
Places to stay near Middle Beach
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Top-rated holiday rentals near Middle Beach
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Garage to a Tiny House Studio Near Shopping Center
Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Amazing Sunsets just 50 steps to uncrowded beach
Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

The Oz Tree House 2.9 m beach
The Tree house apartment has its own entrance and off street parking. Two blocks from Dearborn St. and 2.9 miles to the beach. Light and airy in a private setting with gardens, hammock, fire pit a quiet and peaceful, walking distance to everything the historic district of Old Englewood has to offer. Public tennis courts, great restaurants with live music and once a week a fantastic Farmers Market comes to town! Lemon Bay and Indian Mound are a nice walk to enjoy the sunsets

Blue Cottage Suite- Peaceful Old Englewood Charm!
This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

"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.

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Charming Studio w/ King Bed near Mineral Springs
Escape to our cozy Tiny House Studio in North Port, FL, just minutes from the relaxing Warm Mineral Springs! This charming garage conversion offers a private entrance, a comfortable king-size bed, and a full bathroom. With its own in-unit laundry and a small kitchen, you'll have everything you need for a convenient and relaxing stay. Perfect for those seeking a peaceful retreat close to local attractions, this studio is your ideal getaway!

Tropical Surf Bungalow
Keep it simple at this peaceful and centrally-located home. Close to shopping, restaurants and the most beautiful beaches in the area. Only 5 miles to Venice beach the best place to find sharks teeth!! Tropical surf style with items made from local artists, 2 bed, 1 bath, bonus room w/ laundry and a shaded back patio for sitting. Large back yard with tropical plants and one of the most royal and stunning laurel oak trees in the area.

1 bed apart/full kitchen 5 min. drive to the Beach
Ready to relax at the beach with a cold drink? Englewood FL. has 3 nice beaches to choose from. Venice has nice shopping and lots of sharks teeth.This nice apt. is ideal for those that want to go to the beaches and look for sharks teeth,eat great local food and enjoy the beautiful Southwest Florida weather.The Wi-Fi is not the best but should run Netflix. A percent of our earnings goes to a few international charities

TROPICAL OASIS, MINUTES FROM THE BEACH!!
This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.

Blue Bungalow-Quaint & Quiet-Perfect Getaway!
Looking for something extraordinary? This charming, full, one bedroom upscale bungalow is in Historic Old Englewood, overlooking an inlet of Lemon Bay. Quiet neighborhood is just 4 blocks from Dearborn Ave., with great entertainment, eclectic shopping and restaurants, live music, and more. 4 great beaches are a 5 minute drive from our front door-- and 15 minutes from Venice Island.
Popular amenities for holiday rentals near Middle Beach
Other top sights near Middle Beach
Condo rentals with Wi-Fi

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

Sunset Beach

ONLY $155/night in January!

Short walk to beach 4, King bed, Dog Friendly

On the Beach; Siesta Key SunBum Studio

Gulf Side Condo Englewood Florida

Beachside Retreat Perfect for 2 The Salty Surfer

Modern Studio · 5 min from Siesta Beach
Family-friendly house rentals

-Home by Englewood Beach-

Old Englewood Village Home!

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

5 O'Clock Somewhere - 2/2 - screened heated pool

Perfect location

Relaxing Home near the beach

Heated Pool, OutdoorBar, Paddleboard, Kayak, Bikes

Tranquil, pet-friendly-yard and 6 mins from beach
Apartment rentals with air conditioning

Luxury Apartment in a House Near Siesta

Chic & Cozy Getaway • Near Siesta Key Beach

CLEAN*Great Location*Dockage Available*HEATED Pool

Brand new modern apartment

DolphinCove 5035 A - Super Host

Tranquil Hideaway, King Bed & Amazing Views

Little Gem 2nd-Floor Condo w/ Heated Pool | 1BR

Old Florida Charm near Beaches
Other great holiday rentals near Middle Beach

Tropical Oasis, pool, golf, dog friendly

Elevated Beach Vibes – Bikes, Beach, Views

Private 1mi to Beach. 1+ acre Pool & Pickleball

January & February Now Available. Act Fast

Turtle Bay - minutes to Boca Grande!

Island Getaway•Beach House•Dock•Pet Friendly

Ocean View Villa Manasota Key

"Salt of the Sea" - beachfront and pet friendly!
Destinations to explore
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Bean Point Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Myakka River State Park
- Point Of Rocks
- Lakewood National Golf Club
- Marie Selby Botanical Gardens
- Stump Pass Beach State Park
- Blind Pass Beach
- South Jetty Beach
- Tara Golf & Country Club
- Boca Grande Pass
- North Jetty Beach




