Holiday rentals with a pool in Palm Valley

Guesthouse in Palm Valley

A spacious swimming pool is enclosed by a screened structure, offering privacy and shade. Two umbrellas provide shelter over lounge chairs for relaxation. The backdrop features a porch with seating, surrounded by lush greenery that enhances the serene atmosphere.

4.91 out of 5 average rating, 100 reviews

Palm Valley Pool House

Only rented out for certain weekends to guests with reviews. (Only for 2 people max.) preferably at least 2 days minimum, but exceptions can be made, (with great review history) Your little haven will have a screened enclosure attached to a private porch. During rental times, there will be no one else using the Hot tub and pool area, it’s all for you! New king size bed, as well. Sorry, this place is not for gatherings, birthday parties, baby showers, etc -of any kind. Absolutely no children.

A sunlit backyard showcases a private heated pool surrounded by a stone patio. Comfortable lounge chairs are positioned beside the water, while lush greenery and palm trees provide shade and privacy. The pool area features a gentle curve, enhancing the inviting atmosphere.

5 out of 5 average rating, 154 reviews

*Heated Pool Home in Ponte Vedra Beach!

Ponte Vedra Beach retreat with heated Pool! (Heated at 83 degrees March, April, May, September, October) Southern Palms is newly renovated. Ideal for beach lovers, shoppers, and golfers; this single-story residence with 3 bedrooms and 2 baths offers all the home essentials, plenty of private outdoor entertainment, and a prime location near the Atlantic Ocean! Close to St. Augustine, Mayo Clinic and Sawgrass, Ponte Vedra Beach is the perfect place to get away, with everything you need close by.

4.94 out of 5 average rating, 225 reviews

The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.

Home in St. Augustine

Downtown • Historic Whitney House • Luxury Baths!

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

A sparkling blue pool is outlined by a clean white patio, featuring multiple lounge chairs positioned for relaxation. The single-story home is visible in the background, surrounded by lush greenery and trees, creating a serene outdoor environment.

4.91 out of 5 average rating, 165 reviews

Pool Home with Game Room in Heart of Jax Beach!

Beautiful pool home in Jax Beach! This updated and sparkling clean home is in the perfect spot for the whole family! This home is in the perfect location, minutes to the ocean, restaurants, Mayo Clinic and more! It is equipped with everything you need for your ideal coastal vacation. Your stay includes a fully stocked kitchen, pool table, ping pong table, dart board, Smart TVs, a beautiful pool with set up with lounge chairs, outdoor dining, beach chairs, beach towels, and a charcoal grill.

4.98 out of 5 average rating, 338 reviews

A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.

Villa in St. Augustine

Perfect location 2 Bedroom Private Hot Tub

Couples Retreat Near Downtown St. Augustine. 0.5 miles from the Bridge of Lions. Enjoy a secluded courtyard, relaxing water fountain, and new 4-person hot tub. Wine down and watch the sunset in a peaceful setting after a exploring. Off-street parking is included. Restaurants, bars, coffee shops, and local favorites are only steps away. Perfect for a romantic getaway, weekend escape, or special occasion. Special requests and accommodations are available to help make your stay unforgettable.

4.99 out of 5 average rating, 162 reviews

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

Home in Vilano Beach

2023 Lux Home 4bd/3.5ba + SaltPool + HotTub + Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - Gorgeous quiet beach * 5.5 miles- Historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

Apartment in Ponte Vedra Beach

An aerial view of the gated Sawgrass community reveals lush landscaping and well-maintained buildings. The shimmering ocean is visible in the background, with private beach access indicated by a directional arrow. A community pool can also be seen, surrounded by palm trees and parked cars.

4.98 out of 5 average rating, 106 reviews

Light, Airy Luxury Condo with Private Beach Access

Located in the gated Sawgrass community with private beach access, this beautiful studio condo is the ideal choice for a relaxing beach vacation. The privacy and beauty of the coastline rivals any beach destination in the US. The inviting, tranquil elegance of the low country-inspired decor provides the backdrop for your best vacation yet. The vaulted ceilings of the second floor unit give a light and airy feel to the space. You will relax and unwind the moment you step through the door!

