Family-friendly holiday rentals in Redington Shores

Townhouse at San Remo

Perfect getaway for your vacation in Redington Shores, Florida. 1,630 square feet of two story newly renovated townhouse, this condo has enough room to comfortably accommodate 8 guests, making it the perfect home-away-from-home for friends or families. Whether you’re seeking a relaxing getaway or aquatic adventures, you’re sure to find it all here! The space Master Bedroom: King Bed and Full Futon (2nd floor - Private Bathroom) Bedroom 2: Queen Bed (1st Floor - Shared bathroom) Bedroom 3: 2 Full size Bunkbeds (2nd Floor - Private Bathroom) Our home offers an open space that incorporates the living and dining areas. Decorated and furnished to give you that beach breezy feel, this condo will leave nothing to long for. The kitchen is fully equipped with brand new stainless steel appliances and quartz countertop where you can cook all of your favorite recipes. The living room is perfect to kick back and relax after a long day of beach activities. It is perfect to watch your favorite movie or show on the 55-inch flat-screen cable TV. If the fresh air of the sea breeze is not enough, sit outside and enjoy the gulf breeze and view on either of our two patios while sipping on something refreshing. The gulf front outdoor area offers a heated pool, hot tub, cabana with restrooms, patio tables, chairs, and loungers and charcoal grills. There is direct beach access to the beach so you can enjoy the sunset over the white sugar, sandy beaches! 7 day minimum stay. Please contact us with any special request and we will try our best to accommodate!

Family · Kitchen · Cleanliness

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

Family · Indoor spaces · Amenities

The Sand Dollar Redington Shores Beach Cottage "A"

Come create precious memories in this sunny, quiet, cozy beach cottage....only 100 steps to the beach! Perfect for families - located in a residential neighborhood. 900 Sq Ft, 2BR 1.5BA. Renovated & sparkling clean. K bed, Q bed, Q sleeper sofa, Pack'n Play, modern furnished kitchen, W/D, HVAC, 3 TVs, beach toys, umbrellas, towels, chairs & beach cart. Fenced in private backyard patio w/ sitting area. Walking distance to restaurants and pubs - come relax and unwind, the beach awaits you!

Kitchen · Indoor spaces · Beach

Redington Escape Unit A

Redington Escape is a beautiful and cozy beach cottage duplex just a few steps away from the clear aquamarine waters of the Gulf of Mexico. At only 65 yards from the beach, you'll have sand under your feet in less than a minute. Redington Escape is nestled in one of the last remaining "Old Florida" beach neighborhoods, and it's uniquely on the beach side of Guld Blvd. Unit A of the Redington Escape duplex cottage features two bedrooms, one full bathroom, a living room and full kitchen.

Family · Kitchen · Pets

Direct Beachfront Condo, Ocean balcony view!

Wake up to soothing sounds of the ocean waves from your private 2nd-floor balcony, with the beach just steps below. This 2-bedroom, 2-bathroom condo sits directly on the sand in Indian Shores just between Clearwater Beach and St Pete beach. The condo sleeps 6 across 3 beds, king in primary, and two queens in second bedroom, with a full kitchen for cooking in, high-speed WiFi. Beach chairs, beach towels and umbrella are provided for your stay. Superhost, praised for cleanliness & views.

Indoor spaces · Family · Access

Beach Studio 8

This fully renovated Studio is right on Gulf Blvd and across the street you have the Beach! Great restaurants up and down Gulf Blvd, 30 minutes to St. Petersburg or Clearwater, 45 minutes to Tampa Airport. You have a dedicated parking spot and easy Beach access. Includes: Queen size Bed TV Wifi Fully Equipped Kitchen- Keurig, pots and pans, dishware, silverware, etc. (all brand new) Washer/Dryer in the building (Credit card Payments accepted) Heated Pool in front of your door.

Kitchen · Indoor spaces · Wi-Fi

1 minute walk to beach! Spacious 1050sf. Peaceful

1-minute walk to beach! Gorgeous sunsets and miles of white sand! Short walk to restaurants, Hidden gem tucked away from busy condo crowds. One of only 3 units in a charming Gulf-side villa. Fully equipped kitchen. 2 king bedrooms, 2 twin beds in 3rd bedroom with laundry room has extra couch to lounge. Sleeps 6. 2 free parking spots, central A/C, Outdoor dining. Cooler, beach towels & chairs . Close by: pickleball courts, putt-putt golf, food, music, shops, groceries.

Kitchen · Family · Value

Beachside Mini-Condo w/ Pool on Redington Beach!

NOTE: If your dates aren't available, we have several other beach listings varying in size, including some not advertised here. See my profile for availability and ask for details! Nestled in the heart of the #1 rated beach area in the U.S., this is one of the only boutique vacation complexes located ON THE BEACH! Experience relaxing beach life, steps from your door to the iconic white sands. Nearby, countless attractions await!

Indoor spaces · Kitchen · Hospitality

Waterfront, Harbourside, Water Park, Beach, #7714

This newer 2-bedroom, 2-bath 7th-floor end unit (Sleeps 8) is located in the Harbourside at Marker 33 Vacation condos, and the onsite Splash Waterpark, and it overlooks both the Intracoastal Waterway and the Gulf of Mexico. With peaceful water views from your private balcony and only 2 blocks from the beach, you won't want to leave! Walk to beautiful Indian Rocks Beach in 3 to 5 minutes or head downstairs to the Water Park!

Family · Kitchen · Air conditioning

On Private Beach! Full Kitchen, Ground Level Unit5

Fully remodeled in 2025! We are back and better than ever! On the Private Beach! Breathtaking Gulf views! 2 bedroom 1 bath unit +bunkbeds & patio leading to private beach, full kitchen 2 queen beds plus twin bunkbed. Sleeps 6 guests. We furnish linens, towels, toiletries, beach towels, beach chairs. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.

Kitchen · Family · Barbecue

Sand and sunsets

This is a one bedroom unit on the second floor of Holiday Villas III located in Indian Shores, Florida. The unit is approximately 475 square feet and as a interior unit, it does NOT contain a balcony. The complex sits directly on the beach and contains an assigned parking space, and a heated pool The unit includes a king size bed, sleeper sofa, full kitchen, flat screen television and high speed wireless.

Family · Indoor spaces · Quiet

Cottage #2| 2 bedroom Charming & Cozy|Dogs OK

Welcome to our charming 2-bedroom Misty Beach Cottage—just steps from the sand! Enjoy breathtaking sunsets and the peaceful rhythm of the waves. Inside, you’ll find an open living, kitchen, and dining area filled with natural light. Step outside and you’re on the beach—perfect for morning walks, dolphin watching, or relaxing with your toes in the water. Your coastal escape awaits—book your stay today!

Kitchen · Indoor spaces · Air conditioning