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Englewood Vacation Rentals

(68 rentals)
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beach-to-Bay Getaway at Tamarind CondominiumsEnjoy the best of both worlds at this beautifully furnished 2-bedroom, 2-bath first-floor end-unit condo at Tamarind Condominiums. With a screened lanai overlooking a peaceful courtyard, this inviting retreat is just a 30-second walk to the Gulf of Mexico...

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$171
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Breathtaking views of the Gulf of Mexico! Just steps from the beautiful beach of Manasota Key Spacious, 3 bedroom, 2 1/2 bathroom 2nd floor Condo in the gated community of Boulder Pointe. Large, open kitchen has plenty of counter space and two breakfast bars to enjoy coffee or a cocktail at sunset. Master...

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$275
avg per night
Englewood House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Luxury Penthouse Condo with Breathtaking Water Views – 8581 Amberjack Circle #301, Placida (Near Boca Grande) Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthouse condo at the Hammocks of Cape Haze, located in Placida, just minutes from the world-renowned...

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$101
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Englewood Public Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants...

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Featured review

"Thank you Julie!"

Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope...

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$185
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautifully decorated 2 bedroom, 2 bathroom condo has updated, comfy furnishings, brand new bathrooms and kitchen, new tile floors throughout, its own washer/dryer, and most importantly, great views of the Gulf of Mexico from the screened lanai, living, and dining rooms.The complex is right on...

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$142
avg per night

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Englewood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
35 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

GORGEOUS, GULF FRONT VILLA CONDO AT “ EL GALEON BY THE SEA”This lovely 2 bedroom/2 bath unit is part of a 20 unit villa condo complex, situated directly on the beach on beautiful Manasota Key. Because this is a relatively small complex, it offers guests a more lay back, relaxing atmosphere....

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Featured review

"great ocean view"

Nice decor, great location. The kitchen had everything we needed in it. We never got rired of the ocean view from the living room.

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$249
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$650
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Fall in Love with Beachfront Luxury at The PalmsWelcome to The Palms, where your dream beach vacation begins! This stunning 3-bedroom, 2.5-bath condo offers approximately 2,000 sq ft of luxurious living space, perched on the 2nd floor (just one floor above the garage) for the perfect blend of convenience...

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$377
avg per night
Englewood Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tamarind Gulf & Bay Condominiums – Direct Gulf-Front Beauty!2 Bed + Loft | 2.5 Bath | Gulf Views | Beach to Bay Living Welcome to your slice of paradise at Tamarind Gulf & Bay, Manasota Key's premier beach-to-bay condominium complex. This direct Gulf-front 2-bedroom + loft, 2.5-bathroom...

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$207
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Tamarind – Your Perfect Beach-to-Bay EscapeDiscover coastal living at its best in this comfortable ground-floor 2-bedroom, 2-bathroom condo with stunning Gulf views. Step right outside your patio and enjoy peaceful mornings listening to the waves with your favorite beverage in hand....

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$235
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Large 3 bedroom/2.5 bathroom condo, fully tiled, high ceilings with a screened balcony facing the pool. It's less than a 2-minute walk to the Gulf of Mexico - so close that you can hear the waves on the wide beach when the sliding glass doors are open. Just outside the screened balcony, there is...

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$311
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Your Home Away From Home – A Spacious 3-Bedroom, 2-Bath Condo at The Surf ClubRelax and unwind in this beautifully updated, spacious 3-bedroom / 2-bath condo, fully equipped with everything you need to feel right at home. This condo has all the comforts and conveniences to make your...

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$168
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Private pool

About this property

Very nice 3 bedroom, 2 1/2 bathroom condo at Barefoot Beach, one of the more prestigious condo complexes on Manasota Key. This spacious unit has a screened balcony overlooking the heated pool with a partial view of the Gulf of Mexico. Nice tropical decor throughout the condo. King bed in the master bedroom...

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$295
avg per night
New
Englewood Apartment
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 20 yards to Your own private beach 20 steps from your door

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

1 BR/1 BA Directly on the Gulf - Best Shark Tooth Hunting on The Gulf with plenty of gear provided - Awesome Fishing off the beach or dock (rod holders and bait buckets provided)- all beach chairs and umbrellas provided - free paddle boards and bicycles available for guest use - BBQ Grill right outside...

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Featured review

"Great secluded beach spot!"

Everything at this place was wonderful! The location was very private. The beach access was easy, and Evan provided plenty of beach chairs, umbrellas, and shark teeth hunting tools. This is definitely the...

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$357
avg per night
Englewood Villa
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

"Pelican Nest" Beautiful Manasota Key Beach Villa with all the amenities; heated pool, electric fireplace, skylights, granite counters, stainless appliances. Very inviting for fun with family and friends by the beach, or in the bay. Has 4bedroom , 3 bath sleeps 10 people, with 2pull up sofas,...

