Vacation rentals with a fireplace in Whitfield

The Siesta Studio - Local Stay, Sarasota Style

The Siesta Studio is a a seperate entrance guest suite attached to my home. Guest patio for outdoor cooking, dining, & relaxing. The studio has a Serta Plush queen bed, masterbath w/tub, dressing room w/ hangers, iron & steamer. Kitchenette includes a microwave, oven w/ air fryer, & a fridge/freezer. Coffee bar w/ Waterdrop filtered water on tap, reusable water bottles & reusable on the go coffee cups. The studio is setup as a neighboring apartment w/ guest designated parking for one vehicle.

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

Beautifully updated coastal farmhouse home in a quiet cul de sac with a private pool oasis in the back. The salt water pool is completely screened in so you can stay in the pool all day and night long without worrying about flies or mosquitos. Kitchen is fully stocked and ready for you to cook up a storm! Or if you prefer, downtown Sarasota is only a short 15 minute drive away with plenty of eating options. Siesta key beach is rated the number one beach in the USA and it’s only 30 minutes away!

Sarasota Oasis: Convenient/Heated Renovated Pool

Welcome to Coastal Serenity, your perfect Sarasota escape! This charming, fully remodeled coastal home is designed with relaxation and fun in mind. Just three blocks from the breathtaking Sarasota Bay and only a few miles from stunning beaches like Siesta Key, Lido Key, Bradenton Beach, and Anna Maria Beach, it’s an ideal location for beach lovers. Plus, you’re only steps away from vibrant tiki bars and luxurious Sarasota restaurants, perfect for unwinding in a relaxed, inviting atmosphere.

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Get ready for nonstop fun at Paradise Island - an amenity-packed retreat in Sarasota! Whether you're splashing in the hot tub, playing mini golf, enjoying a family game night, relaxing by the fire pit, or grilling barbecue in the backyard, there’s something here for everyone. This vibrant 4-BR, 2-bath home sleeps up to 14 guests and is just 5 minutes from the airport and a short drive to world-class beaches. BOOK YOUR STAY TODAY - The Ultimate Retreat for Family Fun and Forever Memories

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

Sarasota Oasis: Private Pool, Fire Pit & BBQ

Hit ‘♡ Save’ and start planning your stay at this spacious Sarasota retreat! Relax in a stylish 4-bedroom home with a private heated pool, perfect for families and groups. ✦ Private heated pool ✦ Sleeps 10: 2 Kings, 1 Queen, Bunk Beds + Sofas ✦ Fully stocked kitchen ✦ Cozy fire pit & BBQ grill for outdoor fun ✦ Smart TV & free WiFi for entertainment ✦ Short drive to Sarasota’s beautiful beaches Book now and make unforgettable memories!

50 %off Resort Style Home w Hot Tub

Our Resort Style Home sleeps up to 9 guests and features a hot tub, pool, grill, and beach towels/chairs. Located just 15 minutes from Siesta Key, Longboat, and Lido Key, it’s in Sarasota’s historic district, surrounded by the most beautiful homes along Sarasota's Intracoastal. Enjoy nearby boat ramps, marinas, and top restaurants within 10-15 minutes. Perfect for those seeking relaxation and adventure in a prime location!

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Historic Beasley House with Heated Pool

Welcome to the historic Beasley House, a charming 1926 Mediterranean Revival estate. - 4 bedrooms with 1 king bed and 3 queen beds - Heated courtyard pool and multiple terraces - Fully equipped kitchen and cozy living area - Wi-Fi throughout the property - Antique fixtures and original plank wood floors - Free parking, beach chairs, and cooler included - Located near Siesta Key Beach and top attractions