Family-friendly vacation rentals in Santa Rosa Island

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Top-rated family-friendly rentals in Santa Rosa Island

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Guest favorite

Condo in Navarre Beach

4.93 out of 5 average rating, 244 reviews

SUMMERWIND #1102: A RELAXING WATERFRONT RESORT

Located right next to the Navarre Fishing Pier, the longest pier on the Gulf of Mexico, the Summerwind Resort is the perfect place to relax on the beach! Whether you're planning a family vacation, a girl's weekend or a romantic escape, this beautiful Gulf front condo on Navarre beach is the perfect place to stay. You are a short drive (20 mins) to Pensacola Beach and within a short driving distance to shopping and entertainment. We ask that you read and agree to the house rules prior to booking.

Aug 29 – Sep 5

R6,075 ZAR per night

Guest favorite

Bungalow in Pensacola

4.97 out of 5 average rating, 702 reviews

•Sanctuary of Light•

A unique space, perfect for 2, accentuating the balance between natural and modern living. A block away from the peaceful bayou, a 5 minute drive from the quaint downtown district, and a 12 minute drive to our beautiful white sand beaches. Our neighborhood stands as one of the safest and most centrally located areas in Pensacola. The Sanctuary is complete with a kitchenette, back patio and plenty of fresh sunlight. Note that we do NOT have a TV as our hope is to offer a peaceful space to unplug!

Jul 21 – 28

R2,693 ZAR per night

Guest favorite

Cabin in Mary Esther

4.89 out of 5 average rating, 163 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

Aug 8 – 15

R2,570 ZAR per night

Guest favorite

Guesthouse in Pensacola

4.9 out of 5 average rating, 274 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Jan 1 – 8

R927 ZAR per night

Guest favorite

Condo in Navarre

4.81 out of 5 average rating, 153 reviews

Ground Floor Studio! Private fishing pier

Welcome. Feel the relaxation from the moment you pull into the parking lot, surrounded Palms. Inside a King bed and sleeper sofa for the entire family. The beach will welcome you, white sand between your toes. Keep an eye out for dolphins. Catch a sunset or head down to the longest pier in the Gulf of Mexico to look for wildlife. Catch a Blue Angels practice at Fort Pickens when they are in town! The pool is just steps from the patio. Relax, read and play. What are you waiting for? Book now!

Mar 9 – 16

R3,110 ZAR per night

Guest favorite

Condo in Miramar Beach

4.92 out of 5 average rating, 146 reviews

Sandestin LUAU 6th flr. 1 bedroom - Close to beach

Our family 1 bedroom condo is in Sandestin Golf & Beach Resort. Youll love it because it is very well maintained, nicely furnished with spectacular views, new floors and appliances and it is right next to the world famous Sandestin Beach. We provide TRAM access, reliable WIFI, Amazon Prime and Netflix, beach chairs & umbrella and a Cart. We have a King size bed in a private bedroom and a queen size cool gel memory foam sofa bed and ottoman twin bed, fully stacked kitchen and washer/dryer.

Dec 6 – 13

R1,905 ZAR per night

Guest favorite

Guest suite in Pensacola

4.98 out of 5 average rating, 407 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Jul 7 – 14

R2,456 ZAR per night

Guest favorite

Condo in Pensacola Beach

4.95 out of 5 average rating, 208 reviews

Newly renovated condo with amazing water views!

Experience the clear blue water and white sand of Pensacola Beach. Enjoy spectacular views of Pensacola Bay from a private 3rd floor balcony. This newly renovated condo offers a fully stocked kitchen, luxury linens, and calming beach decor. The master has a queen size bed, flat screen TV, and ensuite bathroom. The 2nd bedroom offers 2 full size bunk beds. The main living room has another flat screen TV, comfortable couch and is a perfect place for your group to gather.

Mar 22 – 29

R3,750 ZAR per night

Guest favorite

Guest suite in Pensacola

4.88 out of 5 average rating, 415 reviews

Pelican Nest Oasis-Heated Pool/Jacuzzi Tub

Welcome to the beautiful Pelican Nest! Fully-furnished, gorgeous one bedroom apartment in a prime, safe, quiet location in a cul-de-sac; on-site laundry facilities; Private balcony views of the beautiful pool; fabulous park 2 doors away; fully-equipped kitchen, inner-spring, memory foam futon, walk-in closet, dedicated office space; high-speed internet/streaming services! There’s plenty of storage; a fabulous whirlpool tub; bikes and a game room! It's set up like condos.

Sep 11 – 18

R1,868 ZAR per night

Guest favorite

Condo in Navarre

4.86 out of 5 average rating, 279 reviews

The Sandy Secret

Welcome to "The Sandy Secret" one of Navarre's Best Kept Secrets. You will love this newly renovated waterfront beauty. Here you will find the best amenities including: gated pool, private beach, gazebo with grills, gated pier, wifi, cable, elevators, and sooooo much more. The Sandy Secret has everything you are looking for in a vacation spot. Comfort, Style, and Priceless Views. Experience Navarre Beach like never before. See why it was voted The Most Relaxing Beach.

Mar 22 – 29

R3,133 ZAR per night

Guest favorite

Guest suite in Gulf Breeze

4.88 out of 5 average rating, 681 reviews

Sunny Studio 3 miles to beach

Calming, sunny, fully-furnished attached studio with private entrance, recently updated kitchenette, & pool. Covid cleaning compliant. Good WIFI. Perfectly located 3.2 miles to Casino Beach, & Shoreline Park trails that take you straight to the Pier. Great for biking, walking or jogging! Fully stocked with beach chairs, indoor/outdoor towels, boogie boards, coolers etc. The backyard is beautiful & there's a private pool must be 18 to use.Assigned driveway parking .

Aug 22 – 29

R1,823 ZAR per night

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 411 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Dec 3 – 10

R2,248 ZAR per night