4.9 out of 5 average rating, 115 reviews

Stylish Beach Home With Pool & Putting Green

Sailfish is a serene 4BR/2.5BA retreat just 11 blks from the beach. Relax in your private oasis with a heated pool, putting green, pergolas, & outdoor dining. Head inside to bright open living spaces and a fully stocked kitchen. Upstairs, enjoy a king primary suite plus 3 other guest rooms. Game room fun and beach gear included - your perfect mix of comfort and coastal adventure. Dog friendly: We warmly welcome four-legged canine friends. No cats, please. (They don't like the beach!)

Condo in Jacksonville Beach

An aerial view captures the sandy beach stretching along the coastline, featuring clusters of umbrellas and beachgoers. The pier extends into the ocean, while a vibrant skyline of buildings is visible in the background, providing a scenic contrast to the blue waters.

4.92 out of 5 average rating, 109 reviews

Ocean front Beachside Bliss

Beautiful ocean front condo that was completely remodeled in August 2018. This 2 BR 2 BA condo has breathtaking unobstructed views of the sand, beach and ocean. You cannot get any closer to the beach than this unit. Paradise awaits you as you walk out on to the large wrap around balcony. The guest bedroom has its own private balcony overlooking the beach.This condo is four blocks from the main strip which has all the restaurants and shopping that is located in Jacksonville Beach.

A modern living area features a combination of cozy furnishings, including a neutral-toned sofa and vibrant green chairs. A large flat-screen TV is mounted on the wall, above a sleek electric fireplace. Natural light fills the room through multiple windows, enhancing the warm ambiance.

4.99 out of 5 average rating, 145 reviews

WOW Location - WALK to Beach, coffee, shops, park

‘The Charleston’ welcomes you to a modern boho inspired beach home just 7 mins walk to the beach. Our unique 10ft Stock Tank Pool is the perfect addition! Made to look like a dreamy designer house, but with all the comforts of a cozy family space, you'll instantly feel right at home in! As charming as the home is, the location is just as incredible - WALKABILITY to the beach, awesome LOCAL coffee, ice cream, nice dining, boutique shops, and a great new play ground.

Superhost

A contemporary home sits beside a heated pool and spa, framed by elegant palm trees. Multiple lounge chairs are positioned around the pool, with plush seating options visible on the patio. Large glass doors offer an unobstructed view of the outdoor area, inviting natural light.

4.9 out of 5 average rating, 174 reviews

Paradise Palms Estate

Located off the popular, scenic Roscoe Boulevard this home sits directly on Cabbage Creek connecting to the Intracoastal water way. Enjoy a private dock, heated pool, spa, fire pit, hammock and oasis. This contemporary home is nestled on a private street with 300 foot long driveway on an acre and is less than a mile from the world renowned TPC golf course as well as exquisite dining, luxury shopping and the historic city of St. Augustine. Plan your escape today!

Cottage in Jacksonville North

A white high-top chair is positioned on a deck overlooking the calm waters of the St. Johns River. Lush greenery can be seen in the foreground, while a clear blue sky stretches above, providing a serene backdrop for relaxation.

4.89 out of 5 average rating, 324 reviews

Salty Dolphin Cottage with Pool ❤

Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.

Popular amenities for Palm Valley rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Southeast Jacksonville

A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.

4.87 out of 5 average rating, 239 reviews

Private FL Home with Pool, Hot tub & Luxury Master

5 out of 5 average rating, 20 reviews

Ponte Vedra Paradise- Pool,Pickelball, Beach, Golf

Two bright chairs are positioned around a small table on a covered porch, overlooking a turquoise swimming pool. Vibrant landscaping and a wooden fence create a tropical atmosphere. Additional seating is present by the pool, enhancing the relaxing outdoor space.

4.99 out of 5 average rating, 174 reviews

Renovated Beach House w/ Pool and Outdoor Oasis

5 out of 5 average rating, 154 reviews

Home in St. Augustine

Private oasis, heated pool, exceeds expectations

A serene outdoor space is highlighted by soft night lighting, revealing a pool surrounded by tropical plants and stone pathways. Illuminated landscaping creates an inviting atmosphere, showcasing the beauty of the garden while the pool water reflects the surrounding tranquility.

4.91 out of 5 average rating, 65 reviews

Relaxing Oasis with pool and spa

5 out of 5 average rating, 19 reviews

Home in Sawgrass

Coastal Getaway – Steps to Beach & TPC Sawgrass

Superhost

4.82 out of 5 average rating, 168 reviews

Luxury Pool House + Golf Cart Rental Available!

The modern kitchen is equipped with stainless steel appliances and a central island featuring a white countertop. Blue dishes are placed on woven placemats. Skylights above provide natural light, enhancing the open layout leading into the inviting great room.

