Waterfront holiday rentals in Englewood

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Englewood waterfront rentals

Waterfront apartment accommodation

Superhost
Apartment in Sarasota
4.75 out of 5 average rating, 321 reviews

King bed. Pool. Daily rentals

BrandonRating, 5 stars10 months ago
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.
Superhost
Apartment in Siesta Key
4.84 out of 5 average rating, 253 reviews

Siesta Key - Poolside Suite - Studio - Free kayaks

JessicaRating, 5 stars3 weeks ago
Such a great location! The breeze trolley stops right out front and made it super easy to get around. The place was super clean and quiet. The pool right out the door was perfect! We plan on coming back next year and will for sure stay in one of Lisa’s properties. She was so easy to communicate with and very responsive. Loved our stay!
Guest favourite
Apartment in Englewood
4.93 out of 5 average rating, 14 reviews

CLEAN*Great Location*Dockage Available*HEATED Pool

RebeccaRating, 5 stars3 months ago
Thanks for a great place to stay! Affordable, clean, comfortable, updated space, quiet neighborhood, awesome pool, friendly staff and great communication - what more could we ask for? A gift card to the Waverly?? Yep, thank you for that, too!
Superhost
Apartment in North Fort Myers
4.81 out of 5 average rating, 213 reviews

Garden Villa

SuleriaRating, 5 stars1 month ago
Thank you for being such a wonderful host, I will definitely book again being I be out here a lot! I felt so peaceful and at home! Thank you again!
Guest favourite
Apartment in Burnt Store
4.94 out of 5 average rating, 152 reviews

Suite with lake view.

NenaRating, 5 stars3 weeks ago
Daysi was a super host. Place was amazing clean and peaceful to take time out of everyday work day. Me and my husband needed time off from the world and daysi place did that. I will be back for another getaway.
Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 108 reviews

Siesta Premier Location - The 'Calm of Siesta'

JasminRating, 5 stars3 weeks ago
I visit Sarasota every year and stay each time at a new place. This year I wanted to do something closer to the beach and Siesta Village. Matt’s spot was perfectly located for this due to being so close to the beach and every night we walked to the village for dinner/nightlife which was about 15 minutes walking distance. Overall a great place for 1-4 people if you’re looking for a nice chill vacation.
Superhost
Apartment in Englewood
4.83 out of 5 average rating, 122 reviews

BeachBay SeaHouse (1519)

GaryRating, 5 stars5 days ago
Had a great time at Michael’s little bungalow… Small, but definitely enough for my wife and I. Beach is a 2 minute walk down a tiny road directly across the street, perfect! I met Mike just after checking in because we had a little snag with the room… He came right by and remedied the issue. Great guy, great area, and nice quiet place to stay… Do not hesitate, a great Airbnb’r!
Superhost
Apartment in Siesta Key
4.69 out of 5 average rating, 183 reviews

Siesta Key Condo. Sit by the water !

LynnRating, 5 stars2 months ago
We loved our stay here. The place was well wiped for the beach and plenty of towels. We enjoyed the beach, the pool, and used the hopper to go eat yummy seafood. Elvis communicated quickly and we thoroughly enjoyed our time here.

Waterfront house rentals

Top Guest favourite
Home in Rotonda West
5 out of 5 average rating, 19 reviews

Rotonda West Poolside Bungalow

TeriRating, 5 stars2 months ago
Quick trip to Florida for a few days of R&R. This house was perfect for us. My husband and son went golfing and met another golfer from Canada. Every one we met both local and visitors were super friendly. Went to Venice beach and it was beautiful. This house is located in a perfect area for beaches and restaurants. I highly recommend this house and Rotonda West. 10 Stars!!!!
Guest favourite
Home in Englewood
4.98 out of 5 average rating, 95 reviews

Iguana Alley, Beach HEATed Saltwater Pool on Canal

SidRating, 5 stars3 weeks ago
This house was gorgeous and perfectly appointed. Dan was extremely responsive and always available for a question. From the giant bass, we caught in the creek behind the house to the gorgeous saltwater pool. The exterior of the house was wonderful. Inside the kitchen had everything you could ever want. I’ve never felt so at home on vacation. The sheets were crisp and the beds were very comfortable. The electronics were easy to use, including the Bluetooth speakers outside. I would absolutely book this house again!
Guest favourite
Home in Port Charlotte
4.92 out of 5 average rating, 48 reviews

Serenity Lakeside Villa - KING BED - Heated Pool

Dayflower PropertiesRating, 5 stars2 weeks ago
Host was great to work with, very responsive!. House was clean, near grocery, restaurants and some shopping. Loved the backyard pool, very relaxing and quiet!
Superhost
Home in Englewood
5 out of 5 average rating, 3 reviews

Gulfside 3 bed/2ba Private Home GCV1-058

LaurenRating, 5 stars1 month ago
Loved how it was steps from the beach 🏖️ everything was amazing! Highly recommend for a family vacation.
Top Guest favourite
Home in Rotonda West
4.95 out of 5 average rating, 57 reviews

Spacious Vacation Home

JessicaRating, 5 stars2 weeks ago
We have stayed at a few different house in the area, and this by far was our favorite!! The home offered anything and everything we could want! Our host communicated very well and went above and beyond to make our stay very great!! 100/10
Top Guest favourite
Home in Venice
4.93 out of 5 average rating, 30 reviews

