Family-friendly vacation rentals in Madeira Beach

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Top-rated family-friendly rentals in Madeira Beach

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

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Guest favorite

Condo in Saint Petersburg

4.99 out of 5 average rating, 245 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is close to Bay Pines VA Hospital, Madeira Beach, Tyrone Mall, Pinellas Trail, Bay Pines Park for biking and running, and restaurants. Wave runner, boat, kayak & paddle board rental available very nearby. There is a storage area for kayaks, paddle boards and bikes (please lock your items inside) . You’ll love my place because of the beautiful water view, peaceful good for the soul atmosphere and walkable to shopping, eating, and activities to suit all ages. Newly updated interior 2023.

Aug 9 – 16

R3,857 ZAR per night

Guest favorite

Condo in Redington Beach

4.89 out of 5 average rating, 152 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

Great beach living with lush views, a heated pool & a low-key atmosphere. Access to the Gulf of Mexico is across the street. This CLEAN studio has a full kitchen, a queen bed, WiFi & TV, plus a sleeper sofa. This is great HOLIDAY living. Dine outdoors on the balcony overlooking the courtyard. EnJOY the recreation park next door, with views, a workout station, and a picnic area. Parking is onsite. Close to St. Pete, Clearwater, & St. John's Pass. We provide multiple amenities so you can RELAX!

Aug 26 – Sep 2

R1,678 ZAR per night

Guest favorite

Cottage in Indian Rocks Beach

4.89 out of 5 average rating, 241 reviews

Vintage Florida Beach Cottage

Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2019, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Common laundry on shared screened porch. Dogs allowed (extra $45 cleaning). Easy refund policy. Level 2 EV charger

Oct 28 – Nov 4

R2,242 ZAR per night

Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 452 reviews

Gulfport Studio STEPS to Beach & Restaurants

Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a corner lot STEPS from popular Beach Blvd & Gulfport beach, fishing pier, eclectic Gulfport shops, cafes and everything FUN! Gulfport has artsy and quirky shops, fabulous waterfront restaurants and a thriving art scene. Gulfport is a funky community all its own. Gulfport has an Art Walk on the First Friday and Third Saturday and a Tuesday market every week. Don’t miss it!

Sep 9 – 16

R2,366 ZAR per night

Guest favorite

Apartment in Treasure Island

4.92 out of 5 average rating, 162 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

Jan 4 – 11

R2,441 ZAR per night

Superhost

Condo in Redington Beach

4.8 out of 5 average rating, 189 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.

Aug 26 – Sep 2

R2,215 ZAR per night

Guest favorite

Condo in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Jan 5 – 12

R2,625 ZAR per night

Superhost

Condo in Madeira Beach

4.87 out of 5 average rating, 180 reviews

Beach is steps away! Paradise is waiting!

Our little slice of paradise: 1 bedroom ground floor condo in Madeira Beach Yacht Club. 2 heated pools, gym, jacuzzi, & fishing piers. Across from a Park with tennis courts, basketball, & walking trails. Grocery, CVS, restaurants and bars in walking distance. Beach toys & beach cart provided for you to enjoy the white sands of Madeira Beach, a few steps away. Our charming beach community has plenty of attractions and activities with small-town charm. Just minutes from John's Pass!

Jun 3 – 10

R2,719 ZAR per night

Guest favorite

Condo in Redington Beach

4.9 out of 5 average rating, 219 reviews

StudioCondo 2minWalk to the beach, BBQ Pool. RO109

Welcome to my freshly painted & updated with new bedroom furniture, linens, towels etc... studio condo Ideally suited across from Gulf of Mexico on Redington Beach Florida. Heated pool & Just a few short minutes' walk to the beach and WOW you're swimming or sunsetting. This unit is best for a single traveler or a couple. There are plenty of nearby restaurants and shops, jet ski rentals, fishing, or just walking on the beach. Come and stay, I know you'll love it here, everyone does.

Sep 29 – Oct 6

R1,903 ZAR per night

Superhost

Condo in Saint Petersburg

4.85 out of 5 average rating, 407 reviews

Waterfront condo on top floor @ Boca Ciega Resort

The view of water is fantastic. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking bay for the condominium guests or can stay indoors and enjoy puzzles and games. We have a kayak that can fit up to 2 adults for our guests to use.

Aug 29 – Sep 5

R2,499 ZAR per night

Guest favorite

Condo in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

Dec 4 – 11

R2,818 ZAR per night

Guest favorite

Apartment in Madeira Beach

4.94 out of 5 average rating, 230 reviews

Madeira Beach and John's Pass #1

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Dec 13 – 20

R2,922 ZAR per night