Beach house holiday rentals in Casey Key, Florida

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Top-rated beach house rentals in Casey Key, Florida

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Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 21 reviews

Siesta Key Oasis 8 minutes to Beach Kg; Qn FL Room

3-Bdr family friendly on a quiet street in subdivision closests to Siesta Beach with one King, one Queen, and two Full beds, and spacious living area. 8 minutes to Siesta Key Beach. RecRoom with a Queen Sleeper and office. One car garage. Fenced in large private backyard, and patio. Located near renowned beaches, parks, gardens, biking trails, and golf. Costco, Publix less than half a mile away. Please inquire about parking Boat, RV or trailer in driveway - can accommodate up to certain sizes.

Top guest favourite

Home in Siesta Key

4.99 out of 5 average rating, 79 reviews

Relax in a Private Tropical Retreat on Siesta Key!

Your dream vacation awaits with a renovated, spacious, and private single-level house. It's a perfect getaway for a relaxing vacation! Enjoy all the comforts of home while being just a short walk away from restaurants, bars, and Siesta Key's beautiful white sand beaches. Nestled on a quiet tree-lined street and tropical gardens, this retreat offers tranquility and serenity. The community boasts a large heated pool and intercoastal waterway pier, ideal for afternoon fishing or sunset beverages!

Guest favourite

Home in Sarasota

4.88 out of 5 average rating, 156 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Guest favourite

Home in Englewood

4.93 out of 5 average rating, 89 reviews

20 Steps to Water! Sunsets, and Hot tub!

• The dock is being replaced and is not usable at this time. Gorgeous Sunsets: Enjoy stunning views • Spacious & Updated: Modern, comfortable stay • Relaxing Atmosphere: Your worries melt away • Wildlife: Watch dolphins & manatees play • Main Level Living: No steps, easy access • Private Entry: Lower duplex unit (others live upstairs) • Gourmet Kitchen: Granite counters • Outdoor Fun: Hot tub, enclosed porch, dock • Water Activities: 2 kayaks, 2 paddleboards • Beach: 2 miles away

Superhost

Home in Siesta Key

4.91 out of 5 average rating, 23 reviews

Siesta Key Hideway -3 bedroom canal pool home

Take a moment to enjoy the quiet side of Siesta Key. This home sits on a tree canopied street and offers a rare and serene location along with 3 large bedrooms and open plan living and dining. Cook in the gorgeous kitchen while looking out over the mangrove lined canal. Walk through the neighborhood , spend time on the patio or in the pool and take in the calm beauty that this home offers. All of this lies a short distance from the beach, Siesta Village, Sarasota and surrounding areas.

Top guest favourite

Home in Englewood

4.98 out of 5 average rating, 125 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $125/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Home in Anna Maria

4.75 out of 5 average rating, 28 reviews

Waterfront Home with Pool and Spa! - AM I Dreaming

AM I Dreaming by AMI Locals Home in Anna Maria VR19-000055 Welcome to AM I Dreaming, a luxurious three bedrooms and three and a half bathroom waterfront home that offers the perfect blend of canal and beach living with premium amenities to ensure a fantastic stay! The resort-style patio beckons with a luxurious saltwater pool and spa, an inviting outdoor dining area, and a convenient launch spot for kayaks and paddleboards, promising the ultimate blend of tranquility and excitement.

Top guest favourite

Home in Placida

5 out of 5 average rating, 29 reviews

Salty Mermaid on Little Gasparilla Island/LGI

Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise on a private barrier Island, with 7miles of undisturbed white sandy beaches. Embrace the old Florida island vibe. Enchanted island steeped in pirate lore, legend has it, the spanish pirate Jose Gaspar, nicknamed Gasparilla, made this beautiful island his secret base hideaway. Local legends whisper of buried treasures hidden beneath the islands sandy shores. Come get Salty!

Top guest favourite

Home in Holmes Beach

4.97 out of 5 average rating, 31 reviews

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart

Loggerhead is back and ready to welcome you! ️ Escape to the tranquility of Anna Maria Island in this charming 2-bedroom, 2-bathroom home nestled on a peaceful, secluded street. Relax in your private tropical backyard featuring a heated saltwater pool. You'll never need to worry about parking just steps from the beach, about a 4 minute walk. We provide everything for your getaway including beach essentials and a 6-person street-legal golf cart. Your perfect family paradise awaits!

Superhost

Home in Anna Maria

4.9 out of 5 average rating, 20 reviews

Beach N Bay 206 by Duncan Real Estate

Welcome to Beach N Bay 206! Pool COOLING for hot summer days! A honeymooners delight or a couple's retreat! Enjoy a romantic getaway! Don't miss your chance to stay at the North end of Anna Maria Island in the highly desirable village of Anna Maria, one of Coastal Living Magazine's Top 10 Happiest Seaside Towns! Located right in the middle of all that happiness, Beach N Bay is the island vacation cottage duplex that's so tropical and fun, you'll swear you can hear steel drums!

Guest favourite

Home in Venice

4.91 out of 5 average rating, 34 reviews

Luxury 3Bdrm Villa: Heated Pool, Near Beach, Kayak

Almost Fully Booked! Don’t Miss Your Chance to Stay! Next availability is begins May 31 through the August 7. Book your stay beginning Friday, May 31th, for at least a week and receive an additional $100 discount. Book it for the full 13 nights (May 31-June 13) and receive $200 discount. Escape to sunny Venice, where warm weather, beautiful beaches, and a charming downtown await! Enjoy shops, dining, and ice cream. Book your unforgettable vacation now!

Top guest favourite

Home in Osprey

4.96 out of 5 average rating, 47 reviews

Creekside Paradise I

The 1970 sqft living space hosts 3 bedrooms, 2 bathrooms, an open living room with attached ‘library’, a dining area, as well as a fully equipped kitchen. From the caged pool area you have a view of the North Creek and our Boat Dock. The pool can be electrically heated and measures 32.80ft in length/13.12ft in width. You enter Creekside Paradise I thru the attached 2 car garage, where you can find the beach equipment (chairs, umbrella, cooler).