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!

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.

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.

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

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!

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.

Blue Bicycle Beach House

Welcome to Blue Bicycle! 4 bedrooms, 4 and a half bath home located steps from the beach. Private pool, covered decks, enclosed outdoor shower and fish cleaning station. The 1st floor features 1 king suite, 1 queen suite, and 1 suite with 2 queens bunks. The 2nd floor offers an open floor plan living, kitchen, and dining. The dining table seats 8 with an additional 4 seats at the bar. A half bathroom is located off of the dining room. The master suite is also located on this floor.

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!

Happy Bear

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.

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

"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!

Fun at 33 Palms Secluded Island Beach House !

This Airbnb comes with two separate living areas and kitchens. Everyone will have fun at this stylish Beach House. Owners have supplied this home with everything a family needs to have fun and create bonds to last a lifetime: board games, football, badminton, and a lighted corn hole. For enjoyment at the beach, there is a beach cart fully loaded with a Shibumi sunshade (PIC}, beach chairs, umbrellas, beach towels and floats. Beach access is only 2 blocks away!