Holiday rentals with a pool in St. George Island

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!

Location · Family · Pets

One - Too - Suite, Saint George Island, FL

This completely renovated 1-bedroom town home on the beach offers the best of the Forgotten Coast including Curated Interior Design, shared sparkling swimming pool, amazing views, from a Gulf Beach town home overlook. We have direct beach access where our award-winning sugar sand beaches await. "One Too Suite" is close to Island shops, restaurants, nightlife, fishing pier, St. George Lighthouse Museum, playground, and State Park. Seafood markets and craft brewery, await just 25 minutes away.

Location · Family · Condition

Bay Front Tree House - Tropical Hidden Oasis

Welcome to Ottabanks - a Bay Front getaway known for its views, decks, fishing, nature and access to the bay! Outtabanks is a private outdoor oasis, hidden away from it all. This 2 bedroom, 2 bath home, sleeps 4 with newly expanded decks. Access to the beach is only a 10 min walk. We invite you to stay at this one-of-a-kind, nature lover's getaway on beautiful St. George Island. If you truly want to experience why people come to the island - this home says it all - privacy, beauty and nature.

Value · Location · Layout

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

Family · Value · Wi-Fi

Flip Floppin' - Steps to Beach & Resort Style Pool

Welcome to Flip Floppin' your dream coastal getaway on the Forgotten Coast! This stunning, meticulously designed home combines modern luxury with beach charm and is just steps from the pristine sands of Summer Camp Beach in St. Teresa, FL. The spacious home features a king-sized master bedroom, 2 queen-sized guest suites, along with 2.5 modern bathrooms, all designed with coastal elegance in mind. Book now for a peaceful escape and experience the tranquility of Florida’s Forgotten Coast!

Location · Family · Comfort

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.

Location · Family · Walkability

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.

Family · Value · Accuracy

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!

Location · Family · Outdoor spaces

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.

Family · Value · Walkability

Welcome to Sea Glass! 1/1, Steps to beach and pool

Welcome to Sea Glass💎💎💎 Located in the 300 Ocean Mile community on the East End, just steps from the beach and state park. This charming unit features a fully equipped kitchen, stackable washer/dryer, and a king-sized bed in the bedroom. The living room includes a queen-sized pullout sofa for additional guests. Enjoy one full bathroom and an outdoor shower at the entrance—perfect after the beach. The community includes two pools and park-style charcoal grills in the pool .

Location · Family · Pool

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

Family · Location · Walkability

"Paradise on the Bay!" - Pool, Hot Tub & Dock!

Enjoy a memorable Coastal Vacation at this gorgeous bayside property on the edge of Eastpoint, FL! This property has all the amenities of St. George Island homes (and more!) in a private, peaceful setting away from the crowds. The white sand beaches at St. George Island are less than 10 minutes over one bridge and Historic Apalachicola with shopping and renowned seafood restaurants is just over another bridge down the road. Truly the perfect location for it all!

Value · Family · Getting around