
Waterfront vacation rentals in Englewood
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Top-rated waterfront rentals in Englewood
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Popular amenities for Englewood waterfront rentals
Waterfront apartment rentals

High-Rise Waterfront Haven
Beautiful clean apartment. The view was amazing. Quiet neighbors. Bed was very firm innerspring mattress. Pillows were awesome and the extra blanket in the closet was nice. Towels were fluffy and huge. Price was on par with neighboring hotels.

Gertrude's Siesta | Bayside Pools Private-Beach!
We enjoyed our stay with Gertrude Rentals for our babymoon. Our unit was on the bayside, but it was a nice walk to the beach. The instructions for everything were easy to follow and thorough. The weather wasn’t great during our stay so we didn’t use the pools, but they would have been convenient to use. The kitchen had all we needed to cook some meals on one day. We also enjoyed the convenience of the private beach with chairs and lounge chairs provided. All of the amenities made our stay so easy and fun.

King bed. Pool. Daily rentals
this is my second year in a row coming down to siesta key and I have always stayed here. walking distance from everything but yet this place is quiet and peaceful. it is a diamond in the ruff.

Garden Villa
This was one of the cleanest places I’ve stayed! Small space but very reasonably priced. There is no common area (like dining or living room), only a full size bathroom and the bedroom across from it. Coffeemaker was there and mini fridge right next to the bed.. We did not mind at all! Wonderful spot to get away to the woods without being too far from town.

Suite with lake view.
Instructions to the property were so easy to follow. The location is really good and the backyard on the lake was wonderful and relaxing. The private screened in porch was sooo good! It had a coffee maker and toaster to use with all the extras to use it. The bathroom was modern and super clean. The bedroom! The bed and pillows was probably the most comfortable I have ever slept on. I slept like a rock. No noise, peaceful and I felt safe. I would highly recommend a stay here and would for sure stay here again!

Siesta Premier Location - The 'Calm of Siesta'
Excellent location on Siesta Key directly across from the public beach and walkable to the village for meals or provisions. The 2nd floor unit is big with 2 comfortable bedrooms and a sitting area looking right at the beach. The master bed is super comfortable. The kitchen has everything you need like home so we stocked up on groceries for the stay. There are plenty of beach chairs, umbrellas, toys and boogie boards in the storage unit and even a cooler. You have easy access to both the north and south pass of the key and we spent time in both areas. We would definitely stay in this unit again!

BeachBay SeaHouse (1519)
Mike and Karen were amazing hosts and extremely hospitable:) my only wish was that my dad and I could have stayed longer. 100 percent plan on returning next year for some more fishing. 6 stars

2/2 Beach House Apt on Siesta Key
Great property and location. Felt very private and cozy. Lovely view of the waterway from the screened in balcony. Peaceful. Only regret was that we were only there 1 night!
Waterfront house rentals

Bay view and possible two family rental!
we had a wonderful time at Robert's place. Everything was as described. the island is a perfect getaway for anyone that wants to go on an adventure and get away from the hustle and bustle. The kitchen had everything you would need to cook, it was perfect! Everything was well thought of in this home. On a side note, golf carts need to be booked months in advance and are pretty pricey and we hoped to walk around the island but we're told upon checkin that was not allowed. we could only go to the beach and back to the property. You could walk along the beach though.

Cozy house on the water with plenty of sleep room
Great stay in a very convenient location. Plenty of space to unwind!

Beautiful Waterfront House, Feels Like Home!
We had a great stay everything was perfect very clean. Thank You Danny:)

Water Front Property with Boat Dock
We had an amazing time at Tad's place! Right on the canal where we could walk out on the dock and just enjoy! Close to grocery and shopping, but not right in the middle of it. I can't even say how much we needed a place like this. Thanks so much and thanks for always getting back with me about anything and everything. We would stay again in a heart beat!!!

River view Villa, 3 bdr,2ba close beaches!
This place is clean, pristine, and exactly what you see online.

Key Casa on canal, 3bd 2 bath, 0,5 miles f Siesta
The house is very convenient to the beach and to shopping and restaurants but far enough away from the main street to be very peaceful. Also, the kitchen and dining areas are large, so there is no problem having dinner "at home" for the family, if you want a break from eating out. Checking in was very easy, there are TVs in each bedroom, and the appliances, including washer and dryer all worked well.

Large Waterfront Home with Scenic Views
The house was very comfortable and clean. Loved the inside and the views. Kid friendly. And the host was super nice and helpful.

