Holiday rentals with a pool in Carrabelle

A vibrant sunset casts rich hues of orange and purple over a calm waterfront. A docked boat is visible in the foreground, with still water reflecting the colorful sky. Fishing poles stand placed near the water, completing a serene coastal scene.

4.66 out of 5 average rating, 35 reviews

Mingo Manor

Come enjoy the peaceful and relaxing beauty of the Forgotten Coast of Florida. Swim in our sparkling clubhouse pool or experience the uncrowded white sand beaches of the gulf. Enjoy boating, fishing, kayaking, paddle boarding, etc. Sample some of our unparalleled fresh local seafood. Experience history and adventure by day trips of sightseeing to places like Appalachicola, Wakulla Springs (where the original Tarzan was filmed) , St Mark's and other places. Pet friendly with fenced yard.

LocationFamilyOutdoor spaces

The coastal home features a two-story structure with a welcoming front porch adorned with wooden railings. The exterior showcases a blend of light and dark shades, framed by lush greenery and tall pine trees. The landscaped yard presents tropical plants and a sandy path leading to the entrance.

5.0 out of 5 average rating, 32 reviews

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!

FamilyLocationNearby

A modern home is presented with a light grey exterior and wide porch. A covered area offers sheltered seating, and the driveway features a gravel surface. Surrounding greenery complements the inviting facade, with a hint of blue from the porch overhang against a clear sky.

4.93 out of 5 average rating, 44 reviews

Starry Night: 3,800sqft sleeps 18! Pool and Beach!

This is a brand new home in the Summercamp Beach community. It includes access to the resort-style clubhouse and pool, as well as two miles of private beach on the Gulf of Mexico. It’s the perfect spot to unwind and relax. This home is dog friendly! The pet fee covers a deep cleaning required after any pets to ensure maximum cleanliness for the next guest. Please respect local leash laws, but feel free to bring your furry friend to the pet friendly beach. A maximum of two dogs allowed.

LocationFamilyDecor

A view of a calm shoreline is framed by lush palm trees and vibrant flowers. A wooden dock extends into the serene water, with gentle waves lapping at the rocky edge. Soft pastel skies provide a picturesque backdrop, contributing to a tranquil atmosphere.

4.71 out of 5 average rating, 142 reviews

Heavenly Hideaway: Waterfront, Pool, Fishing, Golf

The Heavenly Hideaway is a renovated beachfront home perfect for enjoying your own private retreat or explore the Forgotten Coast. The area is known for spectacular fishing, scalloping, kayaking, with a golf course 5 min away and beach 10 min away. Use the dock for fishing or docking your boat. Sunbathe next to the pool or on the sandy beach. Plenty of parking for your boat or RV. Gorgeous ocean views directly from the open living/dining room, deck or screened in porch. Visit today!

FamilyLocationAccess

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.

4.97 out of 5 average rating, 66 reviews

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!

LocationFamilyAir conditioning

Townhouse in Saint George Island

5.0 out of 5 average rating, 15 reviews

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

FamilyLocationDecor

5.0 out of 5 average rating, 6 reviews

Where the Boat Leaves From

Riverview Condo at Pirates Landing | Pool, Boat Access & Coastal Getaway Relax and unwind at this charming 1-bedroom, 2-bath condo in Pirates Landing, perfectly situated along the Carrabelle River. Ideal for couples, small families, or a fishing retreat, this fully furnished unit offers comfort, convenience, and a true coastal feel. Enjoy mornings on the screened porch overlooking the river, and evenings with peaceful water views and coastal breezes.

LocationCheck-inHospitality

A covered porch features a glass table surrounded by two wicker chairs. Decorative cushions with coral designs add a touch of color. A nautical-themed wall hanging reading 'SUN SAND SEA' complements the inviting atmosphere, with a patterned rug beneath the table enhancing the seating area.

4.88 out of 5 average rating, 26 reviews

Reelin' em in! Community Pool! 2 BR/ 2 BA

Your family will be close to everything! 2 mins to public beach! 2 mins to riverfront with shops and restaurants! Reelin em in is for bargain friendly families! 2 bedrooms and 2 bathrooms plus a sleeper sofa and a community pool! Perfect! Well equipped kitchen with all the gadgets. Covered porches and charcoal grill for preparing your fresh catch. This home has all you need and is perfectly located for all Carrabelle has to offer!

