Beach house holiday rentals in Englewood

Stunning Lemon Bay Water & Sunset Facing Home!

Welcome to Tiki In Paradise! Enjoy the tropical setting in this restored fishing cottage with direct Lemon Bay front cottage views! Sit back & relax and enjoy Lemon Bay water views from every window in our cottage! All the comforts you want and deserve. You will never find another property with the character, views & cleanliness like this special place. Completely remodeled. We are moments from Gulf front beaches, Historic Dearborn Street & fantastic restaurants! Private, Unique & Special!

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

Beachfront Escape + Private Deck

🦩 Exclusive Amenities Include: • Walk Out to the Beach – Just Steps from Your Door • Historic Old Florida Charm • Coastal and Surf Decks with Outdoor Seating • Community Pool with Picnic Tables and Chaise Lounges • Community Grills and Post-Beach Outdoor Showers • Free WiFi and TV • Full Kitchen, Wares • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs and Umbrellas Provided • Tub/Shower Combo in Bathroom • Desk and Chair in Unit, Community Laundry

Manasota Key Beachfront Oasis w/ Private Jacuzzi

Welcome to “Sea Garden” a delightful, tranquil, beachfront home on Manasota Key. Enjoyment will be plentiful in this 4 bedroom, 3 bath open concept home. This stilt home is multilevel for privacy if needed or all gather around the kitchen or game table for some fun. Two primary en suite bedrooms with updated bathrooms. 3rd and 4th bedrooms are located on the lower level with shared updated bathroom. Climb up to the crow’s nest with a good book with twin bed, and enjoy the view!

Island Beachfront Cottage. Secluded! Lux! Extras!

Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

"The Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Turtle Nest Retreat - Manasota Key (upper unit)

All photos seen may be slightly different along with amenities offered due to Hurricane Helene and Milton. So please ask what is currently available. This bright private unit is located on Manasota Key across the street from the Gulf. The private front and back decks have large sliding glass doors, and you can hear the waves crash from anywhere in the house. Old Englewood is a short drive away. There are great restaurants and live music and entertainment nightly.

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!

Relax in this stylish 1BR beachfront Siesta Key duplex—just steps from the Gulf’s white sands. Perfect for couples or small groups, this cozy retreat features bright interiors, open living and a fun backyard with pool access, hot tub and games. ✨ Pool access & hot tub ✨ Steps to the beach ✨ BBQ grill ✨ Life-size Connect 4 ✨Wifi and Free parking on premises ✨ Pets allowed Your perfect beach escape awaits.

3BR Gulf-Front Luxury with Panoramic Views

Experience true beachfront luxury at this elevated Gulf-front home on Manasota Key, where breathtaking views, open space, and direct beach access create the ultimate coastal escape. Just steps from the sand, this retreat delivers panoramic Gulf views from the living room, primary suite, and oversized wraparound porch — making every moment feel like front-row seating to paradise.

Beachfront Getaway in Siesta Key

Beachfront complex, this gorgeous home boasts all the luxury you’d expect from a beach house! Beachfront BBQ grills, cabana with lounge chairs,heated swimming pool, Wi-Fi & parking. For your convenience, there are restaurants, grocery store, pharmacy, 24 hours 7-Eleven, bike and Kayak rentals just across the street. A little piece of paradise!

"Salt of the Sea" - beachfront and pet friendly!

Experience the ultimate escape at "Salt of the Sea," a charming 1 bedroom/ 1 bathroom beachfront cottage located on the serene Little Gasparilla Island, a unique bridge-less barrier island. Here, you'll find no stores, no restaurants, no bars, and no cars – just pure relaxation and a chance to unplug from the hustle and bustle of everyday life.

Beach Amore | Ocean front | 365 Sunsets a Year

Beach Amore is back In October 2025 completely rebuilt and new furnished - everything is NEW! 3 Bedroom (Master with King Bed, Guest with 3 Queen Bed plus Queen Pull out Couch in Dining Area), 3 Bathroom, large Heated Pool, outdoor Dining & Lounge, Surfboard Bar, 8 Rocking Chair, 4 Loungers Sleeping up to 10 People