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 G$10,460 GYD 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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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, 159 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

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, 184 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!

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, 138 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.

Top guest favorite
A bright living area features light blue walls and large windows adorned with sheer white curtains. A white sofa is paired with a decorative coffee table at the center, while a cozy chair is positioned to the side. Natural light fills the space, creating a welcoming ambiance.
Condo in Seacrest
4.99 out of 5 average rating, 240 reviews

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

Refreshed in 2025! Our 1 bedroom poolside Seacrest Beach condo is in the heart of the action! Great location! Walkable to the shops & restaurants in Rosemary Beach and Alys Beach, our condo is perfect for a couple or a small family. (max 2 adults) Enjoy a King bed & sofa bed (for kids), a mini crib & baby gear. This 620 sq ft condo has a living & dining area, kitchen w/ a full fridge, & a dishwasher, too! Enjoy your coffee or a glass of wine on the private balcony overlooking the pool!

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, 347 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!

Top guest favorite
A bright kitchen area features white cabinetry and modern stainless steel appliances. A spacious island is surrounded by comfortable seating, while two woven pendant lights hang overhead. Fresh greenery adds a touch of nature, enhancing the overall open and inviting ambiance.
Townhouse in Rosemary Beach
4.97 out of 5 average rating, 118 reviews

Sun & Fun at The Swell Club 30A (with golf cart!)

Welcome to The Swell Club! We have everything you need for a fun stay on 30A: a large balcony for morning coffee, a fully-equipped kitchen, two king beds and a pullout sofa, smart TVs, an inviting and airy living area, and a new 6-seat golf cart you can use to get around the 30A! We are about a 30-second walk to the large and friendly resort pool, and a quick zip to the most beautiful beaches in the country. Entertainment, restaurants, and shops are just across the street at The Big Chill.

Guest favorite
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
4.95 out of 5 average rating, 207 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 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, 157 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.

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.

Superhost
A spacious balcony is showcased, providing unobstructed views of the serene ocean and coastline. Comfortable seating is available, with a dining table set for four. The railing is elegantly designed, enhancing the open feel of this outdoor space. The pool and beach can be seen below.
Condo in Rosemary Beach
4.8 out of 5 average rating, 104 reviews

Beachfront Pool Gated Community Seacrest

"PARADISE VILLA" BY Bespoke Management *Recently Updated *Beach-front property *Striking views of world-class white sandy beaches *Balcony overlooking the pool *Three bedrooms (sleeps 10) *Open floor plan with plenty of large windows for natural light *Jacuzzi tub in the master bathroom *Beautifully and intentionally furnished *Steps to beach, coffee shops & restaurants, and boutique shops *Walk to Rosemary Beach, Alys Beach, and Seacrest Beach

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, 133 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

Top guest favorite
A charming two-story townhome is positioned within a neatly landscaped community. The exterior showcases light-colored siding and a metal roof, with a spacious garage on the ground floor. The sky is adorned with soft pastels as the sun sets behind the trees.
Townhouse in Inlet Beach
5.0 out of 5 average rating, 163 reviews

Songbird on 30A ~ Pool ~ the Big Chill~ Prominence

Songbird on 30A is a gorgeous townhome perfect for families. Walk to the Big Chill, Golf Cart to the Beach, or Lounge by the Pool. Our kitchen is equipped for cooking family meals, and the balcony is ideal for your morning coffee. Our home is on the 2nd floor and provides plenty of room for gathering in the open floor plan. Located in Prominence North, guests have access to all neighborhood amenities.

Popular amenities for Rosemary Beach rentals with a pool

When is the best time to visit Rosemary Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$65,686 GYDG$53,553 GYDG$77,819 GYDG$69,242 GYDG$73,635 GYDG$88,906 GYDG$96,437 GYDG$74,054 GYDG$65,058 GYDG$70,497 GYDG$61,502 GYDG$59,410 GYD
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