Holiday rentals with a pool in St. George Island

4.93 out of 5 average rating, 54 reviews

The image captures a tranquil swimming pool under a screened enclosure, reflecting the vibrant colors of a sunset. Lush potted plants are positioned near the pool, and wooden decking is visible, enhancing the serene outdoor ambiance.

Home in Eastpoint

Eastpoint on the Bay- Private Beach, Pool, Sunsets

Private Estate on Apalachicola Bay with a stunning private beach and pool that often overlooks dramatic sunsets. An over 3,200 SF home w/ game room that can sleep 16 guests with 2,000 SF lanai w/ an outdoor dining area and plenty of seating for conversation, entertaining, and soaking up the sun. The house has a Master Bdrm- king bed; Bdrm 2 - queen bed; Bdrm 3 - twin over twin bunk and full over full bunk; Bdrm 4 - cal. king bed, Bdrm 5 - double bed, Den - queen sleeper sofa. Room for everyone!

ValueFamilyLayout

A spacious two-story home is depicted, featuring a fenced pool area surrounded by a stone patio. The backyard showcases lounge chairs, a shaded dining table, and a gas grill. A well-kept lawn and palm trees complete the outdoor setting, with clear skies overhead.

5.0 out of 5 average rating, 30 reviews

Saltwater Pool With Tanning Ledge, Fenced Backyard

Summer 2026 Sunday check-in to accommodate Sat, 4th of July Arghh!! Welcome to Pirate's Cove! This home has a playful outdoor oasis awaiting your arrival with saltwater pool, outdoor dining area with big screen TV, sand box for the kids and fire pit for those winter evenings! 4 bedroom home is spacious w/ well appointed kitchen, premium mattresses (3 King size beds/2 twin beds in bunk room) & a fenced backyard. This home will not disappoint with its beautiful furnishings and inviting ambiance!

LocationFamilyCheck-in

5.0 out of 5 average rating, 102 reviews

A collage of the Sunset Shores Beach House highlights features of the property, including the sparkling community pool, a six-seat golf cart for convenient access, and stunning Gulf of Mexico views. The layout showcases the welcoming home environment and the nearby beach access.

Home in Port St. Joe

Steps2Pool/Mins2Beach/GolfCart/FirePit/Beach Equip

⭐️Luxury 4-bedroom Beach Home ⭐️ Sleeps 12 in Windmark Beach ⭐️ Heated Pool Oct 1-Apr 30 ⭐️ 6 Seat Golf Cart ⭐️ Steps to Beach Access ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf. You can walk to the beach in mins from the home to swim in the warm waters of the gulf or relax in the sun.Take a golf cart cruise to the nearby Village Center to grab a bite to eat.End your day relaxing in the screened-in porches or fire pit outdoor space.

ValueLocationCheck-in

Superhost

A serene saltwater pool is highlighted, featuring a hot tub and lounge chairs. Palm trees frame the area, and a colorful sunset casts reflections on the water, while neighboring buildings are subtly visible in the background.

Campervan/RV in Saint George Island

4.87 out of 5 average rating, 142 reviews

Waterfront Hideaway HUGE saltwater pool, spa, dock

You'll love this cozy & hidden escape! This renovated camper is situated on a canal-front lot on SGI. Our place has the largest saltwater pool/hot tub on SGI, complete w/waterfalls that back up to a large dock. Inside has a bathroom, kitchen & shower. Camper has its own hot outside shower, grill & seating area, as well. You'll have access to fire pit, free kayaks/canoe, & water entrance. May have to share the pool space, but there's plenty of room! Nice golf cart for rent. Pet fee for 1 pet

FamilyValueCondition

The property is elevated on stilts, surrounded by native palm trees and lush greenery. A gravel driveway leads to the entrance, showcasing ample outdoor space with a clear view of the home's screened porch.

4.93 out of 5 average rating, 46 reviews

Private St George Island Home, Walk to Beach!

Treat your family to a relaxing Florida retreat and book this 3-bedroom, 2.5-bath St George Island vacation rental! Nestled in a gated community, this lovely property features 4 Smart TVs, a fully equipped kitchen, and community amenities just steps from your door. Sip your morning coffee on the deck or in the sunroom, then head to either shared pool and make a splash with the kids! Hoping to get your toes in the sand? The Plantation Beach is just a short walk away. NO MORE THEN 6 PEOPLE 24H.