Dolphin Cottage

DanielRating, 5 stars1 month ago
Great place great price, close to a variety of beaches and many restaurants. the house was very comfortable. was nice seeing the birds and looking at the lake.
Top Guest favourite
Home in Rotonda West
4.96 out of 5 average rating, 54 reviews

Waterfront 3bdr 2ba Beaches Golfing Fishing

KaylaRating, 5 stars2 months ago
Home was very clean and tidy, I liked the space and all the accommodations it had. Although the home still had left over food from previous guests it was still clean. The only issue i had was finding where the “pool” was that was shown in the listing aswell as a hammock, bikes and beaches were farther than anticipated. Aside from that we were very comfortable and would recommend to future guests!!
Guest favourite
Home in Rotonda West
4.95 out of 5 average rating, 22 reviews

Family Vacation Escape: Pool & So Much Room!

LindaRating, 5 stars3 weeks ago
We fell in Love with this home. The master bedroom/bath is on one side & other rooms are a perfect distance. This is the first time i ever woke up with no back pain. The mattress & pillows were the best i ever had. The master bath has a tub that is amazing- Everything was spotless and felt really comfy- The pool is great-I love the ability to open the doors to the pool from the kitchen/livingroom or Master Bedroom. Everything you need is here. Walk in closets are big and the other bedrooms are perfect in size. The first time i’ve seen an outlet in the floor!! Michelle answers quickly. The area is nice and quiet. Starbucks and Walmart is 12 min away - along with few other places. 45 min from Sarasota. I did not want to leave-Absolutely Beautiful- Thank you Michelle♥️

Waterfront condo accommodation

Top Guest favourite
Condo in Siesta Key
4.97 out of 5 average rating, 319 reviews

On the Beach; Siesta Key SunBum Studio

LauraRating, 5 stars1 week ago
My daughter and I stayed for a mother daughter girls trip and had a blast! They made sure to take care of every little detail to make you feel comfortable and at home. Even checking in and making sure we made it ok. It was very clean and the location was amazing. Easy to get around on the trolly if we didn't want to drive and literally steps away from the beautiful white sand and clear turquoise beach. Do yourself a favor and book the trip!
Guest favourite
Condo in Siesta Key
4.9 out of 5 average rating, 119 reviews

Crystal House on Siesta Key Beach

BiancaRating, 5 stars6 days ago
We loooved it here! The space was perfect for our family. I cooked several meals and the kitchen had everything I needed. The location was convenient to grocery stores and walking distance to local restaurants and ice cream shops. The trolley stop is right at the resort so very convenient free rides to downtown Siesta Key was one of the highlights of our trip. We also grilled in the back of the resort by the bay which was nice! Oak trees all around. The pool was perfect temp. The fob didn’t work for one of the gates but there were three others we were able to get in without issue. The beds and pillows were soooo comfy. The ONLY issue we had was from the pics on the original post it appeared the walk to the closest public beach access was 2 min but it was actually 15. In the Florida heat that was rough but we pushed through! Oh and last thing, the scooters were a hit with everyone in our family. So much fun! 😆 Thank you so much for giving us an amazing stay!!
Superhost
Condo in Englewood
4.91 out of 5 average rating, 46 reviews

Vacay on the Beach !

AndreaRating, 5 stars1 week ago
We had a great time! Loved the private beach access right in front! Beautiful location. Close to everything. It was a bit challenging to see the apartment number’s to know where to park. The place was nice, fully stocked both for in home use, and for at the beach. We didn’t know they were doing remodeling work at the place though. There was some noise going on from workers doing construction. The pics showed a deck walkway to the beach with an outdoor shower, but it was in reparations while we were there. So not in use. We could still easily walk out to the beach. The communication with the host was great, really appreciated that as we had some questions while there. Great time overall!
Guest favourite
Condo in Englewood
5 out of 5 average rating, 5 reviews

Spot manatees from your balcony

AlejandroRating, 5 stars1 month ago
Great place, comfortable, clean, the balcony has nice views, the host is very helpful, highly recommended.
Superhost
Condo in Sarasota
4.9 out of 5 average rating, 140 reviews

6 min to Siesta Beach | Heated Pool | Lake View

AshleyRating, 5 stars4 days ago
Doris's AirBnB was exactly as listed. It was very clean. The neighborhood was quiet. It was in the perfect location. We had no problems at all. I would definitely book again.
Guest favourite
Condo in Siesta Key
4.94 out of 5 average rating, 107 reviews

Siesta Key Beach Front Condo

JessicaRating, 5 stars1 month ago
Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!
Guest favourite
Condo in Cape Haze
5 out of 5 average rating, 19 reviews

Waterfront Condo in Cape Haze

ElaineRating, 5 stars1 month ago
We enjoyed sitting on the balcony and watching the boats and wildlife. There was a dolphin that swam around the dock. The apartment is very well supplied with everything you need to make your stay relaxing and easy. The pool was very clean although the surrounding area had been damaged with the storm in Oct 24.
Top Guest favourite
Condo in Englewood
4.95 out of 5 average rating, 44 reviews

Tiki on the Bay

MichaelRating, 5 stars12 months ago
Deedra and her place were great. A relaxing place on the water with a pool, and a host who was responsive and polite. We couldn't have asked for anything more!

Quick stats about waterfront rentals in Englewood

  • Total rentals

    230 properties

  • Nightly prices starting at

    $117 NZD 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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