
Vacation rentals with a pool in Seaside
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Seaside
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Escape to 30A & the beach! Heated pool! Gulf view!
*The perfect beach vacation! * This centrally-located condo in the Cabanas at Gulf Place on 30A is close to everything! * Top 4th floor unit is perfect to relax on your private balcony and take in the breathtaking views of the Emerald Coast! * Private beach access is directly across 30A from the unit. * 3 pools, hot tub, tennis courts, shuffle board and a lovely green space. * Perfect for up to 6 guests with a King size bedroom, twin bunk area w/ blackout curtains & sleeper sofa in LR

30-A Getaway near Seaside 102
Contact us for long term winter rates & winter specials! Escape to paradise and indulge in the ultimate coastal retreat. Just steps away from the sugar-white sands of South Walton, this serene & stylish haven invites you to unwind in total comfort. Take a leisurely stroll to the heart of Seaside, where charming food trucks, boutique shops, & world-class dining await. Whether you're savoring gourmet cuisine or catching a golden sunset on the beach, every moment here feels like a dream come true.

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!

'Seagrove Sol' -3 minute walk to the beach!
If you are a couple or a solo traveler who's looking to take in the best of 30A, look no further. This modern studio is located directly across 30A from the Pelayo public beach access and a 4 min walk west to the Santa Clara public beach access. Every amenity including king bed, glass enclosed tiled shower, pool, wifi, cable, 55” smart TV & kitchen w/ full sized appliances. A short bike ride or walk to charming Seaside and great local restaurants. Beach chairs/umbrella included!

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!

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.

Carriage House 1.5 bed/1 bath located off 30A
You’ll love our place because of the ambiance, the neighborhood, the people and the location. This guest house is located in a gated community just steps from the beach with a community pool across from the home. Beach is 700 steps from front door along a paved sidewalk to private beach access for the neighborhood. The Carriage House is perfect for couples, families (with kids), and solo adventurers. Need more room? We have a larger home on property that sleeps 11.

Steps To The Beach (Private) | Sunset Views!
This PRIME location on the Gulf side of 30A features a cozy 1 BR condo that sleeps 4 and offers breathtaking ocean views from the balcony. Just STEPS from your private beach (free for guests) and a short walk / ride from top restaurants in the area such as Old Florida Fish House, Goatfeather's, and Cafe Thirty-A. This location cannot be beat! ⏤ Beach Towels, Umbrella, Beach Chairs, Sand Toys ⏤ Directly across from Butterfly Bike Rentals ⏤ 5 Min Ride To Seaside

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!

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!

Private Beach Access 3Br Right On 30A! Ocean View
PRIVATE BEACH access just across the street (seen in pictures). Located right on scenic Hwy 30A. Fools Gold is a straight shot to the beach, through a private access, just 80 yards from the sugar-white sand and beautiful, emerald-green water of the Gulf of Mexico. Located on the top floor, corner unit, in the heart of Seagrove, with the ocean in site.
Popular amenities for Seaside rentals with a pool
House rentals with a pool

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

Elsie's Cove on 30A

BlueBreeze2/Private Beach/Bikes/Pool

Creekside Cottage- Heated Pool- 4 Bikes- Prime Bea

5 Mins from Beach | Golf Cart | Pool | Pets

Seagrove’s 30A Window to Heaven: Pool & Beach

Blue Mtn home, EV Charging & Designer Interiors

New Interior | New Golf Cart | Pool | Beach
Condo rentals with a pool

Posto Felice! Seacrest Beach 30A (Rosemary & Alys)

"Dreams Come True” in the Heart Of Seagrove

Family Condo: Twin Bunk Beds w/ TVs + Heated Pool

Hidden Beach Gem

“KNIGHT AWAY” So close to the Beach !!- Hwy 30A !

Sweet Caroline - WALK to beach! 4 bikes included!

Modern Seagrove studio steps from the beach

BeachFront-5 Pools, Starbucks, Movies@Majestic-809
Other vacation rentals with a pool

Watercolor Resort|Close To Pool | 6 Pass Golf Cart

Salt&Sand 30A – Family Retreat w/ Pool & Golf Cart

WaterColor Steps to Seaside, Tennis! LSV, 2 Bikes!

Gulf-Front Corner Unit in Seagrove Facing Sunset!

Spacious studio on 30A Hidden Beach Villas

Hidden Beach Hideaway

30A 2 Pools - New Golf Cart - Bikes

Happy Hour Hideaway w/Golf Cart on 30A!
When is the best time to visit Seaside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$102,050 GYD | G$95,359 GYD | G$139,901 GYD | G$128,400 GYD | G$132,791 GYD | G$152,448 GYD | G$149,730 GYD | G$128,818 GYD | G$112,925 GYD | G$157,676 GYD | G$178,379 GYD | G$178,379 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 |
Quick stats about vacation rentals with a pool in Seaside

Total vacation rentals
Explore 240 vacation rentals in Seaside

Nightly prices starting at
Seaside vacation rentals start at G$25,094 GYD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
240 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!
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