Vacation rentals with a pool in Rosemary Beach

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Rosemary Beach

  • Total vacation rentals

    Explore 720 vacation rentals in Rosemary Beach

  • Nightly prices starting at

    Rosemary Beach vacation rentals start at $50 per night before taxes and fees

  • Verified guest reviews

    Over 25,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    530 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wi-Fi availability

    720 of Rosemary Beach vacation rentals include wi-fi 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

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 favorite
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.
Condo in Rosemary Beach
4.99 out of 5 average rating, 203 reviews

30A Btwn Rosemary&Alys Beach-5 min Walk to Beach

Unwind in this centrally located, renovated & chic studio condo. It features a kitchenette, workspace, lounging area & a selection of amenities. Our location puts you right in the heart of everything. Situated perfectly between Alys Beach & Rosemary Beach, you are a few-minute stroll from the popular restaurants, shopping & minutes away from the emerald beach. You can truly leave the car behind & walk. We have free parking & fast WiFi. Best of all, at high tide, you can hear the calming waves.

LocationValueBathroom

Superhost
An open layout living area features a light-colored kitchen bar with four stools and a beige granite countertop. Sunlight filters through large windows adorned with sheer curtains. A comfortable sofa and a television provide a cozy atmosphere, with views of palm trees visible through the terrace door.
Condo in Rosemary Beach
4.9 out of 5 average rating, 160 reviews

2BR/ 2Ba condo~ excellent location! Walkable to s

Please note: The balcony has recently added extra wood support beams which may slightly obstruct views of the pool and courtyard. There may be construction noise during June-August as the elevators in a nearby building are replaced. 5 Minute walk to public beach on Winston lane~5 minute walk to Rosemary Circle~ Big Bad Breakfast Restaurant on site~ Walking distance to restaurants and shopping~ 4 beach chairs~ 4 beach towels~ 2 complimentary bikes provided Enjoy the all the luxuries of a reso

FamilyLocationPool

Top guest favorite
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.
Condo in Inlet Beach
4.99 out of 5 average rating, 187 reviews

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

Praised by Travel + Leisure, FlipFlopsOn II is 80 steps to the sugar-white sands of Inlet Beach — situated beachside of 30A’s National Scenic Byway on FL’s Gulf Coast. Sleeping four, this sun-washed, open-concept studio retreat is steps to dining & entertainment in Rosemary Beach & Inlet’s village. With a clean coastal aesthetic, it features a serene pool, grill pavilion, beach gear, ultra-equipped kitchen, & a private outdoor living area for golden Gulf sunsets. Park once. Walk everywhere!

ValueFamilyTV

Guest favorite
The tropical pool area features clear blue waters surrounded by palm trees and lounge chairs. Elevated platforms with palm planters add to the serene atmosphere. Slip-resistant tiles and multiple swimming lanes can be seen along the pool edge, inviting relaxation under the bright sky.
Condo in Rosemary Beach
4.96 out of 5 average rating, 141 reviews

Paradise at The Pointe on 30A by Rosemary Beach

5 min walk to beach! **PLEASE READ ENTIRE LISTING B4 BOOKING. Paradise awaits at this beautiful 2 bedrm 2 bath top floor condo, situated at the highly coveted and recently built luxury resort The Pointe, located exactly next door to Rosemary Beach. This impressive and ideally located boutique resort boasts a lovely tropical pool, hot tub with outdoor fireplace, on-site café Big Bad Breakfast, poolside lounge, Rooftop Lounge with a spectacular view, & a well equipped gym overlooking the pool.

