Holiday rentals in Saint Leo

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Top-rated holiday rentals in Saint Leo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Bungalow in Oldsmar

4.98 out of 5 average rating, 102 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favourite

Home in Indian Rocks Beach

4.99 out of 5 average rating, 168 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home. Sand,sun and ocean breeze are waiting for you. Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and still walking distance from restaurants,bars and stor. BTR#2099

Guest favourite

Home in Holiday

4.93 out of 5 average rating, 14 reviews

Charming Sunshine Retreat

Welcome to our charming retreat in the heart of Florida! This cozy Airbnb is perfectly situated for your convenience, with easy access to shopping, dining, and all the amenities you could desire. Nestled just a stone's throw away from the stunning beaches that Florida is renowned for, you'll find yourself immersed in coastal bliss. Book your stay at our centrally located Florida retreat and discover the perfect balance between relaxation and excitement. Your dream vacation starts here!

Guest favourite

Flat in Indian Shores

4.91 out of 5 average rating, 55 reviews

Breathtaking Accomodations

Newly remodeled! This 3 bedroom 2 bath beach condo offers an expansive view of the white sand and gulf waters. Make memories in the bright & breezy kitchen, dining & family room with ocean view and balcony seating. Appreciate private beach & pool to relax & recharge while the sunshine and ocean breeze are perfect combination for outdoor fun. Premier host offers 5-star service along with all the amenities including SMART TVs, WiFi, reserve parking, heated pool, beach chairs & towels.

Superhost

Flat in Clearwater Beach

5 out of 5 average rating, 3 reviews

LAZY LEMON COTTAGE 2 pools steps from the beach!!!

Our 2 bedroom, 1 bath vacation rental is part of a 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel By The Sea Church. These beautiful homes are landscaped together in a tropical garden, with palm trees and room for 2 heated pools, all very peaceful and private. We are 2 block 2 minute walk to the beach. Unlike most residential homes we are very close to the shops, and restaurants. Our cottages are cleaned to the highest standards for your families health.

Guest favourite

Guest house in Clearwater

4.98 out of 5 average rating, 120 reviews

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Make your vacation relaxing, fun and easy! - Kick back in the hammock or have some coffee with loved ones in the peaceful private backyard. - Take the 12 minute drive to the beach with the provided boogie boards, chairs and sand toys. - Take a walk or bike ride on the gorgeous Pinellas Trail. You'll also find some of the best coffee, food and ice cream on the way. -Golf courses close by. This is a separate unit that shares a driveway and parking area with the front house.

Guest favourite

Home in Largo

5 out of 5 average rating, 10 reviews

Red's Bungalow

Bring your family of 6 or less to this peaceful retreat. This is the best location in the area. Walking distance to the beach, restaurants, shopping centers & groceries. Enjoy the cozy 2 bedroom (6 beds) 1 bathroom that has a living room,kitchen,game room,washer, dryer, green area, porch, patio, and carport. Only 15 minutes away from 2023 US Today's #1 Beach in the South (Clearwater beach) & 30 minutes from 2021 Tripadvisors #1 beach in America St. Pete beach.

Top guest favourite

Flat in Dunedin

4.98 out of 5 average rating, 240 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Top guest favourite

Home in Palm Harbor

4.93 out of 5 average rating, 58 reviews

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

Superhost

Flat in Auburndale

4.82 out of 5 average rating, 50 reviews

Gorgeous Apt. Near Legoland/Disney & Beaches (#1)

Immaculate, newly built vacation rental that sleeps up to 6 people comfortably. This apartment is located in beautiful downtown Auburndale, FL, with easy access to Lakeland, and Orlando and Tampa via I-4. It's perfect for corporate stays, vacationing families, tournaments, Spring Training, Sun n Fun and many other Central Florida events.

Guest favourite

Apartment in Paradise Lakes

5 out of 5 average rating, 18 reviews

Vacation Nude! N5 Studio @ Paradise Lakes

Enjoy Paradise Lakes Clothing Optional Community in this 1sr floor unit. Newly remodeled and upgraded Queen bed unit. Kick your feet up and relax. Cook a full meal to your desire in the fully equiped Kitchenette. Set yourself free in this clothing optional community with access to resort clubhouse/pool (not included/optional).