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Vacation rentals in Watersound

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Top-rated vacation rentals in Watersound

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest suite in Santa Rosa Beach

4.8 out of 5 average rating, 106 reviews

ChewCasa Beach Getaway

Keep it simple at this centrally-located place in the heart of Seagrove Beach. ChewCasa is located in a gated neighborhood just steps away from the Gulf of Mexico. Guests will have there own personal parking spot, kitchenette, full bath and closet. Kitchenette features a sink, mini fridge, microwave and brand new Keurig coffee maker. The sleeping arrangements include a king bed, a twin bunk and a queen blow up mattress. ChewCasa is located on the second floor with private staircase for entry.

Feb. 3 – 10

$236 CAD per night

Guest favourite

Townhouse in Watersound

4.98 out of 5 average rating, 104 reviews

6 Seater Cart | Great Location | Pool | near beach

Luxury style townhouse located in the highly sought after community of Prominence on 30A located in between popular Seaside and Rosemary Beach, across the street from the popular hot spot, The Hub. This new beach home is well suited for families of all sizes. Complete with everything including a fully equipped kitchen, a luxury resort style pool, fitness center and close to beach access. Includes 6 seater street legal golf cart This home has WiFi, TVs in every room, beach gear & bikes.

Dec. 19 – 26

$618 CAD per night

Guest favourite

Home in Watersound

4.93 out of 5 average rating, 161 reviews

New Luxury Townhome Prominence 30A Free Golf Cart

Love At the Beach is a BRAND NEW 3 Bedroom 1700 sq ft luxurious town home in Prominence on 30A with all of the amenities needed to enjoy your stay with family and friends! Our town home has easy access to the beach either by Golf Cart and Bicycles that we provide at no extra cost or via the free shuttle provided from the pool area. The town home is conveniently located right across The HUB where you can enjoy great food and entertainment. Other amenities include access to the community pool!

Oct. 25 – Nov. 1

$572 CAD per night

Condo in Seacrest

4.83 out of 5 average rating, 172 reviews

Unique Condo–Creativity Meets Serenity-Heated Pool

When the Emerald Coast beckons you to bask in the sun and stroll along the frosty, white sands of the beautiful beaches along Scenic Highway 30A, we have the idyllic setting for you to call your home away from home. After a fun filled day at the beach and a delightful meal at one of the almost two hundred amazing restaurants situated along this glorious stretch along the Gulf, you are mere steps away from enjoying restful serenity that our favorite escape from the everyday has to offer.

Jan. 4 – 11

$198 CAD per night

Guest favourite

Townhouse in Santa Rosa Beach

5.0 out of 5 average rating, 101 reviews

Stunning w/Golf Cart, 6 bikes, walk to Big Chill

Everything you need and more!! Located in the sought after neighborhood, The Prominence with beautiful community amenities and unit backs up to the State Park. Walking distance to the pool and the The Hub/Big Chill, main attraction on 30a that has several restaurants/shops/live music/kid activities. Nearest beach is 0.5 miles, unit comes with 6 new beach cruisers! Pristine condition *Golf Cart is included and requires separate liability waiver, insurance, and must be 25 years to drive

Aug. 29 – Sep. 5

$831 CAD per night

Guest favourite

Guest suite in Santa Rosa Beach

4.93 out of 5 average rating, 231 reviews

Hippy Beach Retreat, paddle boards, beach gear

Welcome to the Hippy Beach Retreat, located in Santa Rosa Beach, FL. Attached to the main home, an en-suite ensures privacy and comfort. Designed for adults, it's an ideal escape from the daily hustle. All sorts of amenities are provided, including beach gear. Feeling adventurous, book paddleboard excursions steps away, thanks to our friendly neighbor. Santa Rosa Beach, pristine shores and azure waters, offering an unforgettable beach experience. Scenic Hwy 30A is within minutes drive.

Oct. 4 – 11

$143 CAD per night

Guest favourite

Condo in Santa Rosa Beach

4.88 out of 5 average rating, 191 reviews

30-A Getaway near Seaside 102

Kick back and relax in this calm, stylish space. This beautifully appointed space is a 2-minute walk to the beautiful beaches of South Walton and a short scenic walk to the Seaside city center with food trucks, shops and 5 star dining. A keypad door makes check-in convenient and private. The area has tons of family-friendly activities and is a foodies dream destination. It is located right on a 18.6 mile stretch of biking and walking trail along 30-A.

