic POOL, gym, free bicycle rental and tiki bar. Minutes to Holmes, Bradenton and Coquina Beaches.

EV Charger, Blue Lagoon S by SeaBreeze Vacation

Blue Lagoon, a 2 bedroom/2 bath duplex with an EV charger near Pine Avenue where there are tons of shopping and dining, can sleep up to 6 people. pool. You will find the open living area complete with a queen pull-out sofa bed. Step out back to your patio area with gas BBQ and dining area. The shared heated pool is large and the outdoor living space is perfect for entertaining or relaxing and enjoying the sun. There are separate, gated entries to the pool for both sides of the duplex.

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Dog friendly LBK home with deeded access to beach!

**Calendar not always up to date. Please message me for specific dates. Newly renovated 3/2. Location, location, location. Walk or ride bikes to some of the top restaurants on LBK. Perfect for a small family or two couples. Beautiful outdoor screened in porch with grill, couches, dining room set and and ping ping table, outdoor living at its best. Tenants also get to enjoy Cedar’s Racquet Club membership with pool, tennis, pickle ball, full gym and bikes.

Private Beach with Loungers · 2 Pools & Bay View

Beachside resort life for families, groups and remote workers seeking easy beach access and active days. This oversized & Fully Renovated 2‑bed, 2‑bath condo sits in a gulf-to-bay complex so you can walk to the famed Siesta Key sand and hop the island trolley outside your door. Enjoy bay views, unwind in heated pools and the hot tub, use the on-site gym and courts, and take advantage of provided beach chairs, umbrella and wagon for effortless beach days.