Holiday rentals with a pool in Rosemary Beach

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Top-rated rentals with a pool in Rosemary Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A contemporary kitchen features light cabinetry and a spacious countertop adorned with a granite surface. Modern appliances are seamlessly integrated, including an oven and a stovetop. Stylish pendant lights provide illumination above the counter where three bar stools are arranged.
Townhouse in Rosemary Beach
4.99 out of 5 average rating, 136 reviews

Lux 30A Town Hm, Heated Pool, CART, Beach & Dining

Stay right on Scenic 30A in this Luxury Getaway & your family will be close to everything with a centrally-located villa. 30A Sandpiper perfectly interprets the Emerald Coast Seaside Spirit 🏖️ a peaceful retreat nestled along the most beautiful beaches in the Gulf of America 🇺🇸. Across 30A is The Big Chill, a 1st-class entertainment district with lots of f/b options. Master BR1 ensuite has spa-like bathroom. 2nd MBR & Great Room each offers balcony access. Property includes 5 ⭐️ Resort Style POOL

Guest favourite
A spacious studio is presented with neutral tones and wood accents. A king-size bed, adorned with layered bedding, is complemented by a cozy pull-out sofa. A dining table for four is positioned nearby, and decorative wall art enhances the inviting atmosphere.
Apartment in Rosemary Beach
4.89 out of 5 average rating, 321 reviews

Renovated Studio on 30a / Walk to Rosemary & ALYS

Welcome to your perfect beach getaway! This cozy studio is located just a short stroll from the picturesque towns of Rosemary and Alys. Enjoy the convenience of nearby bike rentals, Starbucks, boutique shops, and a variety of restaurants—all within walking distance! Dedicated beach access is a short walk or tram ride (dependent on time of year) across from the Seacrest entrance. Whether you're looking to explore the beaches or indulge in local dining, this studio is ideal for your 30A adventure.

Guest favourite
An outdoor area features a private saltwater pool illuminated in blue. Surrounding the pool are wooden lounge chairs and a covered seating area with soft lighting. The backdrop includes lush trees and a well-equipped outdoor kitchen, making it an inviting space for relaxation.
Home in Seacrest
4.95 out of 5 average rating, 217 reviews

Pet Friendly 30A Heated Pool Ocean View Beach 0.10

SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

Top guest favourite
A cozy living area is adorned with a blue sofa, light wooden coffee table, and decorative accents. Large windows allow natural light to illuminate the space, while sheer curtains offer a glimpse of the balcony. A flat-screen TV sits on a stylish cabinet against the opposite wall.
Apartment in Seacrest
5 out of 5 average rating, 165 reviews

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool

GREAT LOCATION! Our 1 bedroom poolside Seacrest Beach condo is centrally located just a block away from the great shops & restaurants in Rosemary Beach & Alys Beach. Our space is perfect for a couple or a small family + baby. (max 2 adults) Updated and top-rated! Enjoy a new king bed & sofa bed (for kids only), mini crib (by request) + baby gear. Our 620 sq ft condo has a living & dining area, kitchen w/ a full fridge, and a dishwasher. Enjoy the private balcony overlooking the pools!

Guest favourite
An inviting living space features a cozy sofa with dark blue pillows, a round coffee table in the center, and built-in bunk beds against the wall. The kitchen is visible, showcasing modern cabinets and appliances, with a dining area for four in the background.
Apartment in Seacrest
4.92 out of 5 average rating, 118 reviews

"Sips & Sand" nestled b/w Rosemary & Alys Beach

Located along the infamous 30a! This light and airy 1/1 condo is perfectly nestled between Alys and Rosemary Beach. It's a short 5 minute walk or free tram ride to the deeded beach access where you will be greeted by the beautiful emerald waters of the Florida Panhandle. The condo sits beside the complex's two pools, hot tub and grilling area. Conveniently located on the property are a variety of shops, restaurants, bike rentals and seasonal activities including live music and fire pits.