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$599
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

FRIDAY, June 5, 2026 ~ “I wake up every morning at nine and grab for the morning paper. Then I look at the obituary page. If my name is not on it, I get up.” – Benjamin Franklin ………. AND ALWAYS BE KIND Welcome to CasaClifton! Wide water View over Crystal Clear...

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Featured review

"Casa Clifton"

We really enjoyed our stay for the month of January, 2026. Lovely waterfront home with a heated pool. Very clean and well stocked. Owners Linda and Bobby were very responsive to our requests. I would recommend...

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$150
avg per night
Englewood Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

BEAUTIFUL BEACH SIDE WITH BEACH VIEW CONDOYou will love this breathtaking, remodeled 2-bedroom, 2-bath condo on Manasota Key that offers a beautiful and comfortable getaway with easy access to the beach. Located in a prime spot, this condo features spacious living areas with stunning views of the...

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$306
avg per night
Englewood House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your idyllic beach bungalow on Manasota Key! Nestled between the soft, sandy shores of the Gulf of Mexico and the serene waters of Lemon Bay, this charming vacation rental offers the perfect getaway!As you step inside past the screened porch, you re greeted by a bright and airy living space...

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$200
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Luxurious Beachfront 3-Bedroom, 2.5-Bath Condo on Manasota Key Property Overview: Welcome to your dream vacation getaway! This stunning 3-bedroom, 2.5-bathroom beachfront condo on Manasota Key offers the perfect blend of comfort, luxury, and convenience, all with breathtaking views of the Gulf of Mexico....

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$362
avg per night
Englewood Apartment
Sleeps 2, 1 bedroom, 1 bathroom
5 reviews

Distance to beach: 4 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

IDEAL LOCATION!! Walk to Lemon Bay and Dearborn Sts. shops, restaurants, Farmer’s Market!!!!!Mermaid Cove is an oasis in the heart of Old Englewood VillageThis vintage-style 1940's renovated bungalows are just one block from the Dearborn artistic district where you will enjoy Art Festivals,...

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Featured review

"Comfy bungalow near the beach"

The bungalow was exactly what we wanted- close to beaches, restaurants, hiking, fishing and other activities! The bungalow was clean and well equipped with everything we needed to comfortably spend two...

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Englewood Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

BRAND NEW! Dream Vacation. Crystal blue waters and uncrowded beaches.Welcome to "Bayfront Retreat", your premier destination for an unforgettable waterfront vacation experience! Manasota Key is one of Florida's best kept secrets with its unspoiled beaches and clear blue waters of...

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$200
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Beachfront Condo with Stunning Gulf Views – La CoquinaWake up to sweeping Gulf views and unwind each evening with breathtaking sunsets at this beautifully appointed beachfront condo in the La Coquina community. Designed for comfort and relaxation, this spacious retreat features a bright, open...

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$290
avg per night
Englewood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Bright and beautiful 2-bedroom, 2-bathroom condo with views of the Gulf of Mexico and Lemon Bay from the upper deck. This is a nicely furnished, updated, cheerful condo; the living room has a vaulted ceiling, huge windows with lots of sunlight, and a ceiling fan. During the winter months, the lower deck's...

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$295
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Charming Old Florida Condo…Minutes to World Famous Beaches. 2 Bedroom, 2 Bathroom Condo in Active Adult Community with Pool. Spacious Condo with plenty of room for 4 with screened in porch and all the necessities for a short vacation or a seasonal stay!

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$114
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Sun, Sand & Serenity! Walk in, kick off your shoes, and relax. This sun filled 2 bedroom/2bath plus loft with extra bed and with a lanai condo is ready to be your home away from home with a coastal feel and an open floorplan.Pelican Landing #E-204 is located in a wonderful gulf to bay...

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$185
avg per night
Englewood Villa
Sleeps 14, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Dolphin's Cove, your perfect 3,600 sq ft beach escape on Manasota Key!This luxurious 5-bedroom, 3-bathroom, 2-story retreat is designed to host multiple families in comfort and style, blending classic Florida charm with modern, resort-style amenities.Just a 3-minute walk down...

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$579
avg per night
Englewood House
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Escape to this peaceful Englewood retreat just minutes from the Gulf! This bright and cozy 1-bedroom home features two full-size beds, a comfortable living room, and a fully equipped kitchen for easy vacation living. Step outside to a spacious covered patio with a picnic table, cornhole, and a dartboard—perfect...

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$99
avg per night
New
Englewood House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Rare 1-acre beachfront estate on Manasota Key. Main house (3BR) + separate guest house (3BR) sleeps 12. Private pool, putting green, ocean-facing sun room, balconies with chairs and beach views on both houses. Guest house with 2 car garage has stairs directly to the beach. Gated entry with privacy fencing....

