Family-friendly vacation rentals in Redington Shores

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Top-rated family-friendly rentals in Redington Shores

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern kitchen space features a marble countertop with two bar stools. Colorful wall art adorns the light-colored walls. Pendant lights hang above, casting a warm glow over the dining setup with turquoise dishes and a fruit bowl in view.

Guesthouse in Seminole

4.96 out of 5 average rating, 207 reviews

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Top guest favorite

A charming cottage exterior features a welcoming front door framed by decorative greenery. Light-colored walls are complemented by green trim and a peaked roof. Lush landscaping with colorful plants surrounds the entrance, and indirect sunlight illuminates the scene under a clear blue sky.

Condo in Madeira Beach

4.95 out of 5 average rating, 135 reviews

Madeira Beach Cottage steps from Gulf.

Back in Business after the Hurricane! Madeira Beach has been a sought out destination for decades. Enjoy an amazingly cute & cozy efficiency located in famous Madeira Beach at Gulf Gardens. The cottage is quiet, boasts ice cold AC and is directly across the street from the public beach access. Guests appreciate the immaculate landscaping and the friendly accommodations. You will come back year after year. I will work hard to ensure your 5 star review. Please reach out with any Q’s.

Guest favorite

An outdoor swimming pool is surrounded by a well-maintained paved area and vibrant landscaping. Palm trees provide shade near the pool, while the adjacent building features two levels with balconies overlooking the area. The inviting water reflects sunlight under a clear blue sky.

Condo in Redington Beach

4.8 out of 5 average rating, 246 reviews

Beautiful Studio on the paradise white sand beach!

The studio at Royal Orleans is a perfect holiday accommodation across from the lovely Redington Beach. The studio offers a sitting area and a kitchen complete with a dishwasher and a refrigerator. A flat-screen TV with cable channels is provided. There is a private bathroom with a bathtub shower. The bed is queen size. The apartment complex has a lovely outdoor swimming pool with a lounge area. Redington Beach is a great choice for travelers interested in sunbathing, swimming and relaxing.

Guest favorite

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.

Condo in Redington Shores

4.84 out of 5 average rating, 265 reviews

Beach Front Condo 3 bathrooms 3 bedrooms/5 beds

My place is on the beach, with great views of the ocean from our private balcony and spectacular sunsets in the evening. There are good restaurants within walking distance. The pool and the hot tub are heated all year round. There are 3 double bedrooms, each with a private bathroom. Large Lounge/Dining Room, fully equipped kitchen, 2 Air Conditioning units fully servicing the entire apartment and Ceiling fans in all rooms. 40 X 20ft. heated pool and 10 X 8ft hot tub right next to the beach.

Top guest favorite

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.

Guest suite in St. Petersburg

4.98 out of 5 average rating, 959 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

Top guest favorite

A clear blue pool is surrounded by lush greenery, including palms and other tropical plants. A red umbrella provides shade over a seating area nearby, while lounge chairs are positioned along the pool's edge, inviting relaxation in a serene outdoor setting.

Guest suite in Largo

4.97 out of 5 average rating, 382 reviews

Private Pool, Jacuzzi, Walk to Beach.

This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee, tea and biscuits. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

Superhost

An outdoor basketball court is positioned on well-maintained green grass, surrounded by lush palm trees. A colorful building can be seen in the background, highlighting the tropical setting. The court features a single hoop and a smooth playing surface, inviting active recreation.

Condo in Redington Beach

4.8 out of 5 average rating, 221 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.

Guest favorite

A welcoming exterior showcases a bright yellow door framed by grey walls and distinctive column accents. Lush green grass surrounds the entrance, complemented by flowering shrubs near the pathway. Two large windows allow natural light to illuminate the space, creating an inviting first impression.

Guest suite in St. Petersburg

4.91 out of 5 average rating, 271 reviews

Sweet & Simple guest suite Close to Everything.

Keep it sweet & simple at this peaceful and centrally-located private room close to downtown and the beaches. The room has it's own entryway from outside and boasts, TV, Wi-Fi, a full private bathrooms. The walk in closet space functions as a breakfast nook with mini refrigerator, microwave, and the necessary basic breakfast utensils. The room is also pet-friendly and close to major highways and transportation hubs. Come and call this space home for your stay in Saint Petersburg.

Top guest favorite

A silhouette of a person stands on a paddleboard, gliding over shimmering ocean waves. The sun's reflection creates a sparkling pathway on the water, enhancing the serene atmosphere of the coastline.

Guest suite in Seminole

4.99 out of 5 average rating, 102 reviews

Pesky Pelican Studio 3 miles to Madeira Beach

Relax and recharge in this cozy studio-perfect for 2. This property is located in a friendly, laid-back neighborhood just a 6min drive to Madeira Beach. Easy access to several gulf beaches, bars, restaurants and airports. Spend the day relaxing on the patio or fun in the sun at the beach. Book one of the many adventure tours out of Johns Pass Village and make this a vacation you won’t forget! Tiki Boats/Jet Ski/Parasail. Queen bed, coastal tiled bathroom, kitchenette, patio

Top guest favorite

A cozy studio space is showcased with natural light streaming in through two windows. A spacious bed with light bedding is complemented by a decorative wall piece. A small dining table with two chairs and a comfortable sofa add to the inviting atmosphere.

Apartment in St. Petersburg

4.99 out of 5 average rating, 119 reviews

Cozy Gem Near Madeira Beach

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.

Guest favorite

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

4.85 out of 5 average rating, 349 reviews

Royal Orleans and Redington Beach ( Studio )

Royal Orleans 208 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Guest favorite

A cozy living area is depicted with a floral-patterned couch positioned near a TV. A potted plant adds greenery beside the white fireplace. Natural light flows through sheer curtains, illuminating the space, which features wooden flooring and a neutral color palette.

Home in Largo

4.81 out of 5 average rating, 364 reviews

Cozy Beach Bungalow

Cozy bungalow located in a great location in Largo. Close to hospitals and beautiful beaches. Home is very comfortable with everything you need while on your business trip or vacation. Close to largo medical and the VA. Central to clear water and Saint Petersburg. Indian Rock beach is less than 5 minutes away. Parking also on premises. Easy hassle free self check in. Please read my reviews.