Holiday rentals in West Bay

The Cottage at Cypress Pond

Want to be at the beach but get away from the crowds? This 17 acre farm is for you! Get ready to RELAX on your vacation. The Cottage at Cypress Pond is tranquil, peaceful, spacious and unique. Relax in the country, enjoy beautiful views, heavenly sunrises, and gentle farm animals. This beautiful Cottage House sleeps 6 and is within 10-20 minutes of the beach, fishing, airport, golf courses, waterpark, shopping, Latitudes and sports recreation complexes--perfect for your all your vacation needs!

My Happy Place PCB-FREE beach service, king bed

My Happy Place | 2BR+bunkroom/2BA 15th floor condo w/ epic Gulf views! FREE beach setup (2 chairs+1 umbrella, Mar–Oct 2026), plus access to 8+ extra chairs, 3+ umbrellas, toys, books & games. Picture yourself lounging on the balcony, splashing in the pool, or grilling dinner after sunset! Super-fast WiFi, 4 TVs, washer/dryer, well-equipped kitchen, & balcony grill. Resort hot tub, fire pit & good vibes included. $50 Resort Pass (0–1 car/stay), $100 for 2. Weekends book fast—weekday rates shine!

1 minute walk to beach. Cozy home w/ pool! Side A

Gorgeous well stocked duplex just steps from the beach! This unit is great for the family trip to the turquoise waters and white sandy beaches of the Emerald Coast. When you aren't at the beach, take a swim in the pool in the back yard. This home is a 7 minute drive to Pier Park and 8 minute drive to Rosemary Beach / 30A. 2 Bed / 1.5 Bath. This unit shares the pool area with it's identical twin (unit B). Each unit has their own private back deck with grill and outdoor dining table.

Heated Private Pool, Bikes, Golf Cart, 5 Stars!

Welcome to Laguna Life! Our newly built, chic beach home is waiting for you and your family! Come experience the beautiful emerald coast beach and the laid back life Laguna Beach FL has to offer. Some highlights: - Walk to the beach (5 min walk, 0.3 miles) - Heated pool (March-December) - Two bikes to go cruising - 6 seater golf cart (additional fee applies) -Beach toys and 4 beach chairs - Beach cart - 4.7 miles to Pier Park (8 min drive) - 6 miles to Rosemary Beach (9 min drive)

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Private Pool - Walk to Beach - Pets Ok!

You’ll love this upscale beach retreat for its gorgeous decor, heated pool, outdoor shower, private backyard, and 800MB+ internet speeds! Inside you'll find a beautiful kitchen and sleeping arrangements for nine. We're a quick walk to the beach, and a 10 minute drive to 30A or to Pier Park! Pool heating is available for $40/day. Details below. Our 6 seat golf cart is available for rent for $125/day We are dog-friendly with payment of a $170 pet fee. Three dogs maximum.

Family Retreat - Pool - Walk to Beach - Pets!

Welcome to this relaxing coastal getaway. You'll enjoy the pool, covered patio for grilling, and taking in the sunset on the deck upstairs. The home sleeps nine, has a brand-new kitchen, family room to unwind, and blazing fast internet to work or stream movies. You'll be just a ten-minute walk to the beach, and a short drive from 30A and Pier Park. We are dog-friendly with payment of a $170 pet fee. Three dogs maximum. Pool heating is available for $40/day. Details below.

Amazing Location! Walk to Rosemary, Pool, & Beach

The search stops here! We found the best location on 30A so you don’t have to. Welcome to Blue Skies beach retreat. Park your car and walk to the best 30A has to offer. Enjoy the five star resort style pool, the talk of the town. Walk to great restaurants, beautiful emerald coast beaches, and gorgeous downtown Rosemary. Bike down a nature trail, paddle board on the rare coastal dune lakes, catch some live music, visit a state park, go fishing, sight see, and shop.

3BR/2BA Bayfront Home w/prvt. bch. Dog friendly

We are located in the beautiful historic neighborhood of St. Andrews. This is not just a 3BR/2BA house for rent, it was the family home of the current owners . Newly renovated, it feels like a home away from home for guests. The house is fully stocked for comfort & is pet friendly. Private beach, huge bayside yard w/deck, incredible views day and night. Everything you need for supplies, dining, shopping and entertainment is within one to two miles of the house.

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

NEWLY RENOVATED INSIDE AND OUT! Check out "Now I Sea" Luxury Gulf-Front featuring 2 bedrooms, 2.5 baths, plus Twin XL Bunks. "Now I Sea" will help you enjoy all of the best aspects of 30A! We are located between Alys Beach and Watersound with plenty of activities and restaurants in close distance. Walk out your back door right onto the beach. Private beach chair set up available during Peak season (March 1 - October 31) and 2 bikes year round.

Luxury Guest Bottom Suite at a Villa with a pool

Boho beach style guest suite (only bottom floor of the house) is professionally decorated and designed to give an ultimate stylish and relaxation feel. Villa is 10 minutes from the beach. Perfect for a couple get away! Yard and pool are designed to feel like you are at a five star resort! The owner lives at the property upstairs and can be helpful with advice on sightseeing and providing extra services to make your stay unforgettable!

Romantic Seagrove Palmetto Bungalow 30A Lakefront

Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.