ValueFamilyHeating

A clear view of a swimming pool is presented, surrounded by well-maintained greenery. Chairs and umbrellas offer shaded seating areas. In the background, a gazebo and a pavilion can be seen, adding structure and charm to the outdoor space.

4.94 out of 5 average rating, 17 reviews

Forgotten Coast Retreat • Boat Parking • Pool

Relax on Florida’s Forgotten Coast in this comfortable Carrabelle townhome featuring a pool, screened lanai, outdoor seating, grill, and boat/trailer parking. Located just 2.5 miles from Carrabelle Beach and about 30 minutes from St. George Island and Apalachicola, it’s a great base for beach days, fishing trips, and exploring the coast. Walk to restaurants and local shops while enjoying the relaxed charm of this small coastal town.

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 14 reviews

Condo on the Cove

Be our guest at our spacious multi-level Condo on the Cove. It's located across the water from the charming town of Carrabelle and just yards away from the Gulf! Pirates Landing Unit #280 has a guaranteed sea breeze year round. Enjoy the resort style pool, hot tub & gas grill just steps away from our unit! Boat launch, Marina & short term boat dock on the premises as well! It's perfect in every way!

LocationFamilyGetting around

4.93 out of 5 average rating, 169 reviews

A sign for Pirates' Landing stands in the foreground, surrounded by lush greenery and palm trees. In the background, a multi-story building displays a series of balconies and windows. The clear blue sky enhances the coastal setting.

Townhouse in Carrabelle

Save a Ship ~ Ride a Pirate!

Hammock Time Too ~ a solid gold ❤️ Romantic Escape ❤️ for a Captain & First Mate. Remote & secluded, yore ‘get away’ is on the Gulf of America. Feel marooned yet close to charming Carrabelle Beach. Overlook a Key West style courtyard with sun warmed swimin hole & hot tub. Hammock Time Too offers 2 BICYCLES & a two~person KAYAK w/ gear. Courteous smoking allowed on screen porch.

ValueLocationView

5.0 out of 5 average rating, 57 reviews

lily’s Escaped Waterfront,pool,Kayak, fishing,golf

The lily’s Escape is a newly renovated oceanfront property perfect for a family getaway, the area is just few minutes from the st James bay golf course, few minutes from down town carrabelle there have shops and restaurants,carrabelle beach (6 miles), ochlockonee river state park (13 miles), crooked river light house (10 miles), orman house historic state park (30 miles)

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Popular amenities for Carrabelle rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.93 out of 5 average rating, 54 reviews

Eastpoint on the Bay- Private Beach, Pool, Sunsets

LocationFamilyPets

4.95 out of 5 average rating, 58 reviews

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

ValueFamilyComfort

4.9 out of 5 average rating, 10 reviews

Family Friendly House w Beach and Community Pool

FamilyLocationAccess

5.0 out of 5 average rating, 19 reviews

Fun at 33 Palms Island Beach House !

FamilyLocationCleanliness

4.97 out of 5 average rating, 69 reviews

Silver Shores | Forgotten Coast, Steps to Beach

LocationFamilyHospitality

5.0 out of 5 average rating, 23 reviews

A cozy living area features a long wooden table with stools, illuminated by soft lamp light. Comfortable chairs are positioned near large windows that provide a view of the water and sunset. A television offers entertainment options for guests.

Home in Panacea

OUR REEL DREAM bayfront home

LocationFamilyOutdoor spaces

A two-story townhouse is depicted with a covered parking area suitable for vehicles and boats. The exterior features light-colored siding and a balcony adorned with an American flag. Palm trees are visible, contributing to the coastal ambiance of the property.

5.0 out of 5 average rating, 37 reviews

Pines to Palms

LocationFamilyComfort

A serene coastal retreat is presented, featuring a charming white exterior with a porch adorned by comfortable seating. Lush greenery frames the property, accentuated by palm trees and vibrant plants. A clear blue sky complements the inviting atmosphere of this modern beach house.

4.88 out of 5 average rating, 25 reviews

Relax at The Seagrass Cottage

ValueFamilyAmenities

Apartment rentals with a pool

A serene sunset is captured over calm waters, reflecting a warm golden light across the surface. Silhouettes of trees are visible along the riverbank, creating a tranquil natural setting.

