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!

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!

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.

Quads-For-Fun, Unit-1, Saint George Island, FL

Unit 1 is a completely renovated 2-bedroom condo, just a block from the beach offers the best of the Forgotten Coast including fabulous Curated Comfort décor, shared sparkling swimming pool, observation deck with amazing coastal views, dog-friendly fenced play area, all in a central location in the Gulf Beaches neighborhood. Units at Quads-For-Fun, Unit-1 can be rented separately or together, offering the perfect beach vacation destination for small groups or large families/reunions/retreats!

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

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.

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.

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!

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.

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

Island Adventures Await at the “Boathouse SGI”

NEW POOL & FENCED YARD! Newly renovated! Looking for a getaway to the Island that boasts the accolade “2023 #1 Beach in the US”? Begin your adventures at The Boathouse! Located on the island's golf cart-friendly west side (but still near the center of town) you’ll be close enough to walk to the Lighthouse, 1.5 blocks from the bay & 4 blocks to the ocean. From the expansive windows, view includes a tad of the bay, reminding you that the bigger bay and gulf are calling.

"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!