Dec. 17 – 24

$235 CAD per night

Guest favourite

Condo in Rosemary Beach

4.92 out of 5 average rating, 239 reviews

Cozy Studio on 30A between Rosemary and Alys Beach

The ideal studio condo for your beach retreat. This recently renovated condo sleeps two. Full bath, kitchenette, TV, and patio. The Inn at Seacrest Beach is located on scenic Highway 30A, within walking or biking distance of both Alys Beach and Rosemary Beach. Private beach access is also only a short walk away, and the pool/hut tub are just outside the patio door. Your experience will be nothing less than pleasant, relaxing, and comfortable!

Sep. 14 – 21

$284 CAD per night

Guest favourite

Townhouse in Watersound

4.99 out of 5 average rating, 140 reviews

Prominence 30A: 'Southern Comfort' with Golf Cart

Welcome to Southern Comfort in the Prominence community located on 30A between Seaside and Rosemary Beach. This chic 2 bedroom, 2 bathroom townhome is the perfect venue for family and friends. Easy access to the beach via golf cart or bicycles. This home has a fully equipped kitchen, king size bed, Full over Queen Bunk, sleeper sofa in Living Room, Wifi, TVs in every room, and a fully loaded 2020 golf cart.

Sep. 6 – 13

$670 CAD per night

Guest favourite

Apartment in Santa Rosa Beach

4.97 out of 5 average rating, 29 reviews

On 30A and 2 Minute Walk to Beach

The condo features one bedroom with a king-sized bed and twin-over-twin bunk beds in the hallway. Complimentary bath amenities are provided. The kitchen is stocked with everything you need to cook with ease. Stacked washer/dryer in the unit for your convenience. Park your car and never leave. Great restaurants within walking distance and a bike rental company is less than 100' from your front door.

Jan. 11 – 18

$228 CAD per night

Guest favourite

Condo in Panama City Beach

4.98 out of 5 average rating, 163 reviews

Coastal Cabana - Private Balcony right on Beach!

NO EXTRA FEES AFTER BOOKING. Enjoy this darling condo located in a low rise complex with your own private balcony right on the beach! Pool is open year round and seasonally heated. This beachfront condo is just steps from the Gulf’s emerald waters and sugar-sand beach. Take a short walk and experience Panama City Beach's famous Pier Park with shopping, restaurants, attractions and nightlife.

Nov. 11 – 18

$160 CAD per night

Guest favourite

Condo in Santa Rosa Beach

4.96 out of 5 average rating, 114 reviews

30A Studio “Hidden Paradise” Hidden Beach Villas

Hidden Beach Paradise is the best kept secret on 30-A. Enjoy the luxury of being only a two-minute walk to the beach without paying gulf-front prices. This cozy first floor condominium has guest parking just outside the door. This condo has a master bedroom with a queen sized bed. There is also a stacked washer and dryer combo for your convenience.

Sep. 22 – 29

$223 CAD per night

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Other great vacation rentals in Watersound

Condo in Rosemary Beach

4.97 out of 5 average rating, 67 reviews

Paradise at The Pointe on 30A by Rosemary Beach

Feb. 13 – 20

$338 CAD per night

Guest favourite

Condo in Santa Rosa Beach

5.0 out of 5 average rating, 26 reviews

Special Offer ! 100% Renovated, Steps from beach

Nov. 12 – 19

$234 CAD per night

Guest favourite

Condo in Santa Rosa Beach

4.91 out of 5 average rating, 23 reviews

CasaAzalea-Gorgeous 2BR/2BA - Golf Cart to Beach

Jan. 8 – 15

$237 CAD per night

Guest favourite

Townhouse in Watersound

5.0 out of 5 average rating, 7 reviews

New! Perfect Day - Golf Cart, Bikes, Steps to Pool

Oct. 10 – 17

$920 CAD per night

Guest favourite

Townhouse in Watersound

5.0 out of 5 average rating, 5 reviews

30A ~ NEW Golf Cart ~ Amazing Bunks ~ A+ Pool

Mar. 12 – 19

$957 CAD per night

Guest favourite

Townhouse in Santa Rosa Beach

4.99 out of 5 average rating, 91 reviews

Gulf Front, Like NEW 2 BR + Bunks Townhome on 30A

Nov. 5 – 12

$1,420 CAD per night

Guest favourite

Condo in Rosemary Beach

5.0 out of 5 average rating, 15 reviews

NEW! Top Floor, Center of Rosemary, Huge Balcony!

Dec. 21 – 28

$1,012 CAD per night

Guest favourite

Townhouse in Watersound

5.0 out of 5 average rating, 14 reviews

30 Bae: Golf Cart, Bikes, Pool, The Big Chill

Nov. 12 – 19

$571 CAD per night

Destinations to explore