Holiday rentals in Sand Key

Beach in 90 Seconds w/ Hot Tub, Coffee Bar & Games

Newly renovated Gulf-side duplex featuring 2 bedrooms and 2 bathrooms, just a minute’s walk across the street to the white-sand shores of Indian Rocks Beach Enjoy everything you need for a perfect beach day—chairs, toys, frisbee, life jackets, floaties, and more Inside, enjoy a beverage and coffee bar with coffee included, PS4, and a variety of indoor and outdoor games for nonstop fun Come back and unwind in an incredible outdoor entertainment space featuring a hot tub, fire pit, golf putti

Modern Private Estate | Central to Tampa & Beaches

Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

Home sweet home at the beach.

Welcome to this stunning vacation home with seamlessly blends modern elegance with the laid-back charm of coastal living. This home will be perfect for rest, fun and lots of vitamin sea. The backyard is a true paradise with lush tropical landscaping, swaying palm trees, a hot tube, barbecue grill, outdoor games and stylish outdoor furniture. It also just 3 minutes stroll from the pristine beach, you’ll have easy access to sun, sand, and surf. Explore nearby shops, cafes, and vibrant nightlife

Cozy coastal grandmother condo, walk to the beach!

Bright, stylish and quaint. Newly remodeled and furnished to make you feel like you're at your own beach home. Grab your provided beach chair and towel for your short jaunt down to the beach(a football field away) and take a deep breath; let the endless views, waves crashing and sand between your toes take you away. The well appointed kitchen can be used to simply make coffee or a full dinner. Don't feel like cooking? No problem! Indian Rocks Beach offers local coffee, lunch and dinner spots!

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

Oceanfront Boho Bungalow Breeze

Step into the soul of Indian Rocks Beach with this newly restored stone beach cottage, offering direct access to the sand that blends nostalgic charm with modern luxury. This coastal gem is one of IRB’s original stone cottages, lovingly updated while preserving its unique architectural character. Inside, you’ll find a boho-inspired interior with all the modern conveniences. Walk barefoot from your door to the shore. This is not your average rental—it’s an authentic luxurious experience.

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Hot tub| 5 Min Walk to Indian Rocks Beach| Sleep 6

Walk to the beach in 5 mins 🏖️ + fully renovated luxury retreat Wake up to sunshine, sip coffee just steps from the shore, and unwind in a beautifully designed 2BR/2BA getaway made for relaxation. ✔ Prime location — short walk to the beach ✔ Comfortable, spacious layout perfect for couples or small groups ✔ Designed for a stress-free, feel-at-home stay Whether you’re here for beach days, sunset walks, or a peaceful escape, this is the kind of place guests wish they booked longer.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Heated Pool-1.5 mile to Beach- 3 Bikes-OutsideTV

Family time and Relax! This spacious 2 bed, 1 bath home opens to an amazing backyard that offers a HEATED POOL, outdoor TV,lounge area,outdoor dining area, fire pit and games. 3 adult bikes included! Bring your family and you are set! Beach chairs, blanket, cooler, sand toys, life jackets, floats, wagon, umbrella, beach bag all included!! Friendly neighborhood - 1.5 mil to Indian Rocks Beach, 9 mil to Clearwater,13 mil to St Pete’s, 23 mil to UTampa,Tampa Airport,10 mil to PI

Downtown St. Pete Monthly Pet Friendly Retreat

Modern townhome located in the heart of Downtown St. Pete two blocks to Central Ave, walkable to Beach Drive and Vinoy Park. Sleeps 8 (1 King + 3 Queens), 2.5 baths, private garage, fully fenced yard with BBQ, private balcony. Pet-friendly. Built for monthly stays: fast WiFi, workspace, full kitchen, in-unit washer/dryer, 85" HDTV with Fire TV, room-darkening shades, smart-lock entry. One of the only downtown homes with this much space, walkability, parking, and outdoor area.

Luxe Condo*Steps 2 Beach*Park 2 Cars*Private*Quiet

🔒Private 🅿️Free Parking (2 Spots) 🏖️Free Beach gear 🧺Free Washer/Dryer 📺Free Smart TVs 🛜Free Hi-speed WIFI ☕Free Fully Stocked Coffee bar 🧺Free Welcome basket 🔥MANY DISCOUNTS Soak up the Gulf sun in this elegant, spacious 2BR/1.5BA gem in IRB. This retreat's coastal charm, modern comforts, and endless amenities are perfect for professionals, couples, and families. Just Minutes from HCA & BayCare hospitals, local dining, shops, & attractions! Close to MacDill AFB!