Holiday rentals with outdoor seating in Florida

Firepit, Golf Cart, Kayaks, Pedal Boat, Fishing!

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

Luxury Waterfront - private dock, beach, dolphins

Welcome to Casamigos! Spectacular sunrises and sunsets await as you enjoy endless water views from the the privacy of your bedroom or your sixty foot patio, 300 foot dock and almost every interior room. Paddleboard, fish or swim with dolphins, manatees, pelicans and jumping fish from your private beach (on the Indian River-not the ocean) as you relax at your peaceful and luxurious private oasis in paradise. Super fast WIFI if you need to work during your stay! Disabled accessible. Gas grill.

Surfside Six, Direct Ocean Front, Ampitheatre

BEST spot to watch the sunrise, (and moonrise) on St Augustine Beach from every room in the condo and from the two direct beach front balconies! CORNER UNIT! TOP FLOOR! One balcony off the upstairs corner primary bedroom suite, walk in closet and ocean view King size beds in each bedroom. Anytime is a good time to be on the beach in St. Augustine! Winter Spring, Summer, or Fall! Besides being steps from the beach there are plenty of local eateries,great food, live music within walking distance.

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

Looking for Beachfront? Book while you can!

Take a private path from the deck, right to the water! This 2 bed /1 bath beach house features a large beachside deck for enjoying coffee and sunrises, watching the kids play or just kicking your feet up to relax. Wash away your worries in a secluded Caribbean outdoor shower. Cook up a delicious meal in the kitchen, or do some grilling. When it gets too hot…enjoy an expansive ocean view from the air-conditioned comfort of the couch. Enjoy the outdoors after the sun goes down at the fire pit!

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Ocean View Retreat

1 bedroom 2nd story garage apartment overlooking Atlantic Ocean. Two guests only. Private beach access on property with private parking. Property is quiet with hosts living in separate building. Short walk to grocery store. Air conditioned/heated apartment has a fully equipped kitchen, one bedroom with a queen bed. We are located within a wildlife preserve 4 miles south of historic Melbourne Beach and 9 miles North of Sebastian Inlet State Park. 12% County and State tourist taxes.

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

The Castle Cottage

Tucked away in the trees of Vilano Beach is a little known magical hideaway, the Castle Cottage. This cottage was hand-crafted by a master carpenter in the 80s and displays beautiful woodwork throughout. This perfect getaway location allows you to be free from the crowds but still within five miles of downtown St. Augustine. It is located within a half mile of three popular local restaurants and only steps to the beach! It also features a magnificent view of the nearby Castle Otttis.

Anchors Away! Private Balcony right on the Beach!

NO EXTRA FEES AFTER BOOKING! Wake up to Gulf views from your PRIVATE BEACHFRONT BALCONY in this charming, low-rise condo. Step directly onto sugar-white sand and emerald waters just outside your door. Enjoy a year-round, seasonally heated pool with an easy walk to Pier Park for dining, shopping, attractions, and nightlife. Looking for different dates or layout? I own 5 condos in this building. Click my host profile, then scroll down to view all of my listings.🌴

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Welcome to CASA DÉJÀ VU — a curated luxury retreat designed for travelers who value beauty, privacy, and unforgettable stays in Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts