Kid-friendly holiday rentals in Downtown, Pensacola

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Top-rated family-friendly rentals in Downtown, Pensacola

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

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Guest favourite

Home in Pensacola Beach

4.93 out of 5 average rating, 122 reviews

Backyard Oasis Family friendly Pensacola Beach, FL

Welcome to Paradise w/ POOL. Kid friendly. Now that we have rented out our home there are two main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! Gulf of Mexico is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

Guest favourite

Townhouse in Gulf Beach

4.89 out of 5 average rating, 107 reviews

PRIVATE Beach/Club 4 BR (3 Ensuite) Perdido 6611

THIS RESORT VILLA IS a MUST STAY. Located in the coveted golf community of Lost Key Resort Villas on Perdido Key Drive in Pensacola, Florida. Offers the best of FL living, championship golf, white sugar sand beaches and the beautiful blue water of the Gulf of Mexico. You will also find many restaurants, a marina, & pool & fitness center within minutes. This stunning 2128 sf home can accommodate up to 13 people with 4 Bedroom and 4 Bathrooms & 2 car garage. Relaxation at it's best.

Guest favourite

Apartment in Pensacola

4.94 out of 5 average rating, 194 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

Relax and enjoy your stay in this newly renovated 1BR/1BA condo, furnished with vibrant coastal decor. Situated in the exclusive Purple Parrot gated resort, this tropical paradise offers a carefree island lifestyle. Just minutes from beautiful beaches, marinas, and top restaurants, you'll find everything you need for a perfect getaway! Our unit is just steps from the expansive outdoor pool area, featuring a grotto waterfall, a relaxing island hot tub, and plenty of sunbathing space.

Superhost

Home in Pensacola

4.89 out of 5 average rating, 36 reviews

Scott Cottage-Pet Friendly-dining,shopping,beaches

You will be close to everything when you stay at this centrally-located home in Pensacola. The perfect place for you & your friends or family for a weekend visit, business trip, or sun filled beach vacation! The cottage is just a short drive to Pensacola Beach and the exciting and historical Downtown District. Shopping, dining at local eateries, exploring museums or watching the Blue Wahoos Baseball Team at the amazing waterfront stadium will make lasting memories for everyone.

Guest favourite

Home in Pensacola

4.93 out of 5 average rating, 84 reviews

The Blue house

Your family will be close to everything when you stay at this centrally-located place. Near restaurants, beaches lakes and more. You can enjoy a big yard during the day and a beautiful, peaceful bone fire at night. Small pets allowed, 20 pounds or less:) NO SMOKING INSIDE PROPERTY, $50 PENALTY There will be a $20 charge per hour if you stay after check out time, check-out time is 11:00AM. Please let me know if you have an emergency and need to late check-out ahead of time.

Guest favourite

Home in Downtown Pensacola

4.95 out of 5 average rating, 150 reviews

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

Welcome to PensaCoastal Cottage! Beautiful, newly renovated house within walking distance (0.7 miles) to local shops, bars, restaurants, Blue Wahoos Stadium, parks, bay front views, and much more! This coastal themed cottage includes 3bd/2ba, high speed WiFi, two smart TVs, and a fully stocked kitchen. PensaCoastal cottage is the perfect family vacation house located right next to a playground, walking path, fountain and the house includes many games, puzzles, and books.

Guest favourite

Home in Pensacola

4.97 out of 5 average rating, 115 reviews

The Garden District Cottage

Enjoy all downtown Pensacola has to offer in this stylish 2 BR, 2.5 BA Vacation Home! Perfect for families or couples. Comfortable, open floorplan with beautiful interior touches & furnishings. With all the essential comforts combined and easy access to shopping/dining, as well as close proximity to Florida's best beaches & outdoor adventures, this Pensacola home promises an ideal Florida gateway for friends and family, no matter the season

Guest favourite

Home in Pensacola

4.98 out of 5 average rating, 45 reviews

Southern Beach Getaway Sleeps 6 Family Comfort

Have fun with your family at this comfortable, professionally decorated home. Outdoor space, fenced yard to play games or relax. Corn hole, croquet, are kept in outside shed as well as beach chairs/umbrella. Sleeps 6 with bunk room and master. It has 2 1/2 baths. Just 1 mile to the beach. Beach gear included (Chairs,Towels). Fully equiped kitchen. Washer and dryer. We accept 1 dog under 20 lbs, no cats with a paid fee.

Guest favourite

Home in Gulf Breeze

4.92 out of 5 average rating, 73 reviews

Sleeps 10, Close to 2 beaches, Private pool, golf

Newly remodeled 5 bed, 2.5 baths (sleeps 10) entire house with private pool located directly on hole #1 of Tiger Point Golf Course. A few minutes from shopping and dining, 15 minutes from Pensacola Beach, 20 minutes to Navarre Beach and 20 minutes to downtown Pensacola, this house is perfect for both the golfing and beach-going enthusiasts. This house offers a spacious floor plan and a refreshing pool to highlight your stay.

Guest favourite

Home in Pensacola Beach

4.75 out of 5 average rating, 119 reviews

The Sandcastle/Tammy Howell

Age requirement 21-25 with approval. PLEASE SEND INQUIRY BEFORE REQUESTING TO BOOK IF LESS THAN A WEEK! WE RENT WEEKLY SAT TO SAT IN SPRING AND SUMMER! (Some exceptions)! My phone is (850) 291-4729. This is our second home that we stay on occasion so some closets are locked! We will rent four days off season. Our rates vary in and out of season. Small events allowed upon approval! Thank you for your interest!

Superhost

Flat in Pensacola

4.8 out of 5 average rating, 153 reviews

Caribbean Blue steps from the beach

The condo is located only 200ft from the unspoiled sugar-white beach of Perdido Key. You'll feel right at home the moment you step inside its beautiful interior, boasting unique teak furniture, original artwork by owner, nautical touches, and calming colors. This is NOT a beachfront property. The condo overlooks a swimming pool. No sea view. Sleeps 4 plus an infant. No unaccompanied guests under 25.

Guest favourite

Guest house in East Hill

4.96 out of 5 average rating, 149 reviews

Adorable carriage house with private entrance

Keep it simple at this peaceful and centrally-located cottage. Private access and parking, near all downtown restaurants, historical sites, and nightlife but far enough away to relax; This unique spot is only miles from Pensacola Beach and the home of the Blue Angels! Newly remodeled and ready to accommodate, we look forward to hosting you in the heart of East Hill!