
Waterfront holiday rentals in Englewood
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Englewood
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Englewood waterfront rentals
Waterfront apartment accommodation

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.

Siesta Key - Poolside Suite - Studio - Free kayaks
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!

CLEAN*Great Location*Dockage Available*HEATED Pool
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!

Garden Villa
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!

Suite with lake view.
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.

Siesta Premier Location - The 'Calm of Siesta'
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.

BeachBay SeaHouse (1519)
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!

Siesta Key Condo. Sit by the water !
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

Rotonda West Poolside Bungalow
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!!!!

Iguana Alley, Beach HEATed Saltwater Pool on Canal
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!

Serenity Lakeside Villa - KING BED - Heated Pool
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!

Gulfside 3 bed/2ba Private Home GCV1-058
Loved how it was steps from the beach 🏖️ everything was amazing! Highly recommend for a family vacation.

Spacious Vacation Home
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

Dolphin Cottage
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.

Waterfront 3bdr 2ba Beaches Golfing Fishing
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!!

Family Vacation Escape: Pool & So Much Room!
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

On the Beach; Siesta Key SunBum Studio
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!

Crystal House on Siesta Key Beach
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!!

Vacay on the Beach !
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!

Spot manatees from your balcony
Great place, comfortable, clean, the balcony has nice views, the host is very helpful, highly recommended.

6 min to Siesta Beach | Heated Pool | Lake View
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.

Siesta Key Beach Front Condo
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!

Waterfront Condo in Cape Haze
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.

Tiki on the Bay
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
Destinations to explore
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Kid-friendly rentals Englewood
- Rentals with a kayak Englewood
- Rentals with lake access Englewood
- Rentals with a fireplace Englewood
- Beachfront rentals Englewood
- Family-friendly rentals Englewood
- Condo rentals Englewood
- Beach house rentals Englewood
- Rentals with a patio Englewood
- Fitness-friendly rentals Englewood
- Rentals with a washing machine and dryer Englewood
- Rentals with pools Englewood
- Apartment rentals Englewood
- House rentals Englewood
- Rentals with outdoor seating Englewood
- Rentals with a hot tub Englewood
- Rentals with beach access Englewood
- Beach condo rentals Englewood
- Rentals with a fire pit Englewood
- Bungalow rentals Englewood
- Villa rentals Englewood
- Pet-friendly rentals Englewood
- Cottage rentals Englewood
- Waterfront rentals Sarasota County
- Waterfront rentals Florida
- Waterfront rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Myakka River State Park
- North Jetty Beach
- South Jetty Beach
- Marie Selby Botanical Gardens
- Englewood Beach
- Tara Golf & Country Club
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park