Vacation rentals with a pool in Downtown, Jacksonville

4.9 out of 5 average rating, 259 reviews

A serene outdoor area is highlighted by a private pool, illuminated with soft turquoise lighting. Surrounding greenery includes potted plants and palm trees, while a decorative fence adds a touch of elegance. The space is complimented by ambient lighting for evening enjoyment.

Home in Jacksonville

Serenity and Amazing Views - Home on River w/ Pool

TammyRating, 5 stars1 week ago

We thoroughly enjoyed our stay! The house was lovely! The backyard and pool were both wonderful! Loved the quiet peaceful backyard! The kitchen and grill were fabulous! Our host Tracy was super friendly and informative about beaches… shopping.. etc!

4.98 out of 5 average rating, 382 reviews

Bungalow in Springfield

❤️Private Pool Couples Getaway- Downtown

SandraRating, 5 stars2 weeks ago

Very quick with responding. We loved the place, very clean and organized. Very detailed, loved the details in her home, super cute. Everything you could think of you might forget to pack she had it and some more. Definitely a place to go back to. ❤️

4.96 out of 5 average rating, 105 reviews

The outdoor living area features a heated pool surrounded by a patio. Several white seating chairs are positioned beside the pool, with a dining table visible in the background. Lush greenery and wooden fencing create a private, serene setting.

Home in St. Augustine

New luxury heated pool home steps from the beach!

GeorgiaRating, 5 stars1 month ago

Our stay was absolutely perfect! The house was beautiful, clean, and had everything we needed for a comfortable stay. The location couldn’t have been better—just steps away from the beach, making it so easy to enjoy the ocean any time of day. Eason was an amazing host, incredibly responsive and helpful throughout our stay. We couldn’t have asked for a better experience and would definitely stay here again! Highly recommend!

4.95 out of 5 average rating, 115 reviews

Apartment in Beaches

SleepyTurtle-BEACH FRONT BLISS!

TerryRating, 5 stars6 days ago

What an amazing place. Only a few steps to the white sand. You could hear the ocean and they were beautiful sunrises every morning. Right out the back door you have the pool. There was a bottle of white wine waiting for us and two bottles of water to get us started. The bed was so comfortable. The Wi-Fi worked perfectly. So many great restaurants nearby. We walked the beach every day and collected shells and even walked up to Neptune and Atlantic Beach. Perfect spot to stay in Jax Beach.

4.88 out of 5 average rating, 102 reviews

Villa in Jacksonville

Country villa pool hot tub game rm pond 2.5 acres

MichaelRating, 5 stars1 week ago

What an amazing place and amazing host!! Exactly as advertised but Curtis provided exceptional service as well. Place was so much fun for our 3 kids and dog, and were able to create our own adventures each day due to the creativity of the place! Recommended highly and we look forward to coming back!

5 out of 5 average rating, 125 reviews

The outdoor area features a private pool surrounded by palm trees and greenery. Lounge chairs with blue cushions are arranged by the poolside, complemented by striped umbrellas. Potted plants with vibrant flowers add color to the space, creating a tranquil setting for relaxation.

Home in St. Augustine

Private oasis, private pool, exceeds expectations

StefanieRating, 5 stars2 weeks ago

We had such a special weekend at this beautiful property. The space was peaceful, fun, and full of charm — perfect for making memories with family. Every part of the house and grounds felt so thoughtfully put together, with little hidden gems to discover everywhere you looked. Collecting eggs each morning turned into a fun little game, with everyone trying to call dibs on who got to do it that day. The man cave was a major hit — packed with personality and details that made it feel like staying at a friend’s place. We also loved spending time by the pool and relaxing in the screened-in patio — the perfect spot to wind down in the evenings. Thank you for sharing this one-of-a-kind home with us. We’re leaving with full hearts and some unforgettable memories.

4.92 out of 5 average rating, 134 reviews

A backyard area features a clear blue pool surrounded by a paved patio. Comfortable white lounge chairs are placed along the edges, and wooden fencing surrounds the space, offering privacy. Lush greenery can be seen beyond the pool.

Home in St. Augustine

steps to the beach, double mastersuite- pool home

McKennaRating, 5 stars2 weeks ago

Loved this place! I already liked it from the pictures but when I walked in, I was surprised to see that it was even better. The rooms are more open than the pictures give them credit for & I believe some of the decor had been updated (it was already cute but it looked even better/more aesthetic than before, in my opinion. The outdoor space was great & the pool was warm. This house is great if you want to be near the beach & in a more family friendly area! This area wasn't really touristy so it's perfect if you want to be in a location that's laid-back & not crowded. The house is right across the street from beach access & the neighborhood wasn't loud or wild. As a group of 9 girls, I don't think any of us ever felt unsafe at the house or in the neighborhood. I would definitely stay at this house again!

