
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.

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.

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!

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.

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.

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.

*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
House rentals with a pool

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

Free Golf Cart, 5 min to Beach, Community Pool

So Fresh and So Green S of 30A Beach Pool Elevator

Flip Flops in Paradise

Snowbirds Welcome! Private Pool, Bikes, Golf Cart

Seacrest Pearl:3BR, Pool, Golf Cart,Private Beach

Fresh Fun Interior | New Golf Cart | Heated Pool

New! Heated Pool -6min walk to Beach- In Rosemary!
Apartment rentals with a pool

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

Soleil Studio on 30A btwn Rosemary & Alys Bch

"Islandia 317" waterfront one bedroom with a pool

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

Great Stay on 30A - Studio in Seagrove

30-A Getaway near Seaside 102

Cozy Gulf-Front Studio at Majestic w/chair service

Lochshire: Pool | 30A Escape 2BR Beach Home + Cart
Other holiday rentals with a pool

Luxurious Lrg Studio on 30A b/w Rosemary & Alys

Golf Cart! Walk to Beach! Pool! Bikes! Beach Gear!

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

Gulf-Front Corner Unit in Seagrove Facing Sunset!

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

Seaside Close | Walk to Beach | Heated Pool

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

The Beach Cottage
When is the best time to visit Rosemary Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £194 | £193 | £255 | £250 | £266 | £321 | £349 | £268 | £235 | £231 | £213 | £221 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
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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- Crab Island
- Destin Harbor Boardwalk
- Princess Beach
- Frank Brown Park
- St. Andrews State 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
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- St. Joe Beach
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Camp Helen State Park
- Wayside Park, Okaloosa Island
- Seacrest Beach
- Shipwreck Island Waterpark