Ocean/Lakefront Heated Pool-Jacuzzi/Private Dock
Susan's home is outstanding both outside and inside! Inside was very clean, spacious and comfortable for our party of 6 adults, 1 teenager and a baby. The kitchen is beautiful, spacious and well stocked for all of our needs. Very comfortable beds, sheets and bathroom towels. Susan has impeccable taste and attention to detail in making her home very inviting for our family gathering. The outside is fabulous. The yard has many colorful flowers and very well maintained flower beds and palm trees in the front, side and backyard. The pool and hot tub are very clean and nice. Susan's backyard is very unique with a large dock, that extends into the river. Our family enjoyed evenings fishing off the dock which Susan has illuminated with many beautiful lights. There are many swinging and other chairs for our enjoyment. Susan promptly responded in person to any request and went out of her way to make our family's vacation memorable and special. Susan's home is a diamond in the rough!
Waterfront condo rentals

Sunset Beach
The location - right on the beach - is superb. Great covered porch looking right out on the beach. The unit has some of the things to help spend a day on the beach - chairs, umbrella, etc. the kitchen is small but entirely sufficient and well stocked with kitchen/dining things. Comfortable bed. Plenty of closet and drawer space. Really enjoyed my stay at the unit and in Englewood.

Best Gulf Coast Condo - rarely available
Incredible spot with great value with the beach access. Siesta key public can get crowded so it’s nice to have this as an accommodation. Loves our stay Maureen was a great host with clear expectations!

Entire Beachside Condo! Don’t worry Beach Happy!
I’ve never written a review before but felt Nick and his condo deserved one! Nick’s place was completely remodeled and felt brand new. It was spotless when we arrived and immediately felt at ease when we walked through the door. The parking spot was right next to the condo along with easy entry. The beach is just a few feet away which made carrying the beach chairs, towels, sand toys, sea shell sifter and drinks easy to carry. The place came equipped with everything you would need to have the perfect beach vacation. Shark teeth are abundant! Once we were done on the beach we headed across the street to the heated pool every afternoon. There are two donut tubes for the kids to play with that were at the condo. The pool was great, it reaches 4ft 9 in. deep and has stairs on both sides to walk in. Plenty of lounge chairs to choose from. It was a great location! Almost right across the street from Magnolia’s. Nick was great with communication and his place was perfect. Highly recommend!

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Upscale - Renovated
Location could not be better. Sooo relaxing and beautiful! Very clean and well stocked and updated place. We enjoy the heated pool a lot as well since the weather was cold. Condo was Close to everything. Beach and the view was beautiful! We can’t wait to come back. Loved our dinner at the summer house as well and the siesta village and our kayak tour on the bay.

River Front condo in Ft. Myers.
The location is perfect. Walking distance to downtown Fort Myers, where everything happens. Next door to Pinchers. Beautiful water view. Conveniently located next to Publix supermarket and easy to get around. The only thing I would say is that it could use some de cluttering a bit. Aside from that no complaints and would love to have my parents come back for another 5 weeks next winter. Walking distance from where we live as well. Just the perfect location Thank yoj

Bayfront Condo Walkable to Everything. Unit 2
Great stay! Thank you. We couldn't find the snorkel gear, but wasn't a big deal at all. There's plenty to do around Lemon Bay. Great music, fun bar scene, and once you get past the fence surrounding the beach, fun times searching for shark teeth.

Little Piece of Paradise
This place is great!! Safe and comfortable with a fantastic location for fishing. It is right on the water and a minute walk from the dock to be picked up by your boat. Just amazing! For the price, you will not find a better spot in this area.

Siesta Key Beach Front Condo
We loved the condo! My favorite part was the screened in porch with very comfortable seating, view of the ocean, and a table for card games with grandkids. I would like to definitely rent again when we visit that beautiful area in the future.
Quick stats about waterfront rentals in Englewood
Total rentals
230 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
130 properties have a pool
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- Crescent Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Myakka River State Park
- River Strand Golf and Country Club
- Englewood Beach
- Lovers Key Beach
- Lakewood National Golf Club
- Van Wezel Performing Arts Hall
- South Jetty Beach
- Tarpon Bay Beach
- Boca Beach
- Tara Golf & Country Club
- Del Tura Golf & Country Club
- Bonita Beach Dog Park
- Gasparilla Island State Park
- Manatee Park
- Stump Pass Beach State Park
- North Jetty Beach
- Point Of Rocks
- Public Beach - 100 Broadway