Vacation rentals with a pool in Englewood

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Englewood

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Englewood

5.0 out of 5 average rating, 34 reviews

Waterfront! Sunset Deck, Pier & FREE Boat Docking!

Welcome to Tiki In Paradise! Enjoy the tropical setting in this restored fishing cottage with direct Lemon Bay front cottage views! Sit back & relax and enjoy Lemon Bay water views from every window in our cottage! All the comforts you want and deserve. You will never find another property with the character, views & cleanliness like this special place. Completely remodeled. We are moments from Gulf front beaches, Historic Dearborn Street & fantastic restaurants! Private, Unique & Special!

Sep 9 – 16

R2,780 ZAR per night

Superhost

Guesthouse in Englewood

4.93 out of 5 average rating, 233 reviews

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.

Aug 28 – Sep 4

R6,365 ZAR per night

Superhost

Home in Englewood

4.93 out of 5 average rating, 123 reviews

Stunning Home, Saltwater Heated Pool By the Beach

Stunning home meticulously maintained both inside & out. Follow the sunshine & salty air & arrive at your home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool.

Dec 7 – 14

R3,273 ZAR per night

Guest favorite

Condo in Venice

4.86 out of 5 average rating, 140 reviews

The Studio at the Beach 56

This is a studio first floor apartment, only 50 feet from the oversize pool and approximately 300 steps to the beach! Quick bike ride or a 20 to 25 minute walk to all of downtown Venice has to offer. About the same to Sharkeys and the fishing pier. Inside you will find all you would expect from a very nicely appointed studio. Efficiency kitchen new appliances and everything you need to prepare a simple meal. Lots of pillows super comfy brand new queen bed will ensure a restful nights sleep.

May 28 – Jun 4

R2,441 ZAR per night

Guest favorite

Condo in Englewood

4.91 out of 5 average rating, 22 reviews

Lazy Days at Lemon Bay *Heated Pool*

Take a break & unwind at this peaceful oasis. Avoid the crowds, sit, relax, read a book, swim in the pool (connected to our unit), walk 100 ft to the bay & watch the sunrise/sunset, fish off the pier, grill your fresh catch on the deck. It features a small private beach area on the bay (too small to walk it), tiki hut, & fire pit. Only 5-10 minute drive (depending on traffic) to beautiful Manasota Key Beach for walking and swimming in the ocean. Close to stores and restaurants, as well.

Nov 13 – 20

R2,405 ZAR per night

Guest favorite

Guesthouse in Englewood

4.97 out of 5 average rating, 201 reviews

Shabby chic cottage with pool one mile from beach

This adorable shabby chic decor style studio cottage for 2 is located on one acre of old Florida landscaping. Great area for walking, biking, for exercise. Included with this home is access to a pool and large, lovely lanai, just outside the door. Head south for 7 min to historic Dearborn St or north for 3 miles to Venice. This location offers peace and tranquility combined with accessibility to endless activities nearby. 2 twins OR one King, per your preference. The pool is unheated.

Apr 11 – 18

R2,596 ZAR per night

Guest favorite

Home in Englewood

4.79 out of 5 average rating, 149 reviews

Custom Built Manasota Beach Home with Pool

Custom built large home only 2.5 blocks to Manasota Beach. Most guests walk and a beach wagon(pull behind for beach gear)is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private.

Oct 31 – Nov 7

R4,470 ZAR per night

Guest favorite

Cottage in Englewood

4.9 out of 5 average rating, 150 reviews

Free Kayaks! Waterfall Pool! Beach! am

In a prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms and sofa sleeper, Smart Tv's & granite kitchen with dining set. Walk only 1 minute until your toes are in Gulf of Mexico at delightfully uncrowded beach! 5 walk to Stump Pass. Longer walk or free shuttle to good restaurants with live music. Unwind in on-site Swim Spa with waterfall & massage therapy jets in common area. Spot dolphins with free Kayaks. Peaceful, quiet

Oct 4 – 11

R3,107 ZAR per night

Guest favorite

Condo in Englewood

4.89 out of 5 average rating, 53 reviews

Manasota Key Unit 20B across from private beach

Welcome to Peekaview 2. A Spacious young condo in the heart of Manasota Key with private beach and bay access! Kitchenette includes dishwasher, micro, refrigerator, toaster oven/coffee maker. (No stove) and Washer/dryer. Balcony with partial views of the bay! Boat docks avail. (no trailers allowed) Heated Pool (Nov-April) Walk to island restaurants and amenities (1 upscale restaurant next door!) Bright and updated throughout! Max guests 2 NO PETS: NO SMOKING: NO VAPING

Oct 27 – Nov 3

R2,780 ZAR per night

Guest favorite

Condo in Englewood

4.93 out of 5 average rating, 113 reviews

Immaculate Ground Floor Beach Studio on the Gulf

Please note: This complex had minimal damage, but you may see remnants of the hurricane in the complex. There is a protective tarp on the roof of my building even though there was very few tiles that blew off in the storm. There is a separate, beachside building with the same protective tarp & is getting new stucco on the west side facing the beach. You do not see the face of this building from my property as my place faces the pool. *See my pictures for more details*

May 15 – 20

R3,776 ZAR per night

Guest favorite

Home in Englewood

4.92 out of 5 average rating, 88 reviews

Casa Blu: Serene Pool Villa, Close to Beach

Welcome to Casa Blu, your cozy retreat in Florida's sun-kissed paradise. Close to restaurants, parks, and beaches, and Old Englewood. Just 7 miles to Englewood Beach. The stresses of daily life melts away with its single-floor layout, comfy bedrooms with private baths await. Enjoy fast WiFi, Smart TVs, and a fully equipped kitchen. Unwind on the screened lanai or take a dip in the private saltwater pool. Everything's covered, from beach gear to a pack 'n play.

Oct 10 – 17

R2,552 ZAR per night

Guest favorite

Home in Englewood

4.95 out of 5 average rating, 99 reviews

Coastal Home Away From Home with Pool

Come and relax at the perfect vacation getaway for your family in peaceful Englewood Florida. Only 12 minutes from Gulf beaches. Go out and explore the many amazing beaches, bays, lakes and rivers or lay back, relax and enjoy the beautiful private pool and dining on the lanai from your back door. Fully equipped kitchen for all your cooking needs: coffee maker, blender, and more. Clean, new home that will make you feel cozy and comfortable while on vacation.

May 11 – 18

R2,802 ZAR per night