
Holiday rentals with a pool in Rosemary Beach
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Rosemary Beach

Total holiday rentals
Explore 720 holiday rentals in Rosemary Beach

Nightly prices starting at
Rosemary Beach holiday rentals start at €44 per night before taxes and fees

Verified guest reviews
Over 25,800 verified reviews to help you choose

Family-friendly holiday rentals
530 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wifi availability
720 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
Top-rated rentals with a pool in Rosemary Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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!

Luxury Townhouse in Santa Rosa Beach - The Zen Pad
Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

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.

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.

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!" :) *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

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.

Prominence 30A: Cozy & Comfy w/ Golf Cart & Bikes
Welcome to Southern Comfort in the Prominence community located on 30A between Seaside and Rosemary Beach. This chic 2 bedroom, 2 bathroom townhome is the perfect venue for family and friends. Easy access to the beach via golf cart or bicycles. This home has a fully equipped kitchen, king size bed, Full over Queen Bunk, sleeper sofa in Living Room, Wifi, TVs in every room, and a Golf Cart!

The Hydeaway Inlet Beach
Location, location, location! Enjoy a stylish experience at this centrally-located place a few steps from Rosemary Beach restaurants and shops. Located just a few steps from the beach, this listing offers the serenity emerald coast has to offer—swimming, fishing, and sunset worshipping. Don’t miss this opportunity to create memories to last a lifetime.
Popular amenities for Rosemary Beach rentals with a pool
House rentals with a pool

Private Pool & Ample Outdoor Space

Golf Cart! Community Pool! Bikes! Beach Gear!

30A Oasis! Walk to beach/pool/Rosemary&Alys Beach

Beach Music

Gulf Bridge by Stay on 30a

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

Luxury 30A Gem | 4 Bikes | Huge Deck | Fire Pit

NEW! "Quiet Waters" - Exclusive Watersound Home
Apartment rentals with a pool

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

Soleil Studio on 30A btwn Rosemary & Alys Bch

Summer dates open| Near Rosemary Beach| Pool

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

Modern Seagrove studio steps from the beach

Cozy Studio on 30A between Rosemary and Alys Beach

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

"Sips & Sand" nestled b/w Rosemary & Alys Beach
Other holiday rentals with a pool

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

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

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

Coastal Blu - Chic, Calm, & Steps from the Beach

"Salty Sol" / 30A Studio / Walk to Rosemary & Alys

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

Kid friendly golf cart sports gear pool lake beach

Beach Please Condo Beach View
When is the best time to visit Rosemary Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €274 | €223 | €324 | €289 | €307 | €371 | €402 | €309 | €271 | €294 | €256 | €248 |
| 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 |
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- St. Andrews State Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- Frank Brown Park
- Seacrest Beach
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Topsail Hill Preserve State Park
- Fort Walton Beach Landing
- St. Andrew State Park Pier
- Jade East Towers
- Shipwreck Island Waterpark
- Crooked Island Beach
- Shell Island Beach
- Signal Hill Golf Course
- Camp Helen State Park
- Morrison Springs
- Gulfarium Marine Adventure Park
- Gulf World Marine Park





