
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.

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

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.

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.

Great Escape Carriage House
Perfect romantic getaway for a couple. One bedroom carriage house including full kitchen and bath. Park your car when you arrive and never need it again. Faces a boardwalk that takes you directly to the gorgeous gulf--a four minute walk. Everything you would find in a fine hotel room, but with the ability to make your own meals when desired. You will have access to all of the community pools and of course the beautiful beach of Rosemary. You will be two quick blocks from shops and restaurants.

FlipFlopsOn II • 80 steps to the Beach • FL 30A
Recommended by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to Inlet Beach, one of FL’s most beautiful white-sand Gulf Coast beaches! This dreamy full studio sleeps 4 (4 beds), & sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; walk/bike to Inlet, Alys & Rosemary Beach dining & entertainments Featuring a clean Cali-Florida vibe, POOL, GRILL, beach gear, fast wi-fi, smart TV, fully-equipped kitchen, & sunsets from your private patio! Park your car, walk everywhere!

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!

"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.

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.

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.

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.

Oceanfront in Seagrove w/private beach!
Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

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.
Popular amenities for Rosemary Beach rentals with a pool
House rentals with a pool

The Juander Inn, cottage + saltwater pool on 30A!

Pool - Pets - Beach - Balcony

Ocean View, Closest to Beach & Pool, Bikes, on 30A

30A - Walk to Beach - Pool - Golf Cart - Bikes

Heated Pool included- Golf Cart- Bikes!

Brand-new Inlet Beach Home - Private Heated Pool

New! Heated Pool -6min walk to Beach- In Rosemary!

Sea.Away | 30A | Between Rosemary & Alys Beach!
Condo rentals with a pool

Chic studio nestled in a pedestrian's paradise!

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

Amazing Beachfront Studio, Beach Service Included!

Prime 30A Location/Pool/200 feet to beach/Wi-Fi

Upscale Beachfront Studio! Beach Service Included!

Great Stay on 30A - Studio in Seagrove

One Bedroom, 620 Sq Ft, Seacrest Beach, Free Bikes

A+ beach location. Free bikes & beach gear!
Other holiday rentals with a pool

Gulf-Front Corner Unit in Seagrove Facing Sunset!

South Shore 30A by AvantStay | Gulf View w/ Pool

New! Heated Pool, Walk to Beach, Bikes, Golf Cart

The Newcastle Updated 3BR/2BA ~ Best Location!

Casa del Mar! New 30A Home w/ Private Heated Pool

Pura Vida-Views, Private Beach-High Pointe Resort!

The Blue Palm 30A • KING • Steps to Beach & Pool

The Beach Cottage
Quick stats about holiday rentals with a pool in Rosemary Beach
Total rentals
640 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
26K reviews
Family-friendly rentals
480 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
370 properties have a dedicated workspace
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- St. Andrews State Park
- Frank Brown Park
- James Lee Beach
- Windmark Public Beach access
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- St. Joe Beach
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- Shipwreck Island Waterpark
- Seacrest Beach
- The Track - Destin