4.85 out of 5 average rating, 96 reviews

Robin's Nest

ValueLocationOutdoor spaces

4.93 out of 5 average rating, 57 reviews

The spacious bedroom features a large bed with light bedding, complemented by decorative pillows. A dresser and side tables provide storage, while a ceiling fan adds comfort. Large windows allow natural light, and a cozy seating area can be seen in the background.

Apartment in Panacea

Bliss on the Bay

ValueLocationIndoor spaces

4.93 out of 5 average rating, 42 reviews

A comfortable living area is showcased, featuring two sofas with patterned cushions and a round wooden coffee table. A lamp provides soft lighting, while large drapes frame a glass door leading to a balcony. The space is enhanced by a decorative area rug.

Apartment in Eastpoint

Whits End - Do you have any beach time planned?

LocationFamilyCheckout

A view of the marina featuring a covered structure in the foreground and a calm waterway. Boats are moored along the wooden docks. Lush greenery and palm trees frame the scene, with residential buildings visible in the background under a clear blue sky.

5.0 out of 5 average rating, 3 reviews

A Breezy River - River Front Condo with pool!

LocationKitchenCleanliness

Apartment in Saint George Island

4.98 out of 5 average rating, 41 reviews

La Mer - Beachfront Condo, Saint George Island, FL

ValueFamilyCheckout

Apartment in Saint George Island

Two golf carts are parked side by side on a sandy area, set against a backdrop of a blue cottage with a red roof. Surrounding vegetation includes palm trees and low shrubs, contributing to a relaxed, natural environment.

4.67 out of 5 average rating, 83 reviews

NEAR BEACH FRONT COTTAGE WITH POOL STEPS TO BEACH1

ValueFamilyNearby

4.91 out of 5 average rating, 23 reviews

A view of the coastline is framed by a wooden railing, revealing the serene Gulf waters under a clear blue sky. Sun loungers and umbrellas are arranged around a shared pool area, with grassy expanses leading towards the water.

Apartment in Eastpoint

Beautiful View from a peaceful place

FamilyLocationPool

A cozy living area is presented, featuring a comfortable sofa adorned with decorative pillows. A wooden coffee table is positioned in front, and a chair with an elegant design complements the space. Large windows invite natural light and provide views of the exterior.

Apartment in Apalachicola

4.82 out of 5 average rating, 124 reviews

Riverfront Condo on Beautiful Apalachicola River!

FamilyLocationAccuracy

Other holiday rentals with a pool

Bungalow in Crawfordville

5.0 out of 5 average rating, 22 reviews

Newest listing at Shell Point! Private pool!

LocationFamilySleep quality

Townhouse in Saint George Island

5.0 out of 5 average rating, 14 reviews

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

FamilyLocationCleanliness

The property is elevated on stilts, surrounded by native palm trees and lush greenery. A gravel driveway leads to the entrance, showcasing ample outdoor space with a clear view of the home's screened porch.

4.93 out of 5 average rating, 45 reviews

Private St George Island Home, Walk to Beach!

ValueFamilyBeach

The exterior of a single-story home is depicted, featuring a bright red door framed by large glass panels. A spacious deck is highlighted with wooden railings and surrounded by tropical landscaping, including palm trees. Grassy areas provide contrast to the sand beneath.

4.7 out of 5 average rating, 23 reviews

The Beachy Pool • Cozy SGI Cottage • Pool

LocationFamilyHospitality

Cottage in Saint George Island

An inviting outdoor area features a clear swimming pool with lounge chairs arranged around it. A striped umbrella provides shade, and the beach is visible in the background, with soft sand and gentle waves meeting the horizon.

4.87 out of 5 average rating, 70 reviews

Giggle Pools Large swimming & Kids splash

FamilyValueOutdoor spaces

4.93 out of 5 average rating, 81 reviews

A serene view of a canal at sunset is captured, with gentle hues of orange and yellow illuminating the sky. Docked boats line the water's edge, and palms sway softly in the foreground, enhancing the natural beauty of the peaceful environment.

Home in Crawfordville

Reel Pelican Paradise located in Paradise Village.

FamilyLocationView

A three-story home is presented with a light blue exterior and large screened-in porches. An American flag is displayed, and a gravel path leads to the house, surrounded by lush greenery and natural vegetation typical of the barrier island environment.

4.88 out of 5 average rating, 43 reviews

Happy Ours

FamilyValueAir conditioning