Top guest favourite
The exterior of the beach house is shown from a low angle, highlighting the architectural design. The wooden beams of the overhanging roof and the balconies are visible, with green and blue foliage framing the scene under a clear blue sky.
Home in Rosemary Beach
4.97 out of 5 average rating, 147 reviews

RESET BUTTON | East end 30A beach house | Seacrest

Slow down, you're here. Hit Reset. Start your day with coffee on any of the home's 6 balconies. Spend the afternoon on a bike ride, hike through state forests, ride a paddle board on a rare coastal dune lake. Walk barefoot on soft white sand that literally squeaks with each step. Play in the clear emerald waters of the Gulf of Mexico. Nap on a beach towel. End the day toasting to a perfect sunset. Walk to and enjoy dinner with your loved ones. You might even hear the waves on the way back.

Top guest favourite
The sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.
Apartment in Inlet Beach
4.99 out of 5 average rating, 168 reviews

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Recommended by ‘TRAVEL + LEISURE’ —FlipFlopsOn II is 80 steps to Inlet Beach, where sugar-white sand meets the turquoise Gulf Coast! This sun-washed full studio for 4 (4 beds), sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; stroll or bike to Inlet, Alys & Rosemary Beach dining & entertainments. Featuring a clean Cali-Florida vibe with a pool, grill, pavilion, beach gear, fast Wi-Fi, 65” smart TV, & sunsets from your private patio! Park your car, walk everywhere!

Top guest favourite
The bedroom features a spacious bed with a light gray quilt, complemented by decorative pillows. Shelves hold coastal-themed decor, while a blue dresser provides additional storage. Soft lighting is provided by wall-mounted lamps on either side of the bed, enhancing the serene ambiance.
Apartment in Rosemary Beach
4.99 out of 5 average rating, 173 reviews

30A Rosemary*Alys Beach-5min Walk to Beach-Sleeps

Unwind in this centrally located & renovated studio condo. Enjoy the bright & breezy studio nestled btwn Rosemary & Alys Beach. It features a thoughtfully appointed kitchenette, a comfortable lounging area & a selection of amenities. You're right on scenic Hwy 30A, so it's an easy stroll/bike ride to all the shops & delicious eats. You're about a quick 5-min walk, door to sand, to the beach. When you're not out exploring, the relaxing pool & bubbly hot tub are steps from your patio.

Top guest favourite
A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.
Home in Santa Rosa Beach
4.97 out of 5 average rating, 180 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Top guest favourite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 133 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Top guest favourite
A vibrant blue house with a welcoming balcony overlooks a landscaped yard. Comfortable seating is positioned on the porch, surrounded by decorative plants. Large windows allow natural light to fill the home, contributing to a bright and inviting exterior.
Home in Rosemary Beach
4.93 out of 5 average rating, 242 reviews

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.

Top guest favourite
The exterior of a coastal home is showcased, featuring white siding and multiple large porches. Palm trees and tropical landscaping frame the entrance, which is accessed by a set of stairs. The porches are equipped with ceiling fans and black railing, offering a stylish outdoor space.
Holiday home in Seacrest
5 out of 5 average rating, 112 reviews

*Crew Rest* 4BR & Sleeps 10 in Seacrest-HUGE POOL!

Welcome to "Crew Rest!" - BRAND NEW Photos as of April 2025! :) * ALL 5 STAR REVIEWS! *4 Bedrooms, 4.5 Baths, Sleeps 10 *2 Kings, 1 Queen, 2 Bunk Beds *Every bedroom has an En Suite Bath *Located in Seacrest Beach Community between Alys & Rosemary *Free Tram to beach - or 5 min walk *Private Beach Access- Seacrest Beach *12,000 SF Community Pool *2 huge porches *Carriage House available for rent next door *4 TV's *Discounts for airline pilots or flight attendants

Popular amenities for Rosemary Beach rentals with a pool

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Quick stats about holiday rentals with a pool in Rosemary Beach

  • Total holiday rentals

    Explore 640 holiday rentals in Rosemary Beach

  • Nightly prices starting at

    Rosemary Beach holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 25,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    480 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wifi availability

    640 of Rosemary Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rosemary Beach rentals

  • 4.7 Average rating

    Rosemary Beach stays receive an average rating of 4.7 out of 5 from guests

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