ValueLocationCheck-in

5.0 out of 5 average rating, 17 reviews

Redfish: view, pool, steps2beach

Just over the dune line road from quiet east end beaches. Great fishing and uncrowded relaxing. Excellent for families or couples (4 person maximum) with private spaces indoor and out. Two master bedrooms with kings and pillow tops. Second floor remodeled and decorated (photos Feb 2026). Shared pool and gulf views from front room and master. Front Deck. Large furnished screened porch. You will be hard pressed to find a better spot for your vacation dollars. Beach wagon, canopy and chairs.

LocationFamilyBeach

A beachfront home is illuminated against a stormy sky, with a prominent American Flag waving. A dramatic lightning display stretches across the clouds, enhancing the atmosphere. The surrounding landscape features sandy beach and grass, highlighting the home’s proximity to the shoreline.

4.95 out of 5 average rating, 40 reviews

At Angels' Nest - A Beachfront Haven

STUNNING BEACHFRONT PET-FRIENDLY HOME – PRIVATE, DECKS, ELEVATOR, POOL, HOT TUB & FIRE PIT! At Angels Nest is a luxurious, private beachfront retreat on St. George Island’s East End. Enjoy breathtaking Gulf views from expansive decks, perfect for coffee or cocktails. The top-level deck offers alfresco dining and cozy seating under our proudly soaring American flag. An elevator and two deck levels provide easy access to the pool, hot tub, and fire pit—your perfect island escape awaits!

LocationFamilyLong stay

4.97 out of 5 average rating, 66 reviews

A tranquil pool area is positioned near the water's edge, featuring lounge chairs and a wooden fire pit. The stunning sunset casts warm hues over the sky and reflects gently off the calm water, with palm trees framing the serene view.

Home in Eastpoint

Solaria: Waterfront, Pool, Fishing, Kayak, Golf

Solaria is a quaint, gorgeously-updated waterfront retreat with sunset views, offering convenient access to St George Island, Historic Apalachicola and more! There are 4BR/3BA with an open living room/kitchen attached to screened porch, outdoor fire pit and heatable pool, and plenty of space for entertaining/dining. Fish/kayak on the bay at home, or enjoy great restaurants/boutiques and the beach within minutes. Or just escape for some peace and quiet. Come and Explore today!

FamilyLocationTV

A three-story home is presented with a light blue exterior and large screened-in porches. An American flag is displayed, and a gravel path leads to the house, surrounded by lush greenery and natural vegetation typical of the barrier island environment.

4.88 out of 5 average rating, 43 reviews

Happy Ours

Heated Pool up to 90 degrees, FREE up to 80 degrees (see details below). “Happy Ours” is a bright and airy home where you can unwind and relax. Located within the St. George Plantation, a 24-hour gated community that has preserved the natural beauty of the barrier island, a peaceful and relaxing stay awaits you and your family. This comfortable 3BR/3BA home offers two separate living spaces and two spacious screened-in porches overlooking the private and generously-sized pool.

FamilyLocationCondition

Townhouse in Saint George Island

5.0 out of 5 average rating, 15 reviews

Ocean Breeze Beachfront SGI

Ocean Breeze is your peaceful escape to Florida’s iconic St. George Island. Just steps from the soft sand and clear Gulf waters. This beautiful three-level townhouse is perfect for romantic getaways, family vacations, reading, and relaxation. ~Why You'll Love It: • Beachfront access with panoramic Gulf views and community pool • Sunrise and sunset views from all three levels • Peaceful beachfront property perfect for reading, long walks, shelling, and family time

LocationFamilyPool

Cottage in Saint George Island

An inviting outdoor area features a clear swimming pool with lounge chairs arranged around it. A striped umbrella provides shade, and the beach is visible in the background, with soft sand and gentle waves meeting the horizon.

4.87 out of 5 average rating, 70 reviews

Giggle Pools Large swimming & Kids splash

Giggle is situated on one of the most desired locations on the pan handle of Florida, offering an abundance of activities, several local restaurants and bars, a surf shop and state park. Imagine having all of this right at your door step! Oh! and did we mention we are sitting right on the edge of the Gulf of Mexico?! There is nothing more calming than waking up, cup of Joe in hand, and watching the dolphins play in the early morning waves right from your front porch.

LocationValueBarbecue