Holiday rentals with a kayak 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!

ValueLocationPets

Townhouse in Port St. Joe

Oceanfront | 2 Balconies | BONUS $150/day | Dog-Fr

Welcome to Sun&Fun beachfront getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $150/day bonus, with free rentals of 2 kayaks (including vests & paddles) and 2 coastal bikes—a $150 value, on us! Perfect for your beach adventures! Note: Liability waivers must be signed by all individuals using the equipment. Enjoy serene beauty of Indian Pass with a pristine white beach right at your doorstep Take in ocean views from private balconies – perfect for morning coff

Outdoor spacesLocationBarbecue

4.96 out of 5 average rating, 67 reviews

4.97 out of 5 average rating, 62 reviews

Boutique BEACH FRONT Oasis!

New Beach Front Listing! Ideal location directly on The Gulf close to "The Cape", Port St Joe, Indian Pass, & Apalachicola! Stylishly renovated space for your family to enjoy. 2 bedrooms and a loft area with a cute spiral staircase adding lots of unique character. Enjoy your beach sunrise/sunset, endulge in a beach side fire and catch the views of horses walking on the shoreline. Partake in the outdoor and indoor games & activities provided by your hosts. Just pack your bags & enjoy paradise!

LocationOutdoor spacesBeach

The outdoor area features a wooden deck with two chairs, overlooking a lush landscape of palm trees and greenery. A kayak is visible on the bay shore, while the sky exhibits soft pink hues during sunset.

4.88 out of 5 average rating, 120 reviews

581 Bay Escape Private, pet friendly & kayaks

Bayfront privacy with 2 kayaks! Walk the beach, kayak the bay, go fishing, crabbing or scalloping, , swim or play pickleball. We’ve got you covered! If you just want to sit on the huge screened in porch, relax and watch eagles (birds and butterflies) we’ve got that too. Bay Escape is our comfortable, pet friendly, 2 bedroom, 2 bath home located on the St. Joseph Bay Aquatic Preserve. We are just a few doors from Salinas Park with both Bay and Beach access and the beautiful Serenity Walkway!

LocationOutdoor spacesAmenities

A two-story vacation home features a vibrant teal exterior with white shutters. The welcoming front porch is adorned with chairs and a bright yellow door, while a stone foundation adds character. Lush green grass surrounds the house, creating a charming outdoor setting.

4.93 out of 5 average rating, 169 reviews

The “Long Weekend” - close to the Bay and Beach

In order to ensure the safety of our guests we utilize a doorbell camera . Must be 25 to rent!!! Welcome! The Bay is a block from the “Long Weekend “. 1 to 3 minutes to the BAY! ABOUT 15 minutes scenic drive to BEACH! Pickleball courts at “Fred Pate Park” Beautiful rental with LVT flooring and more. We have a lot of bicycles! Bike trails, sidewalks, bay and restaurants are a bike ride away. Quiet, fun ,exciting town for all and peaceful ! Good times and great memories!!!!

ValueOutdoor spacesBathroom

4.95 out of 5 average rating, 40 reviews

A spacious living area within an A-frame home features large windows offering views of the river. Two couches and a wooden coffee table provide comfortable seating. A spiral staircase leads to the loft. A gas fireplace and television are also visible, enhancing the welcoming atmosphere.

Home in Carrabelle

AFrame of Mind on Carabelle River & Beach

Immerse yourself in the Florida's Forgotten Coast experience enchanced by this iconic Carabelle River AFrame with a private fishing dock only 3 minute drive from Carabelle Beach. Bring your boat for offshore fishing or Dog Island trips & enjoy the overflow of parking space & short, 3 minute drive to the Carabelle's public boat ramps, marina & downtown. Sunbathing, fishing, kayaking, paddle boarding, biking, bird & nature watching haven. + ALL the fun & giddy of the A-Frame life

LocationValueGetting around

4.98 out of 5 average rating, 105 reviews

A wooden deck features a small table and two folding chairs, surrounded by a lush green landscape. A hammock hangs nearby, providing a relaxing spot to enjoy the views of the bayou, while soft string lights add a warm glow during evening hours.

Home in Carrabelle

Hooked on the Bayou! Scenic Waterfront

Waterfront “Hooked on the Bayou.” This unique rare find is beautifully tucked away with the most amazing coastal views! It’s the perfect place for couples, families, fishermen, photographers, artists, boaters, kayakers, and if you love Sunrise and Sunsets you will find them breathtaking. Your private dock is great for fishing, paddle boarding or Kayaking. Embrace nature, the sun, salt air and the beauty. Make your trip truly unforgettable, where the bayou meets the bay, beach & sea.

ValueOutdoor spacesBeach

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!

LocationOutdoor spacesHospitality

Guest suite in Saint George Island

A spacious wooden deck offers an unobstructed view of the bay, leading to a long dock that extends into the water. On the left, a colorful hammock is draped between two trees. The scene captures a serene atmosphere with gentle waves lapping at the shore.

A-Lure on the Bay

A-Lure is our downstairs apartment on St. George Island. The space is located right on the bay with a 100 yard long dock. It is a four block walk to the beach from this side of the island. The room includes a really nice view, KING bed, TV, wi-fi , mini fridge, microwave, coffee maker, and drinking water. The space has its own AC/Heat system. Access to the dock is all yours and we have a two person kayak at your disposal as well. Come and relax at our peaceful place on SGI.

Outdoor spacesValueView

4.97 out of 5 average rating, 235 reviews

4.91 out of 5 average rating, 139 reviews

Home in Carrabelle

The Bella Beach Treehouse: New Pool. Kayak. Golf

A beachfront home nestled among the trees with a new pool addition March 2023. Enjoy your own private retreat on the Forgotten Coast, known for spectacular fishing, scalloping, kayaking, hiking. A Golf course is only a minute away. Fish from our backyard or relax on hammocks among the trees. Gorgeous ocean views from the living/dining room, bedroom and deck and a sandy beach perfect for sunbathing or creating memories around a beach fire. Plenty of parking for boat/RV.

Outdoor spacesLocationAccuracy

Home in Saint George Island

A spacious living area is highlighted by vibrant seating arrangements. Two blue chairs and a cream sofa with colorful cushions surround an orange coffee table. A large area rug features a playful pattern. Natural light enters through multiple windows, creating a bright and welcoming atmosphere.

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.

LocationOutdoor spacesParking

4.93 out of 5 average rating, 57 reviews