Vacation rentals with a pool in Florida

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

Beautiful condo with amazing views of the waterway. Located directly on the Intracoastal with a heated pool. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Quiet and peaceful. Walking distance to the beach, many shops and local amenities! This 2-bedroom, 2-bathroom condo will sleep 8 adults and/or children, plus a pack-n-play for a baby! There is a pull-out couch in the living room and a queen-size bed in each bedroom. NO PARTIES/SMOKING 25yr to book

Cozy Stay w/Ocean View | Beach Service Included |

Immerse yourself in pure coastal bliss with this exquisite beachfront gem! 🏖 BEACH SERVICE Is now available daily from 9 am to 5 pm! Just mention the condo number to the "going to the Beach" staff for assistance. Enjoy🏖 🏖Breathtaking ocean views, Direct Beach Access, and upscale amenities. 🏖Take refreshing dips in the pool, and savor picturesque sunsets from your balcony. 🏖 With modern comforts and a prime location, this front beach condo offers an experience of relaxation and adventure.

Boater’s Paradise-Stunning Sunsets! Games Room!

Newly renovated! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy the stunning sunsets on the water!

Upscale Beachfront Studio! Beach Service Included!

Located in Tower 1 on the 19th floor, our newly renovated (2022) studio holds breathtaking, unparalleled panoramic views of the Gulf of Mexico. This upscale, professionally decorated oceanfront condo offers splendid furnishings, sufficient space, 550 sq ft, and a perfect opportunity for a romantic getaway in one of PCB's most popular resorts: Majestic Beach Resort. This space will feel like an upscale hotel just feet away from the beach. Beach service included from March 1st to October 31st.

Tropical Beach Villa with Heated Salt Water Pool

Historic 1925 Spanish Villa - Casa del Tiburón Enjoy swimming in our amazing salt water pool (heated), sunbathing on the resort-style lounge chairs, or lounging by the fire pit. Kick back and relax with a book on the beautiful wooden deck, roll out your yoga mat and find your Zen next to our native butterfly gardens. Take a short 1 mile ride to the beach for some fun in the surf, hit the town for a 5-star dinner, or even take in a show. Minutes from several top golf courses.

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Private oasis, private pool, exceeds expectations

Three bedroom home located on 2 acres. Only 25 min from down town historic district of St Augustine Fla Private Pool Pool house for kids to hang out in and play games / with patio and fire pit Property gated with remote control entrance gate Has chicken for daily fresh eggs Can park camper on property Has screened porch Cable TV in living room, master and guest bedrooms Free wifi TVs in master, main living area guest room and pool house Covered parking Security system

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!