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!

Whits End - Do you have any beach time planned?

There is nothing like the calm of the Gulf of Mexico. Our 2 bedroom/2.5 bath townhouse is located at 300 Ocean Mile – a beach-side community located on the east end of the island. The home has a spacious split-level open floor plan with a fully equipped kitchen that opens into the living and dining area. This 1400 sq.ft. town-home was recently updated with new kitchen, bathrooms, and lighting throughout. Guests have access to our entire home, plus all common areas of 2 pools, bbq area and beach.

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.

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!

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!

Sheer Bliss - Modern Beach Retreat 3/2 Pool Home

Enjoy this fully renovated St. George Island retreat, just a one block, 2-min walk from the beach! The star feature is our new 17x24 gunite pool with a 17ft sunshelf and umbrella holder. Inside, find a chic kitchen, 2 modern baths, and 3BR (King/Queen/4 Bunks). Every room has a Smart TV, and a luggage lift makes arrival a breeze. Ideal for 4 adults & 4 kids. 32+ to rent. No pets/smoking. Sat-Sat preferred. Book your private luxury beach escape today!

3-min walk to beach+ Pool |Ocean Views | sleeps 6

Escape to your Oceanview St. George Island retreat! This Ocean Mile townhouse features 2 bedrooms + Full Bed Loft, 2.5 baths, and a queen sleeper sofa. Enjoy Gulf sunrises and sunsets from the deck, balcony, or king bed. With community pools & BBQ grill, Wi-Fi, and beach gear, it’s perfect for a relaxing getaway. Explore St. George Island State Park, lighthouse, historic Carrabelle, Cape San Blas beaches, and nearby dining and shops.