4.85 out of 5 average rating, 132 reviews

A sunny backyard features a swimming pool surrounded by a spacious patio. Loungers are positioned under a pergola with a red umbrella, while a playful pink float rests in the pool. A storage shed is located in the corner, amidst lush greenery and a white picket fence.

Home in Jacksonville

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

KatieRating, 5 stars2 weeks ago

First time in Jacksonville and we fell in love with this neighborhood! The house is awesome!!! My 3 year old jumped right into the pool, it was her favorite thing to do!! The highways separate San Marco, this house is in the residential side but we easily walked under the highway without having to cross major roads to the part with all the restaurants and businesses…we walked to southern grounds with our young kids every morning for breakfast and coffee, it was incredible and so kid friendly! The neighborhood was beautiful, safe, and lots of kids/families around, I wanted to buy a house here I loved it so much! The house was as described and perfect for us! Kitchen had everything we needed, bedrooms were comfy, modern decor, really awesome! The best part was the backyard and pool, we spend a lot of time back there. Also just a great location to see lots of Jacksonville and check out the beaches nearby, we would absolutely stay here again! Very responsive and polite hosts!

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Popular amenities for Downtown, Jacksonville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 13 reviews

A private pool surrounded by a well-maintained lawn features a spacious area for lounging. A poolside cabana with cozy seating is visible, offering a shaded space for relaxation. The house, designed with large windows, is framed by greenery and a clean fence, enhancing the outdoor atmosphere.

Home in Beaches

Pool & Playground Escape | Good Morning Rentals

ScottRating, 5 stars1 week ago

Justin’s home exceeded our expectations in every way. The location was ideal, the pool and outdoor amenities were spotless, and the house itself was even more impressive than the photos. Justin was exceptionally friendly and helpful throughout our stay. We’ll absolutely be coming back!

4.99 out of 5 average rating, 154 reviews

Home in Beaches

Renovated Beach House w/ Pool and Outdoor Oasis

LisaRating, 5 stars6 months ago

Leslie and Joe were so welcoming and friendly and helpful. Their home was perfect for us. The house is a true beach house just a quick drive across the street from the ocean. The back yard is beautiful and the pool and jacuzzi were a nice way to help ease the stress of the storm. We actually came during Milton the Hurricane. We were seeking a safe place from the Tampa Bay Area. They were both able to ease massive anxiety by being so accommodating and we greatly appreciate everything. Can’t wait to visit again for a true vacation.

4.94 out of 5 average rating, 300 reviews

A covered cabana area is showcased alongside a private pool, surrounded by lush greenery. Comfortable seating is provided, with a wooden deck underfoot. The pool's clear water reflects the structure's tasteful design, while ceiling fans enhance the airy atmosphere.

Home in Riverside

Historic Hollywood House w/Pool

NicoleRating, 5 starstoday

Great home! The house is beautiful, very nicely decorated. The neighborhood is very nice and peaceful, very close to some great bars, breweries, restaurants, and coffee shops. The host was very responsive and helpful. Highly recommend!

Home in Southeast Jacksonville

4.94 out of 5 average rating, 80 reviews

Mer-Mazing Poolside Estate!

JuliannaRating, 5 stars2 weeks ago

Excellent Host! Beautiful, well maintained property! Highly recommended!!!!

Home in Southwest Jacksonville

4.92 out of 5 average rating, 133 reviews

Cozy Home with Heated Private Pool and Patio

EnechiRating, 5 stars2 weeks ago

Very nice place, the beds were super comfortable. The neighborhood was very quiet and the neighbors were very nice.

Home in Southwest Jacksonville

A private backyard showcases a sparkling pool with a stone patio. Two blue lounge chairs are positioned by the poolside, and a shaded seating area can be seen nearby. The house features large windows, allowing for natural light to fill the space.

4.96 out of 5 average rating, 163 reviews

+A Taste of Britain entire house / heated pool+

TrishRating, 5 stars4 days ago

Kids loved the pool. Had an awesome stay. James was very responsive. Will definitely be our go to in Jacksonville.

4.81 out of 5 average rating, 75 reviews

A private swimming pool features a curvilinear shape, surrounded by palm trees and a wooden deck. The pool area is enclosed by an 8-foot tall fence, providing added privacy. Crystal clear water is visible, complemented by the tranquil natural setting.

Home in Jacksonville

The House. Private Pool. Pet Friendly.Quiet area.

