Family-friendly vacation rentals in Madeira Beach

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Top-rated family-friendly rentals in Madeira Beach

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Guest favourite

Apartment in Redington Shores

4.92 out of 5 average rating, 145 reviews

Beach Avenue #5-Steps from the Beach

Coastal, 1 bedroom, 1 bath apartment.Located just steps away from beautiful & expansive white sand beaches. Living area has a full kitchen, a dinette area & a queen size sofa bed. Bedroom has a queen size bed, a dresser & a closet. Private outside patio with table and chairs. One parking spot for each unit located by the front door of the unit. More parking is available on a first come, first serve basis. We do allow pets in this Unit as long as they are well behaved & comfortable if left alone.

Sep. 10 – 17

$269 CAD per night

Guest favourite

Condo in Saint Petersburg

4.99 out of 5 average rating, 246 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.

Nov. 5 – 12

$322 CAD per night

Guest favourite

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!

Oct. 22 – 29

$154 CAD per night

Superhost

Condo in Redington Beach

4.85 out of 5 average rating, 570 reviews

Condo II:Beach 2 min walk:Heated Pool:2Bikes:Grill

My place is close to public transport, parks, and white sand beaches. 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. Its a small studio condo, but it has a nice queen bed with ironed white sheets, bath towels, beach towels, shampoo & toiletries, beach chairs & bikes. So if you like to spend your time outdoors:at the pool,sunbathing at the beautiful sand beach, biking you will have fun.

Dec. 6 – 13

$187 CAD per night

Guest favourite

Condo in Indian Shores

4.96 out of 5 average rating, 112 reviews

"Sunsational" Indian Shores Getaway!

Updated studio perfect for your beach vacation! Great location with the Intercoastal Waterway in your backyard & access to the public beach right across the street in front! When you’re not soaking up the sun & sand, you’ll appreciate the community amenities which include the second largest pool (not heated) on all the barrier islands, boat slips, picnic tables/bbq area, and shuffleboard. The second floor studio is comfortable and equipped with everything you’ll need…just bring your sunscreen!

Jan. 23 – 30

$247 CAD per night

Guest favourite

Guest suite in Gulfport

4.92 out of 5 average rating, 453 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. 20 – 27

$200 CAD per night

Guest favourite

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.

Mar. 18 – 25

$212 CAD per night

Superhost

Condo in Redington Beach

4.8 out of 5 average rating, 190 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.

Dec. 1 – 8

$188 CAD per night

Guest favourite

Condo in Indian Rocks Beach

4.79 out of 5 average rating, 226 reviews

Waterfront Condo w/ Boat dock, 2 min walk to beach

This cozy one bedroom, one bath condo is only 2 blocks from the beach with family-friendly activities, nightlife, and public transportation nearby. The place is perfect for solo travelers, couples, & even small families who looking to have a relaxing time. Located right on the intercostal waterway. You can enjoy your coffee on the dock while watching the sunrise. Also, a great spot for seeing dolphins. Shops, food , and entertainment are all located within walking distance. BTR #266

Sep. 18 – 25

$204 CAD 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!

Apr. 4 – 11

$290 CAD per night

Guest favourite

Condo in Redington Beach

4.9 out of 5 average rating, 223 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.

Nov. 4 – 11

$165 CAD per night

Guest favourite

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. 10 – 17

$255 CAD per night