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Holiday 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.

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Top Guest favourite
A contemporary kitchen features light cabinetry and a spacious countertop adorned with a granite surface. Modern appliances are seamlessly integrated, including an oven and a stovetop. Stylish pendant lights provide illumination above the counter where three bar stools are arranged.
Townhouse in Rosemary Beach
4.99 out of 5 average rating, 153 reviews

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

Top Guest favourite
A modern studio space features an open layout with a comfortable sofa and a queen bed. The kitchen area is equipped with stainless steel appliances and bar seating for three. Soft blue accents are present throughout, offering a calm ambiance.
Condo in Santa Rosa Beach
4.97 out of 5 average rating, 193 reviews

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 🏖.

Guest favourite
A spacious balcony is depicted, featuring comfortable wicker seating and decorative throw pillows. A ceiling fan hangs above, providing a cooling breeze. Lush tropical landscaping and a courtyard view are visible through the railing, enhancing the relaxing outdoor setting.
Condo in Santa Rosa Beach
4.92 out of 5 average rating, 166 reviews

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

Top Guest favourite
An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.
Condo in Sandestin
4.97 out of 5 average rating, 171 reviews

Zen Retreat ON Beach, Golfcart*Oceanview SanDestin

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 5+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *NO animals

Guest favourite
The living area features a modern decor with a black and white color scheme. Comfortable black chairs are positioned around a marble-topped table, while a stylish daybed with accent pillows rests against a wall bearing the phrase 'Escape the Ordinary'. Green plants add a touch of freshness.
Condo in Santa Rosa Beach
4.92 out of 5 average rating, 266 reviews

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. Convenient lower floor condo with access to a private patio and common lawn area. ✰Includes free bikes & beach gear✰ ✔ 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 ✔ HD Smart TV ✔ LED lighting Minutes to Seaside

Top Guest favourite
A bright living area is showcased with natural wood flooring and warm lighting. Comfortable seating is arranged around a spacious coffee table, complemented by a textured area rug. A dining area with light chairs is visible in the background, enhanced by a decorative light fixture.
Townhouse in Santa Rosa Beach
4.97 out of 5 average rating, 116 reviews

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!

Guest favourite
A dining area features a white table surrounded by six wooden chairs. A light fixture hangs above, illuminating a large piece of artwork depicting abstract blue tones. Light hardwood flooring complements the bright, neutral walls, enhancing the open and airy feel of the space.
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 124 reviews

30-A Retreat☀️3/2.5☀️Beach Across St☀️Balcony☀️Pools

**LOCATION** Located on 30A, you are only a 3-5 minute walk to the white sand and turquoise waters of the famous South Walton Beaches! Enjoy several restaurants nearby in Seagrove Beach, walk or bike to Seaside, short drive to Rosemary Beach, Alys Beach and Grayton Beach, convenient for day trips to Panama City Beach or Destin! **AMENITIES** Large expansive balcony overlooking one of two pools, tennis courts, fully equipped kitchen, smart TV, renovated condo, family friendly.

Guest favourite
A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 194 reviews

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.

Top Guest favourite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 143 reviews

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.

Top Guest favourite
A charming bungalow is presented with a light grey exterior and white trim. Two rocking chairs are positioned on the front porch, inviting relaxation. Lush green landscaping enhances the curb appeal. A small decorative sailboat accentuates the entrance, adding a subtle coastal touch.
Home in Santa Rosa Beach
5 out of 5 average rating, 102 reviews

Flip Flops in Paradise

‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

Top Guest favourite
A light-filled living area is designed with comfortable seating including two armchairs and a sofa. A round coffee table rests on a patterned rug, with a decorative bowl at its center. A large television is mounted on the wall, surrounded by tasteful coastal decor.
Townhouse in Watersound
4.98 out of 5 average rating, 209 reviews

Prominence 30A ~ Golf Cart ~ Bikes

Located between Alys Beach and Seaside, La Belle Mer 30A, is located in Prominence, one of 30A hottest luxury beach communities. Rejuvenate at La Belle Mer 30A with soft linens, tasteful coastal décor and natural light. Beach access is within a short low speed vehicle (LSV) or bike ride. Walk or ride to ‘The Big Chill’, (formerly The Hub) to grab dinner and drinks while listening to live music or watching a movie on the 25-foot jumbotron.

Top Guest favourite
A charming two-story home is surrounded by lush greenery and palm trees. The upper porch features a blue striped umbrella, while the gated entrance leads to a welcoming façade. Bright blue sky provides a picturesque backdrop.
Home in Rosemary Beach
5 out of 5 average rating, 105 reviews

Sea.Away | 30A | Between Rosemary & Alys Beach!

Nestled between Rosemary Beach + Alys Beach, Sea.Away is your ideal getaway location. The 3 bedroom, 3 bath home features a newly renovated upper deck with partial ocean views, a lower patio with outdoor grill and shower, and gated front door parking. No need for a golf cart or shuttle in this gated community, as the Gulf’s sugar sands and private community pool are a 1 minute walk from the front door!

Popular amenities for Seaside rentals with a pool

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$829 NZD$775 NZD$1,136 NZD$1,043 NZD$1,079 NZD$1,238 NZD$1,216 NZD$1,046 NZD$917 NZD$1,281 NZD$1,449 NZD$1,449 NZD
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Quick stats about holiday rentals with a pool in Seaside

  • Total holiday rentals

    Explore 320 holiday rentals in Seaside

  • Nightly prices starting at

    Seaside holiday rentals start at $272 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,450 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    320 of Seaside holiday 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!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Walton County
  5. Seaside
  6. Rentals with pools