Fitness-friendly holiday rentals in Indian Shores

Pearl of the Sea, 1 BDRM, 2 min walk to the beach

Please note, the gym, jacuzzi, and hot tub are temporarily closed(hurricane damage) Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club, a private gated community, free parking, high-speed WI-FI, TV cable, Netflix, 2 outdoor heated swimming pools, and fishing piers. Please, book at least 7 days before your arrival

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping your coffee, or while enjoying a glass of wine in the evening! A 6-minute drive to Madeira Beach, and close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping within 7 minutes. Lots to do; close to fishing including deep sea, and jet skiing. 1 bedroom, sleeps 4; comfy pull-out.

New Beachfront Resort Condo in Paradise

Treasure Island’s newest condo resort! 992 sq ft of luxury directly on the beach. Oversized 2 bedroom condo. Your contemporary unit has 2 bedrooms and 2 full bathrooms, and a pull-out couch in your open concept living area. Just beyond your living room is your beautiful view. Head out to your private balcony through the retractable sliding doors. Here you might choose to enjoy a cup of coffee while watching the sky lighten with the dawn or grab a cool drink to take in a or a magical sunset.

Penthouse Water View, Pool, @ Johns Pass!

Penthouse corner unit with stunning water view from the living room, bedrooms and balcony! This waterfront condo is in prime location. A block away from Johns Pass Boardwalk (#1 tourist destination in the county) and RIGHT across from the pristine white sands & sunsets of the Gulf of Mexico. The property offers a heated pool, hot tub, fitness room & event center. Our condo has everything you need including fully stocked kitchen, laundry in unit, high speed wifi & beach equipment.

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

Waterfront condo! Fishing pier! Heated pool hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

Bright and Spacious 1Bed/1Bath condo.

Enjoy your getaway in this relaxing, clean, bright, and cozy 1 bedroom/1 bath condo on the 1st floor of a gated community, fully equipped for your stay including beach chairs, umbrella and a cooler. You will have a private entrance to the condo, free parking, a heated pool open all year, a clubhouse with a basic gym. We are conveniently located 15 minutes away from Clearwater Beach and an easy 30-minute drive to Tampa International Airport.

Beach Days & Family Fun - Last Minute Openings

Beachfront & Beautiful Gulf Views - EVERY Room ★Gorgeously updated ★Stunning views from balcony & interior ★ Private beach access ★Hotel Like Amenities: TVs in all rooms, Toiletries, Coffee provided, Pickle Ball & Tennis ★ Walkable to restaurants, stores & Trolley stop ★ Beach equipment provided ★ Fully-stocked kitchen & Laundry in-unit ★ High-speed internet & workspace ★ Kid & Dog-friendly ★ New landscaping, pool deck & court resurfacing

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Gulf of Mexico Beach Retreat | John's Pass/Pool

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy Gulf views and modern coastal luxury in this Madeira Beach condo—just steps from the sand and John’s Pass Village. Stylishly furnished with open living, full kitchen, and private balcony for ocean breezes. Resort-style amenities, dining, and entertainment are all nearby for the ultimate beach escape!

Clearwater Retreat • Gated Community + Heated Pool

✨ Welcome to your Cozy Clearwater Retreat! This modern 1-bedroom condo in The Avalon gated community offers comfort and convenience just minutes from Clearwater Beach. Enjoy vaulted ceilings, an open layout, in-unit laundry, fast WiFi, and a screened patio. Guests love the clean space, safe location, and the resort-style pool just steps away—perfect for couples, solo travelers, or small families.