
Vacation rentals with a pool in Seaside
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Seaside

Total vacation rentals
Explore 320 vacation rentals in Seaside

Nightly prices starting at
Seaside vacation rentals start at G$33,468 GYD per night before taxes and fees

Verified guest reviews
Over 1,450 verified reviews to help you choose

Family-friendly vacation rentals
240 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
320 of Seaside vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Seaside rentals

4.8 Average rating
Seaside stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Seaside
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Modern Seagrove studio steps from the beach
Steps from the beach, The Seagrove Studio is the perfect place for a family holiday, romantic getaway, or remote work. Neighbored by an organic cafe, local-favorite restaurants, and a fresh seafood market, the modernized space includes luxurious linens, a well-equipped kitchen, dedicated workspace, Samsung Frame smart TV, Nespresso machine, and beach chairs. Enjoy your morning coffee in an Adirondack chair on the private patio or take the short walk across the street to the world-class beach 🏖.

2 complimentary Bikes! Directly on 30A! Beach acce
3 minute walk to the beach~Walking distances to restaurants~ 5 minute bike/golf cart ride to SEASIDE~ 2 Pools~ 2 beach chairs~ 2 beach towels~2 complimentary bikes provided Welcome to Beachwood Villas!! This is a 1BR/1BA condo that has been completely remodeled! Enjoy your coffee on the spacious balcony, which offers peaceful views of the courtyard of the complex and sits adjacent to one of the two pools on the grounds (one pool is heated March-April). We also provide 2 beach towels for your s

The 30A Beach House | Private Beach + Dune Pool
Welcome to The 30A Beach House, a fully renovated coastal home, inside a private gated community between Rosemary and Alys Beach What Guests Love • 2 bedrooms | 2 bathrooms | sleeps 6 • Private deeded beach access 1-2 min walk • Heated pool on the dunes with Gulf views • Walkable & bikeable to Rosemary & Alys Beach • 4 complimentary cruiser bikes, professionally maintained • Fully stocked beach setup (chairs, umbrella, cooler, toys) • 500+ Mbps WiFi • Dog-friendly • Rare Two-car garage parking

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!

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks
Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

Prominence 30A: Golf Cart, Bikes, Pool
Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!

A+ beach location. Free bikes & beach gear!
Immerse yourself in the popular seaside 30A lifestyle. Steps to beach and an enjoyable walk or bike ride to Seaside restaurants and cafes. ✯✰Bikes, 10ft paddleboard, boogie boards, beach umbrella and chairs ✰✯ ✔ Perfectly located right on 30A, just steps to beach. ✔ Full refund available one day prior to arrival. ✔ Full kitchen ✔ Pool ✔ Fast Wi-Fi w/ space to work ✔ Convenient keyless entry ✔ 60” Smart TV ✔ Indoor electric fireplace ✔ LED lighting Minutes to Seaside

2 Pools ~ Golf Cart ~ Bikes ~ Xbox!
You have to 'Sea' it to 'Believe' it - come hang at our home for the summer! Sea'n is Believe'n is a newly redesigned home with extra special details - right in the heart of Prominence on 30A. This 3 bed, 2.5 bath home is great for families and comes with a brand-new golf cart, incredible amenities, and it's situated right across the street from “The Big Chill”! The Prominence community features 2 Resort style pools, outdoor space, outdoor grills, and easy access to the beach.

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.

Hour Sunset
Hour Sunset is located just a short walk across 30A to the beautiful sands and emerald beach waters of the Florida Gulf Coast! From the balcony you'll overlook a manicured greenspace, newly resurfaced pool, and even get a glimpse of the Gulf of Mexico. Freshly renovated to create a comfy feel for guests and ourselves to relax. We hope you make some time during your stay to enjoy the beauty of the sunsets - that's why we chose the name!

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.

Direct Oceanfront Condo w/ Pool and Private Beach
Escape to our stunning 2-bed beachfront condo in Seagrove with breathtaking ocean views! This updated 2nd-floor oasis comfortably sleeps your group and features a private balcony, king bed, and bunk room. Enjoy direct beach access to a private beach, a shared pool, and free parking. Perfect for a relaxing family or group getaway on the coast.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

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

Flip Flops in Paradise

Private Pool • Walk to Beach • Sleeps 11

WaterColor Park District - Pools - Beach Access

New Luxury 4BR in heart of Seacrest Rosemary Alys

Coach's Corner by Stay on 30a

Prominence Salt & Light - Townhouse w/Golf Cart

Private Backyard Oasis Pool Sauna Putting Green
Condo rentals with a pool

Home at Last

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

Soleil Studio on 30A btwn Rosemary & Alys Bch

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

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool

30A Chill - Seagrove

Relaxing 30A Couple's Retreat

Drift Away - 30A Seagrove Beach, Seaside Area
Other vacation rentals with a pool

Ride to the Beach, Bike to Alys, Walk to Big Chill

Gulf-Front Glam | NEW Retro Luxury on 30A

Private Heated Pool + Walk to Beach/Seaside

NEW rental on 30A near Rosemary w/Golf Cart

Charming 3 bedroom cottage w/ pool near the beach

Private Adult Retreat on 30A | Pool + Spa + Bikes

Oceanfront Pool Seagrove

Gorgeous Steps to Beach, Prime WaterColor Location
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$148,515 GYD | G$122,577 GYD | G$180,937 GYD | G$128,434 GYD | G$132,827 GYD | G$152,489 GYD | G$149,770 GYD | G$128,852 GYD | G$112,955 GYD | G$157,719 GYD | G$178,427 GYD | G$178,427 GYD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Frank Brown Park
- Henderson Beach State Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Topsail Hill Preserve State Park
- St. Andrew State Park Pier
- Pier Park
- Jade East Towers
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Shell Island Beach
- Shipwreck Island Waterpark
- Crooked Island Beach
- Signal Hill Golf Course





