Holiday rentals in Redington Shores

Villa in Redington Shores

A sandy pathway leads through palm trees and lush greenery toward a wide beach. The ocean's calm surface reflects a bright blue sky with scattered clouds. A beach umbrella is visible to the left, suggesting a serene, inviting atmosphere.

4.91 out of 5 average rating, 142 reviews

1 House to beach. Superhost. 2 king beds 2 twin

Steps from a Pristine Beach 🌊 Just one house away from a wide, serene beach perfect for walking. This 1 of 3 units in a small villa is on the beach side, tucked on a quiet street, a hidden gem away from busy condos. Bedrooms & Comfort 🛏️ No one sleeps on a sofa bed! 2 King bedrooms + 1 bedroom with 2 Twin beds (includes W/D). Blackout curtains & comfy mattresses for restful nights. Amenities 🏖️ Beach towels, chairs & cooler. Walk to restaurants. W/D in unit, central AC, Wi-Fi, free parking

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.94 out of 5 average rating, 131 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages 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 size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

4.87 out of 5 average rating, 383 reviews

A unique dome structure is surrounded by a landscaped area featuring low plants and trees. The exterior is composed of light-colored bricks, while two arched windows provide natural light. A tall tree with hanging moss is visible alongside the dome, contributing to the serene setting.

Dome in Largo

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

Apartment in Redington Beach

4.86 out of 5 average rating, 142 reviews

Island Chic Cutie @theBeach@HeatedPool

Great studio located few steps to the Gulf of America. Most everything you need for the beach or pool has been provided, The space is very convenient to great restaurants, grocery stores and nightlife. The neighborhood around the area is really nice and safe. There is a park next door with basketball and outdoor gym equipment plus kids play areas as well. You'll love it here, everyone does. We provide cozy essentials. Some condos being updated inside. Our lower than usual price reflects that.

Guest suite in St. Petersburg

A comfortable sleeping area features a queen bed dressed in a white and aqua patterned duvet. Two individual pillows rest at the head of the bed. A nightstand with a lamp and a decorative chair are positioned nearby, while light from windows partially covered by blinds illuminates the space.

4.98 out of 5 average rating, 993 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Superhost

Apartment in Redington Beach

4.8 out of 5 average rating, 223 reviews

Gulf view Condo with pool in Clearwater/St. Pete

Located between Clearwater Beach & St. Pete Beach, this fully furnished Studio features a full kitchen with a full-sized stainless steel refrigerator and dishwasher, granite countertop, microwave, kitchenware, a Queen bed, a queen size sleeper sofa, closet space, and new AC. This quaint 35-unit resort condo offers a heated pool with tables, lounge chairs and gas grill within a smoke-free tropical courtyard. Just step out the front door for a view of the gulf & 3 mins. walk to the beach.

4.96 out of 5 average rating, 180 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Apartment in Redington Beach

4.85 out of 5 average rating, 639 reviews

Florida Island Beauty@theBeach@Heated Pool

My place is close to white sand beaches and has a heated pool. Price is amazing and its fully renovated in the latest fashion with fun beachy accents! You’ll love my place because of the location, the neighborhood, and the outdoors space. My place is good for couples, solo adventurers, a parent and a child. I have adjusted my prices so they are adjusted accordingly with consideration of the area recovering from hurricane Helene from last year. Photos were taken on August 25th, 2025.

Tiny home in St. Petersburg

A cozy sleeping area features a wooden bed with a light-colored comforter. Soft lighting is provided by pendant fixtures on either side. A shelf above the bed displays various plants, adding a touch of greenery to the earthy tones of the room.

4.87 out of 5 average rating, 124 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Welcome to our tiny but thoughtfully designed studio—small in size yet big on comfort, care, and cleanliness. Each space is lovingly maintained by my mother, ensuring an extra spotless stay. Perfect for solo travelers or couples, you’ll enjoy a cozy bed, efficient design, and unbeatable value. Step outside to our lush shared gazebo with seating, dining areas, BBQ, and outdoor kitchen appliances—a favorite gathering spot for guests. Superhost team of four always here to help. 🌴☀️🏖️

The image shows a view of the beach, with smooth, sandy shores leading to a row of modern condo buildings in the background. The condos are designed with balconies, featuring multiple stories and large windows, under a clear blue sky.

