
Condo holiday rentals in Sand Key
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Top-rated condo rentals in Sand Key
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Steps 2 beach! Beachy and Luxurious! Easy Living!
Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

POOL VIEW IN A MODERN CONDO - Feel at Home
For your best vacation, welcome to stay in our newly renovated and tastefully decorated condo for having a relaxed vacation ! Family with kids, young retired or just couples who want to spend romantic moments, everybody is welcome.The condo is located in a beautiful gated community, 10 min. by car from Clearwater Beach, voted # 1 beach in U.S. in 2013 and 2018. You can enjoy a large, beautiful heated swimming pool with salt water, a barbecue area, fitness center and an elegant clubhouse.

BEACHFRONT/Panoramic Views of the Gulf #202
Are you in search of a relaxing beachfront vacation or a one that is full of fun-filled activities? Either way, you've found it! This tastefully decorated beachfront awaits you. As you plan your day, start with breakfast on the balcony and be on the look-out for a dolphin. Ready for the beach? You're just a few steps away from the white sand and uncrowded beach. There are a variety of activities in the area to choose from for all ages. And don't forget about the sunsets to be enjoyed!

Beach Haven in South Clearwater Beach
This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

Indian Shores Gulf Front Rental
Beautiful 2 bed 1 bath luxury condo on the Gulf of Mexico. We are steps from the beach. Unit has partial water view. Beautiful state of the art kitchen and luxurious furnishings. Everything you need for your perfect vacation. Totally non-smoking unit. Come and stay with us. This is a second floor walk up condo. There are 27 steps. May not be suitable for the elderly or small children. Check in 3pm. Check out 10am Our maximum occupancy is 4 people including children.

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand
Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

Gulf-View 2BR/2BA Beach Condo!
This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Winter Storm Escape Sale Ocean View Steps to Beach
Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

Seasalt Breeze - Easy pool access, Free parking.
The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Golf Cart, 2 bed 2 Bath, Heated Pool
The Chunky Mermaid is new with tasteful decorations to pull the space together. Big 75" TV, big double queen guest room, and king sized master bedroom. The Chunky Mermaid is the perfect beach house to get your toes in the water in minutes, the perfect beach community to walk to local cuisine, with the perfect creature comforts of home. The space is built for families/groups that want to have fun together with epic sunsets perfect for sun downers.
Popular amenities for Sand Key condo rentals
Weekly condo rentals

#2- SALE! Beautiful 2/2 Condo-ON the Sand!

Beach Retreat III

Beachfront Dream Condo

Welcome to your vacation home

Waterfront Clearwater Beach #16| Pool | Parking

1BR Directly on Gulf of Mexico w/ Stunning Views!

Indian Shores Beach Escape -Bay Shores Y&TC 6th Fl

Oceanview Seaside Cottage | Walkout Beach Access
Pet-friendly condo rentals

Waterside Studio in the heart of TI, walk to beach

Pool | Patio | Kitchen | Gym | Self Checkin | WiFi

Sea La Vie- Studio by the bay!

Live it Up @Madeira Bay Beach Pool & Marina View

Beach Days & Family Fun - Last Minute Openings

Resort living in paradise

Happy Clearwater Condo in The Avalon/King bed/gym

Luxury Gulf View Condo in Indian Shores
Condo rentals with a pool

Blue Sea Renity -Steps to Beach| Heated Pool

Sun Haven~Remodeled~Waterfront~Walk to Beach

Clearwater Vacation Rental Condo/Heated Pool

Sea Side Sunsets Unit C

Beachfront Belleair Beach Condo Est. rental 2016

Ocean Sunset View, Steps to Beach

Avalon Belle Vue : Pool view + Free Parking

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
When is the best time to visit Sand Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $317 AUD | $338 AUD | $325 AUD | $322 AUD | $305 AUD | $309 AUD | $306 AUD | $280 AUD | $305 AUD | $310 AUD | $305 AUD | $305 AUD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about condo rentals in Sand Key

Total holiday rentals
Explore 90 holiday rentals in Sand Key

Nightly prices starting at
Sand Key holiday rentals start at $72 AUD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Sand Key holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Sand Key rentals

4.9 Average rating
Sand Key stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Family-friendly rentals Sand Key
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