Holiday rentals in Casey Key

Tropical Sunset 1 by SeaBreeze Vacation

Looking for the perfect beach destination? This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your coastal getaway! Plenty of natural lighting large windows in the living room, a screened in cozy balcony to enjoy your morning coffee or an evening cocktail, and a fully-equipped kitchen with new backsplash and countertops overlooking the pool.

Bright & Modern Getaway - Walk to Beach and Dining

Welcome to your clean, modern beach retreat just 2 blocks from the Gulf. This fully renovated 3BR/2BA home is perfect for families and groups with all new furnishings, mattresses, linens, and appliances. Featuring a private king suite with wet bar & separate entrance, 2 queen bedrooms, and a fully stocked kitchen. Walk to Nokomis beach, waterfront dining, ice cream and local shops. Fast WiFi, smart TVs, coffee bar, washer/dryer, and all beach gear provided for a stress-free coastal escape.

South Water View - Residence 502

Residence 502 - Partial Water View SPACIOUS FIFTH FLOOR LUXURY RENTAL WITH OVERSIZED TERRACE. This beautifully appointed residence is one of the very few in the building offering four bedrooms to meet all your needs for the perfect island vacation. Thoughtfully laid out and professionally decorated, this residence truly has it all. The open floor plan features a fully equipped gourmet kitchen, dining area, and light-filled living area featuring floor to ceiling windows that open onto an

Mid-Century Charm | Walk to Beach | Work Ready

La Casa del Flamingo Feliz - Easy Stroll to the Beach!! Walk through a quiet Old Florida neighborhood with 1950's style beach homes adorned with palm trees and tropical flowers. Your fenced backyard and friendly neighborhood make it the perfect pet-friendly location. A 6 minute stroll (or quick bike ride!) will take you to the very private Golden Beach access leading to the pristine Golden Beach. Golden Beach .3 miles Sharky's Pier 1.2 miles Brohard Paw Park 1.3 miles

Nokomis Beach getaway

Welcome to your perfect beachside getaway! This charming one-bedroom, one-bath apartment is just a 5 minute walk away from the beach, offering you the ultimate coastal experience. Enjoy the 5 minute walk to the best water front dining in SRQ, where you can savor delicious meals with stunning water views. Whether you're looking to relax on the sandy beaches or explore the vibrant local scene, this apartment provides the ideal home base for your seaside adventure.

Canal Home w/ Escape Room, Pool & Dock, Pets OK

"Start your stay with something totally unexpected: our QR Clue mystery adventure, included with every booking. As you settle into the home, you’ll discover hidden clues containing interactive puzzles woven through the living spaces. Make it to the end to solve a long-standing mystery and win a take-home prize as a keepsake. It's an escape room-style challenge designed for all ages to create fun, memorable moments without ever leaving the comfort of the house.

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

Charming 4 Bed Cottage (sleeps 9), Private Beach to Gulf Across Street, with Large Screened Porch, Super Shark Tooth Hunting, Free use of 2 Kayaks and SUPs, Restaurants, Live Music, Golf, and Tennis . Uber Eats & Grocery delivery, 50 Minutes from Sarasota Airport (75 minutes from Fort Myers airport). Lush tropical rainforest in the "Old Florida" region on the Gulf surrounds this cute cottage. *Please note small extra $50 pp nightly fee for guests 7-9.

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!

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Romantic Beachside Efficiency

Take it easy at this unique and tranquil getaway. Beachfront efficiency is just steps from the beach. Walk outside your door and step onto private Nokomis beach. Queen bed, full kitchen. BBQ grill right outside your door. Take a dip in the heated pool and walk to waterfront restaurants. Reconnect while watching the sunset on the beautiful Gulf of Mexico.

Beachfront Getaway on Casey Key

Beachfront 2 bedroom condo with great view of the gulf on Casey Key. Very spacious with full kitchen. Only steps from the beach! Patio outside your door to watch the beautiful Casey Key sunsets. King bed in Master and queen in 2nd bedroom. Max occupancy is 4 people.