4.91 out of 5 average rating, 410 reviews

Indian Shores Gulf Front Rental

Beautiful 2 bed 1 bath luxury condo on the Gulf of Mexico. We are steps from the beach. Unit has partial water view. Beautiful state of the art kitchen and luxurious furnishings. Everything you need for your perfect vacation. Totally non-smoking unit. Come and stay with us. This is a second floor walk up condo. There are 27 steps. May not be suitable for the elderly or small children. Check in 3pm. Check out 10am Our maximum occupancy is 4 people including children.

A serene sunset is captured over the calm ocean, with vibrant orange and yellow hues reflecting on the water's surface. Silhouettes of palm fronds frame the view, while a faint outline of the shoreline can be seen in the foreground.

4.98 out of 5 average rating, 147 reviews

The Seascape Premier Beachfront Cottage-Gulf View

Treat yourself, you deserve it! Our condo is updated and furnished for your comfort and convenience. It's the perfect place for a romantic couples getaway, fun in the sun for families or a paradise of peace for seniors. Enjoy watching the boats sail by from our balcony or laying by our pool and basking in the sunshine. Step out to the beach, feel the warm sand between your toes and indulge in the Gulf. Make lifelong memories and melt your stress away at Indian Shores.

4.98 out of 5 average rating, 133 reviews

Flat in St. Petersburg

Cozy Gem Near Madeira Beach With Private Patio

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Popular amenities for Redington Shores holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Redington Shores

Home in Indian Rocks Beach

5 out of 5 average rating, 7 reviews

Nemo’s Beach Bungalow

A view of a sandy beach stretches toward calm blue waters under a clear sky. A wooden walkway leads from the beach access point, framed by green grass and beach plants. An umbrella and two figures are visible in the distance on the shore.

Cottage in Redington Shores

4.73 out of 5 average rating, 332 reviews

Below -Deck Studio Gulf Side 40 steps to the beach

Flat in Independence Square

A spacious balcony is featured, overlooking the Gulf of Mexico. Comfortable wicker seating is arranged with a small table. Sunlight pours in, illuminating the area, while palm trees sway gently in the ocean breeze. The sandy beach can be seen in the distance.

4.98 out of 5 average rating, 43 reviews

Oceanfront On The Beach! Watch sunsets Beachfront!

Apartment in Redington Shores

A spacious living area features a light-colored sectional sofa and round coffee table. Large sliding glass doors provide access to a balcony with ocean views. A flat-screen TV is positioned for easy viewing, and a stylish wooden cabinet adds a decorative touch.

4.97 out of 5 average rating, 64 reviews

Sunny Retreat on Pristine Beach | Redington Shores

5 out of 5 average rating, 11 reviews

Flat in Sunset Beach

Beachfront Gem | Spacious Corner Unit #501

4.84 out of 5 average rating, 275 reviews

A serene beach scene stretches across the horizon, featuring soft, sandy shores against a calm, azure ocean. Gentle waves lap the beach, while a few people walk along the water's edge, under a clear blue sky.

Apartment

Beach Front Condo 3 bathrooms 3 bedrooms/5 beds

4.85 out of 5 average rating, 391 reviews

A bright and airy room is furnished with a spacious bed, a gray sofa, and a small dining table with chairs. Decorative plants, framed artwork, and soft lighting create a welcoming atmosphere, while large windows allow natural light to fill the space.

Flat in Clearwater Beach

Surf n Sand Studio Apartment by the Water 10

A vibrant sunset is viewed over the Gulf of Mexico, creating a gradient of warm oranges and yellows against a clear sky. The horizon meets the tranquil waters, while silhouettes of palm trees and an inviting pool area are visible in the foreground.