FamilyValueGetting around

Top guest favorite
A modern kitchen and living area are showcased with sleek white cabinetry and a spacious island featuring stone countertops. A gas stove and double oven are integrated into the kitchen design. Natural light enters through windows, illuminating the inviting seating area.
Home in Rosemary Beach
4.99 out of 5 average rating, 104 reviews

The Salty Dog . 4BR . Public Beach & Pool Access

Welcome to The Salty Dog! The Perfect spot with a PUBLIC BEACH. 4BR, 3.5 Bath FULLY STOCKED home located in peaceful Grande Pointe neighborhood. Sleeps up to 9 guests. 0.2 m to the community pool 0.5 m to 4 PUBLIC BEACH accesses, offering parking & bathrooms. 0.5 m to 30Avenue’s shopping and dining. 1 mile from Rosemary Beach’s restaurants and boutiques. 20 mins from PCB airport. Beach chairs, umbrellas, bikes, beach towels, toys, wagons & coolers. Pack light and come ready, We have it all.

FamilyValueParking

Top guest favorite
A spacious bed is positioned against a wood-paneled wall, adorned with crisp white bedding. Soft lighting is provided by two woven lanterns on either side. A round mirror reflects the outdoors, while dark curtains frame the glass doors opening to a balcony with palm trees visible.
Condo in Rosemary Beach
4.94 out of 5 average rating, 349 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 (no stovetop — microwave and toaster oven only), 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!

ValueFamilyWalkability

Top guest favorite
A bright and airy living space features light-coloured furniture with blue accents. Two armchairs are positioned facing a spacious sofa, enriched with decorative cushions. A dining area with sleek chairs is visible in the background, and large windows allow natural light to fill the room.
Townhouse in Santa Rosa Beach
4.92 out of 5 average rating, 125 reviews

Coastal Family Fun 30A | Golf Cart + Bikes & Pool

Guest will have 24hrs to sign the rental, golf cart & bike agreements and send a government photo ID copy. It is required (like any golf cart rental) that you provide your credit card info. And to also abide with all house rules. Any check in instructions will not be provided unless all rental, bike & golf cart agreements and photo ID were approved. Guest must be the age of 25 years and older to rent the condo. This townhome only offers streaming services and NOT cable.

LocationFamilySleep quality

Top guest favorite
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
4.96 out of 5 average rating, 160 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.

ValueLocationAccess

Guest favorite
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
4.92 out of 5 average rating, 261 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.

LocationValueGetting around

Luxe
Home in Rosemary Beach
4.97 out of 5 average rating, 109 reviews

Golf Cart! Community Pool! Bikes! Beach Gear!

Welcome to The Pointe 30A, your stylish home base just minutes from Rosemary Beach! This 4 bedroom, 3.5 bathroom modern retreat sleeps 10 and includes a 6-seater golf cart, 4 bikes, and access to a resort-style pool. With luxe interiors, Smart TVs in every bedroom, a full kitchen with high-end appliances, and quick access to the beach, this is the perfect blend of comfort and location for your next 30A getaway.

LocationFamilyBiking

Top guest favorite
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.
Vacation home in Seacrest
5.0 out of 5 average rating, 135 reviews

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

Welcome to "Crew Rest!" :) *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

FamilyValueNearby

Top guest favorite
A charming two-story home is surrounded by lush greenery and palm trees. The upper porch features a blue striped umbrella, while the gated entrance leads to a welcoming façade. Bright blue sky provides a picturesque backdrop.
Home in Rosemary Beach
5.0 out of 5 average rating, 115 reviews

Sea.Away | 30A | Between Rosemary & Alys Beach!

Nestled between Rosemary Beach + Alys Beach, Sea.Away is your ideal getaway location. The 3 bedroom, 3 bath home features an upper deck with partial ocean views, a lower patio with outdoor grill and shower, and gated front door parking. No need for a golf cart or shuttle in this gated community, as the Gulf’s sugar sands and private community pool are a 1 minute walk from the front door!

LocationFamilyHospitality

Popular amenities for Rosemary Beach rentals with a pool

When is the best time to visit Rosemary Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$314$256$372$388$410$498$461$354$311$337$294$284
Avg. temp54°F57°F62°F67°F75°F81°F82°F82°F79°F72°F62°F57°F

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