
Holiday houses in Conch Key
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Top-rated holiday rentals in Conch Key
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JOJO'S Beachside 1Acre Estate-New Pool
LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

Tropical Beachfront Penthouse-Beach Cottages
Beach Cottages II (#2505) Welcome to this spacious top floor oceanfront condo in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Beach Cottage Direct Gulf Front Corner Unit
Escape to your luxurious 2-bedroom, 2-bathroom direct Gulf-front corner condo, where stunning beach and sunset views await. This fully renovated retreat comfortably sleep 6 and boasts a modern full kitchen, in-unit washer and dryer, and expansive windows and balconies showcasing panoramic coastal views. Perfect for relaxation and unforgettable Gulf Coast getaways. This is a no smoking property. There is no smoking anywhere on the property, if you are a smoker please do not book this property.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Life is better at "The Beach" Cozy Gulfview Condo
Discover the serene beauty of Indian Shores from our charming 2-bedroom condo. This cozy retreat is the ideal place for remote workers, families, seniors seeking paradise or couples looking for a romantic extended stay. Immerse yourself in the sun-soaked shores and crystal-clear waters of the Gulf of Mexico. Imagine sunbathing on the beach, frolicking in Gulf waters, lounging by the pool or relaxing in the hot tub. Our newly renovated, first floor beachfront condo is a few steps from it all.

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Billy's Beach Bungalow
Welcome to Billy’s Beach Bungalow—your cozy coastal escape just steps from the sand. Located directly across from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy beach chairs, 2 kayak with a launche and fishing docks, walkable rentals, and a beach trolley every 30 minutes. Close to dining, live music, and beach-town fun. Please note: this is a pet-free property to help keep the space fresh and comfortable for all guests.

Beach Bungalow -Step in to the Sand! Indian Shores
If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Quiet Beachfront Bungalow on Florida’s Gulf Coast
Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

Direct Beachfront Penthouse
Experience the ultimate Gulf retreat in our top-floor Indian Shores penthouse! Enjoy unobstructed panoramic views and legendary sunsets from your private balcony, just steps from the sand and heated pool. We’ve fully refreshed the space with brand-new furniture and high-end coastal decor—check out our updated photos! While the interior is more stylish and comfortable than ever, the million-dollar views and sound of the waves remain the star of the show.

Oceanfront Condo · Rooftop Terrace · Arcades
Step onto the private rooftop terrace and the Gulf stretches out in front of you — golden hour, warm breeze, a putting green underfoot, nowhere else you'd rather be. Inside, the kids are deep into NBA Jam while the waves crash just beyond the balcony. Hello Sunshine is a direct oceanfront condo in the heart of Indian Shores — designed like a magazine spread and stocked for the kind of trip people still talk about long after they've unpacked. ☀️
Popular amenities for Conch Key holiday rentals
Other great holiday rentals in Conch Key

Saltline | Waterfront w/ Heated Pool + Golf Cart

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

San Remo. Top Floor. Beach Views

Waterfront | Fishing Dock | 2 Min Walk to Beach

August discounts! Beachfront 2/2 w/Jacuzzi

2BR | Oceanfront, Backyard Beach, Fully Equipped

Luxe 4BR w/ Pool & Hot Tub- Mini Golf

Rustic Pines | Golf, FirePit, 5 min to Beaches
Destinations to explore
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- MidFlorida Credit Union Amphitheatre