4.94 out of 5 average rating, 121 reviews

Casa D - Cozy Beach Home & Pool

Condo rentals with a pool

Condo in St. Augustine Shores

A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 127 reviews

Riverfront direct views-Get it ALL in St Augustine

Condo in St. Augustine Beach

A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.

4.98 out of 5 average rating, 255 reviews

Ocean Front Gem: Top Floor Corner Unit

5 out of 5 average rating, 101 reviews

Condo in Butler Beach

"Drift Away" at The Ocean Gallery

Condo in Jacksonville Beach

An outdoor area features a fenced oceanfront pool surrounded by well-maintained landscaping, including palm trees and manicured grass. The serene view extends towards the ocean, with a clear blue sky above, creating a relaxing atmosphere for guests seeking leisure by the water.

4.94 out of 5 average rating, 133 reviews

Oceanfront Dreams w/New Kitchen, Pool & Patio Deck

4.93 out of 5 average rating, 111 reviews

The living room features sliding glass doors that open to a private balcony overlooking the ocean. A comfortable blue armchair by the window is complemented by light blue curtains, while natural light fills the space, creating a serene ambiance.

Condo in Crescent Beach

Hideaway at Crescent Breach - St. Augustine

4.99 out of 5 average rating, 137 reviews

The living room features a sliding glass door that provides a direct view of the beach. A comfortable sofa is positioned near a coffee table, while a side table and chair complement the seating arrangement. Natural light brightens the space, enhancing coastal decor.

Condo in Crescent Beach

361 Fun in the Sun | Direct Oceanfront Ground Floor

Condo in Jacksonville Beach

The private balcony offers sweeping ocean views, where soft waves meet the shore under a colorful sunset sky. The scene features a sandy beach, with figures walking along the water's edge, framed by lush greenery and a railing that enhances the outdoor experience.

4.92 out of 5 average rating, 125 reviews

Oceanfront Oasis: Top Floor Paradise

Condo in St. Augustine Beach

The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.

4.96 out of 5 average rating, 190 reviews

Newly renovated! Steps to BEACH & POOL!

Other holiday rentals with a pool

A spacious living area features a light-colored sectional sofa with blue accent pillows. A large mirror reflects the space, enhancing its openness. A dining table with woven chairs is visible in the background, alongside a well-lit kitchen area. Natural light brightens the room.

4.93 out of 5 average rating, 68 reviews

Ponte Vedra Beach ~ Sawgrass CC 2BR/2BA ~ 1 story

5 out of 5 average rating, 12 reviews

Townhouse in Sawgrass

Walk to the Beach 3 BR Condo, bright and spacious

5 out of 5 average rating, 62 reviews

Cozy Beach Villa•Walk to Ocean•Sawgrass Beach Club

A spacious studio condo is highlighted by vaulted ceilings and warm wood tones. The room features a large bed with a decorative pillow, a comfortable sofa, and a dining area with bar stools. Natural light fills the space through windows overlooking a serene atmosphere.

4.98 out of 5 average rating, 60 reviews

Private Beach Access! Gated Sawgrass Beach Club

4.93 out of 5 average rating, 57 reviews

A serene outdoor space features a private saltwater pool, enclosed by a mesh screen. Two pink flamingo floaties rest on the water. Comfortable lounge chairs provide seating alongside lush greenery, enhancing the inviting atmosphere of the retreat.

Home in St. Johns County

Zen Flamingo: Poolside Peace Near Beaches and TPC

A spacious living area features a light-colored sofa and patterned armchair, accompanied by a wooden coffee table. Natural light filters through large windows, illuminating the neutral tones and inviting atmosphere. A comfortable pull-out couch is positioned nearby, enhancing the room's functionality.

4.93 out of 5 average rating, 30 reviews

Newly Renovated Luxury beach condo

A spacious living area is furnished with a large sectional sofa, complemented by textured poufs. Natural light floods the space through sliding glass doors, revealing views of the ocean and palm trees beyond. A round wooden coffee table adds a rustic touch to the cozy setting.

4.97 out of 5 average rating, 87 reviews

Beautiful oceanfront condo

A bright living area features a comfortable beige sofa and green accent chair, positioned around a glass coffee table. Large sliding doors provide access to the balcony, while a dining table stands nearby. Soft light fills the room, highlighting the light blue walls.