BrittanyRating, 5 stars2 weeks ago

As described, in a quiet neighborhood with little traffic. Kids loved the pool and we liked the outdoor space on the property.

Home in Southeast Jacksonville

A vibrant courtyard area features a sparkling pool surrounded by a manicured Astro turf space. Several white lounge chairs are positioned for relaxation. A full outdoor kitchen is visible, with colorful murals adorning the walls, creating a cheerful atmosphere for outdoor gatherings.

4.83 out of 5 average rating, 41 reviews

Mid-century Modern Pool Paradise 🌴 📸 🔥

ShaunnaRating, 5 stars9 months ago

It was great! I booked it for my birthday, Pool was warm and the AC worked was amazing. Everything was clean and look just like the pictures! David was amazing, very responsive and was very flexible with check in time. Everyone had a great time and would recommend to anyone

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Condo rentals with a pool

4.93 out of 5 average rating, 90 reviews

The exterior view captures a tranquil pool with sparkling water in the foreground, complemented by a flowing fountain. Palm trees line the area, and a grand, multi-story building with an arched entrance is visible in the background, inviting relaxation.

Condo in St. Augustine

Spa Resort style studio with pool & jacuzzi access

ShanaRating, 5 stars1 month ago

Lisa was a great host and communicated everything we needed to know. Her condo was clean, comfortable, and had everything we needed. The pool and hot tub was also great! Would definitely stay again!

4.85 out of 5 average rating, 65 reviews

A clear view of a swimming pool is seen, with steps leading in. Palm trees are visible beside the pool, and the ocean can be seen in the background, revealing waves meeting the shore.

Condo in Beaches

D&G Beach House

KatieRating, 5 stars1 month ago

this place was perfect for our group of four! walkable to everything and right on the beach. The space was clean and private and exactly what the pictures showed. We couldn't have been happier. Staley was also super nice and responsive and had great recommendations for places to eat in her welcome book. We definitely will stay here again!

4.83 out of 5 average rating, 23 reviews

Aerial view of a multi-story condo building surrounded by lush greenery and a serene pond. The building features a tiled roof and landscaped grounds with trees, adding to the natural setting.

Condo in St. Augustine

1 Bedroom Luxury Condo St Augustine

JeffreyRating, 5 stars3 days ago

Nice clean unit. We enjoyed our stay and would go back again.

4.96 out of 5 average rating, 106 reviews

A spacious pool area is surrounded by manicured landscaping and palm trees. Multiple lounge chairs are positioned along the water's edge, offering a setting for relaxation. The buildings in the background feature a mix of greenery and architectural details, contributing to a welcoming atmosphere.

Condo in St. Augustine

Spanish Colonial Design One Bedroom Condominium

BrendaRating, 5 stars1 day ago

It was such a great place to stay. So clean and so beautifully decorated. I really felt like I was in a spa setting. We overlooked the pool and it was so peaceful and calm. The place was very safe and people so friendly. The amenities were awesome with access to 2 pools,fitness center and pickle ball courts within walking distance!!!Also the kitchen equipped with all the essentials for cooking and baking!!! I can’t wait to come back!! The owner was so accommodating and helped us out with letting us stay even longer than we had planned. It was truly the best place to stay while visiting my sister!!! It felt like home

Condo in Ponte Vedra Beach

A scenic pathway winds through a well-maintained lawn, flanked by palm trees. In the distance, the ocean is visible under a clear blue sky, with fluffy clouds adding texture to the horizon.

4.95 out of 5 average rating, 61 reviews

Casita by the Sea - Oceanfront PVB

Martha LouiseRating, 5 stars4 weeks ago

Lauren’s place stands out in the villas at Ponte Vedra Beach. We stayed in 4 Summer Place villas this year. Casita by the Sea was the best—well appointed, great ocean/beach view and access, offered a variety of supplies, large tv, furnishings/linens/towels of excellent quality. Although in a condo complex this unit’s patio just seemed the most private and had good furniture. We were very comfortable. Definitely returning to Lauren’s place.

Condo in Ponte Vedra Beach

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.

5 out of 5 average rating, 48 reviews

Private Beach Access! Gated Sawgrass Beach Club

BethRating, 5 stars2 months ago

Great 2 night stay! Everything was as described and Christine was a great host. Super clean and lots of little details she thought of!

Condo in Ponte Vedra Beach

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, 15 reviews

Newly Renovated Luxury beach condo

LindaRating, 5 stars2 weeks ago

We loved our stay at Darlene’s place and will return every time we visit the area. It was very comfortable clean and very nice decor! Darlene was very friendly and helpful answering questions.