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$627
avg per night
Englewood House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your tranquil getaway at this 2BR 2Bath oasis just 5 mins away from downtown and the picturesque Manasota Key. Whether you're looking to explore exciting attractions, spend the day at the beach, or sample local cuisine, this prime location provides the perfect starting point for your...

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$120
avg per night
Englewood House
Sleeps 7, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 4 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the beach life or choose to stay in your spacious home and relax around a beautiful pool area which overlooks a spring-fed lake. Our 3 bedroom, 2 bathroom pool home with modern furnishings is located in a quiet, safe location just a few short miles from area beaches and is conveniently located...

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Featured review

"Perfect home with the best hosts"

Cindy and Rich are the best hosts! They made sure everything was perfect before our arrival. We absolutely love their place.Their home is clean and inviting, the pool is always warm and the yard is large,...

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$184
avg per night
Englewood Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 1 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Escape to Paradise in Southwest Florida!**Why use a hotel when you can cook at home and enjoy this beautiful property located just a few short miles from Manasota Key and Venice/Nokomis beaches!Discover the ultimate getaway in this beautifully refurbished 1-bedroom, 1-bath condo, perfectly nestled...

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Featured review

"Quaint Condo - Perfect location"

Great condo! Everything I needed was provided and the king size bed was very comfortable. Very clean; furniture and appliances appear to be new. I liked the location, not far from three different beaches,...

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$115
avg per night
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Relax in this bright coastal home with a private pool and fully fenced yard. ( We have a wifi pool alarm for child safety).This three bedroom retreat also offers a pullout couch, full kitchen and comfortable living space. Located in a quiet Englewood neighborhood minutes from Englewood Beach, Manasota...

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Featured review

"Amazing trip!"

My husband and I decided on a quick trip to the area and found this amazing house and Englewood Florida Home & Vacation rentals! Their customer service was amazing and everything was set up quickly! They...

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$86
avg per night
New
Englewood House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 yards to 20 steps

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark TeethSuper Private Beach Access (1 min walk- 100 feet from front door with private dock for fishing or Kayaking out the back door) in one of the last remaining “Old Florida” regions of the Gulf Coast on North...

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Featured review

"Paradise"

What can I say about Evan's Manasota Key properties? I've seriously lost count of how many times we've stayed at both his rentals. There's a reason we keep going back. The first reason is Evan is an excellent...

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$538
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Come stay at our newly renovated 2-bedroom, 2-bath traditional Florida home! We’ve recently added a brand-new heated 14’ x 25’ saltwater pool—perfect for a refreshing morning dip or unwinding after a day of exploring.Located just a few blocks from the newly revitalized Dearborn...

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Featured review

"The Best!!"

We had the pleasure of renting this lovely home with a pool for a month in Englewood, our favourite Florida destination. The home was outfitted with everything you would need. It was most comfortable &...

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$150
avg per night
Englewood Condo
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the...

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Featured review

"Dream Come True!"

Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has...

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$166
avg per night
Englewood Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover this stunning two-bedroom, two-bath villa with a versatile flex room, complete with a pullout sofa. This newly constructed home is fully furnished and located in a peaceful neighborhood.Features: - Double vanity in master bathroom - Washer and dryer included - Beach essentials: chairs,...

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$130
avg per night
Englewood House
Sleeps 10, 0 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this lovely spacious house in Englewood in the Grove City District. Fantastic for families, golfers, fishermen and, girls or boys weekend. This adorable property features 4 cozy bedrooms that sleep 2 in each- 3 rooms with king beds and 1 with a queen bed. Enjoy the convenience of 2 bathrooms,...

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$171
avg per night
New
Englewood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Waterfront-20 Steps to Private Beach - 2BR/2BA-Pets OK-Kayaks-SUPs-Best Sharkteeth-Listen to the Waves All Day and Night via Open Windows-Sleeps 8Newly renovated, upscale, light and bright suite (exclusive private 1st floor of a residential home with private entrance). Perfect for a family with children...

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$450
avg per night
Englewood Villa
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Englewood Beach is FL Fun !! Manasota key, Boca Grande, Venice Beach, Placida and Siesta Keys are all close by.Book Fast !! Bring your family and friends to this lovely Villa. Boaters - plenty of space to park your boats - Boat launch at Ainger creek - Shark teeth hunters !Welcome to Star Fish...

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$139
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Charming 2 br/2 bath home in Englewood, located 2 miles from Manasota Beach for all the shark teeth hunting! You can bike to the beach without having to go on the main road. The home has a fully equipped kitchen, screened in lanai, outdoor grill, 50' living room TV, wifi, washer/dryer, games and...

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Featured review

"Cozy, convenient and clean"

Everything appears newly renovated and decorated. Very clean. Small bathroom between the two bedrooms but the second bath area in the laundry area was roomy with a big shower that was easy to get in and...

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$120
avg per night
Englewood Estate
Sleeps 8, 3 bedrooms, 2.5 bathrooms
24 reviews

Distance to beach: 1 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta...

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Featured review

"Great Experience!"

This home fit our needs perfectly. It was extremely clean and well organized. We loved the layout and functionality of the home. We enjoyed the pool area and spent quite a bit of time out back. Access to...

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$264
avg per night
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

PRIME Location! 60 Steps to PRIVATE BEACH and dogs allowed at this rental! Family & pet friendly (pets require approval & $125 per pet fee). Just steps to our private beach, 1 mile to bars & restaurants w/ free shuttle to beaches, bars, restaurants! Amazing beds, comfy huge couch, flat screen...

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$419
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful two bedroom two bath recently redecorated condominium in Fiddlers Green In Englewood Florida. Great location with one Italian restaurant right at the entrance within walking distance. Many restaurants nearby and is only a few miles from the bridge going over to BocaGrand. This condominium has...

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$73
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover our Paradise 3-bedroom, 2-bathroom Palms Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots or relax by the inclusive private pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed...

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$115
avg per night
Englewood Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village."WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board...

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Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to...

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$78
avg per night
Englewood Apartment
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

THIS PROPERTY IS A SATURDAY CHECK IN DAY ONLY!!Experience magnificent Gulf views from almost every room of this top-floor duplex. Built in 2018, this property has many high-end finishes and is modern coastal living at its finest. The property has yards of PRIVATE beachfront on the Gulf, and lots of...

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$420
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Available to pet free and non-smoking households. 30-day min off-season, 75-90 day minimum high season. --------- Relax in this cozy 2 bedroom / 2 bathroom private bungalow home with coastal decor throughout. Furnished with two queen sized bedroom sets and leather seating in living areas. The dining...

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$88
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Snowbird Condo Rental! Prime Winter (Late Feb/March) 2026 available! Enjoy the Florida lifestyle in our newly renovated 2-bedroom, 2-bathroom at Forest Park! This end unit offers both convenience and privacy, with en suite bathrooms in each bedroom. Full kitchen and laundry room in the unit. All rooms...

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Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Englewood

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

San Casa is a beautiful and luxurious three bedroom home, situated in Grove City, Englewood on Florida's Gulf Coast. it is the ideal place for a truly relaxing vacation.Our beautiful Gulf Coast home has three large bedrooms , two bathrooms and an extended private, heated pool for your enjoyment....

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Featured review

"Beautiful and Spacious"

The location of this house was perfect for us, close to the stores we need, the beach and the wonderful Englewood Farmer's Market. The house is beautifully decorated, the beds comfortable and the pool...

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$117
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 1 bathroom
5 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beachy furnished 2/1 home in historic Englewood. Great location, just 2 miles to Englewood Beach, 1 mile to Dearborn Street. Easy 5 minute walk to Lemon Bay Park with boat launch. Carefree Boat Club is also a short walk away.Newly remodeled kitchen and bath. All new appliances, cabinets, quartz countertops...

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Featured review

"Great location, close to beaches!!!!!"

This house was just as described. Our owner Dawn was fantastic to deal with. The location is close to everything especially the beaches if that's what you're looking for.

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$63
avg per night
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Englewood Weather

 | 

7323°  5211°
JANUARY
Ocean 6518°
7423°  5312°
FEBRUARY
Ocean 6518°
7826°  5814°
MARCH
Ocean 6820°
8228°  6116°
APRIL
Ocean 7423°
8731°  6719°
MAY
Ocean 7926°
9032°  7222°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9133°  7423°
AUGUST
Ocean 8731°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6619°
OCTOBER
Ocean 8228°
8027°  6016°
NOVEMBER
Ocean 7624°
7423°  5412°
DECEMBER
Ocean 7021°

FAQ

How many vacation rentals are there in/around Englewood?

There are 68 Englewood vacation rentals available on FloridaRentals.com. From house rentals to condo rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Englewood?

There are vacation rentals available in Englewood for as low as $63 per night with an average price per night of $170.

Can I find a vacation rental in Englewood?

Yes, you can find vacation rentals in Englewood close to Manasota Key Beach, Stump Pass State Park, and Englewood Beach. Don't forget to stop in to Blind Pass Beach or Englewood Farmer's Market

Do any vacation rentals in Englewood have a pool?

Yes, there are 29 vacation rentals with a pool in Englewood on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Englewood vacation rentals on the ocean?

There are 4 oceanfront rentals in Englewood available on FloridaRentals.com. Use our filters to search and book yours today!