Vacation Rentals with Pool in Englewood

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Filtering by: Swimming pool

487 vacation rentals

(2) Excellent 

21

Beautiful Barrier Island Beach House with New Pool, Spa and Dock

Southwest Gulf Coast / Englewood

Englewood house

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“The Best!” It's hard for me to choose my favorite part of Palm Island. The home is perfect, like a picture from Coastal Living. We caught a black drum, snapper and snook from the dock. We collected so many shark teeth from the beach. enough to rival t
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Price per night from

$447

Price per night from

$447

(4) Excellent 

24

Beautiful Spot In Paradise

Southwest Gulf Coast / Englewood

Englewood house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 7 mi
  • Swimming pool
  • Child Friendly
“Peaceful Get-Away” We really enjoyed our stay. The home was very comfortable and the pool and spa tub is where we spent most of our time. We especially like the location and made use of the wonderful walking trails and Lemon Bay Park. I only have a co
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Price per night from

$75

Responds fast!
avg. 3 hours 17 minutes

Price per night from

$75

(7) Very Good 

36

Gulf Condo on the Beach Newly remodeled Kit & Bath

Southwest Gulf Coast / Englewood

Englewood apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“Great spot by the ocean” The Location right by the beach was great. We use the beach chairs and the beach umbrella . On the last day we saw 2 dolphins and we found shark teeths and shells
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Price per night from

$167

Responds fast!
avg. 3 hours 9 minutes

Price per night from

$167

(14) Excellent 

7

A Taste of Paradise - Fabulous Beach Villa

Southwest Gulf Coast / Englewood

Englewood villa

4 10 5 nights min

  • 4 bedrooms
  • sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“The location is amazing .We'll visit again!” The location is amazing .The house has fantastic quiet location,fully equipped kitchen. We totally enjoyed our stay.” Rooms was very comfortable and clean. We definitely will return,. The pool and was g
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Price per night from

$180

Responds fast!
avg. 3 hours 0 minutes

Price per night from

$180

17

Beautiful Ground floor condo with free wifi

Southwest Gulf Coast / Englewood

Englewood condo

2 4 14 nights min

  • 2 bedrooms
  • sleeps 4
  • 14 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$179

Price per night from

$179

(3) Excellent 

35

3 Bedroom Villa with Spacious Lanai

Southwest Gulf Coast / Englewood

Englewood villa

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$151

Price per night from

$151

(3) Excellent 

24

* 1.5 MILES TO BEACH-LAKE FRONT HEATED POOL-WIFI&CABLE-3BDR/2BATH PRIVATE HOUSE

Southwest Gulf Coast / Englewood

Englewood house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$130

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$130

13

Englewood Isles Marina

Southwest Gulf Coast / Englewood

Englewood apartment

2 4 21 nights min

  • 2 bedrooms
  • sleeps 4
  • 21 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$71

Responds fast!
avg. 2 hours 49 minutes

Price per night from

$71

(3) Very Good 

7

LAST MINUTE CANCELLATION - AVAILABLE 1/8-1/31 - CALL FOR SPECIAL RATE!

Southwest Gulf Coast / Englewood

Englewood house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$131

Price per night from

$131

(1) Excellent 

20

Newly Updated Immaculate 1st Floor Condo 2 Bd/2 Ba Minutes to Gulf Beaches

Southwest Gulf Coast / Englewood

Englewood condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$85

Responds fast!
avg. 26 minutes

Price per night from

$85

(21) Excellent 

30

Linda's Resort-beach condo on Manasota Key

Southwest Gulf Coast / Englewood

Englewood apartment

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Englewood/Manasota Key Trip” Beautiful Condo. We did have a few problems which made for a long week. Maintenance staff did something chemically to the pool/hot tub and ruined several swimming suits and daughter broke out in a rash. Staff should notify
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Price per night from

$139

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$139

(2) Very Good 

20

Breathless Bay Views

Southwest Gulf Coast / Englewood

Englewood townhouse

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly
“Excellent beach condo for family gathering” We thoroughly enjoyed our stay at the townhouse. It was clean, comfortable, well furnished with necessities and welcoming. The balcony overlooked the bay, the pool was only a few steps away and the beach was
…see more

Price per night from

$148

Price per night from

$148

(3) Very Good 

36

Manasota Key 2 Bedroom Condo w/ Beach & Bay Access

Southwest Gulf Coast / Englewood

Englewood apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

Price per night from

$167

Price per night from

$167

(1) Excellent 

22

Manasota Beach Vacation Rental

Southwest Gulf Coast / Englewood

Englewood house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$181

Responds fast!
avg. 59 minutes

Price per night from

$181

32

Englewood Lighthouse Resort Manor House

Southwest Gulf Coast / Englewood

Englewood house

4 6 4 nights min

  • 4 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$301

Price per night from

$301

26

Resort style living, two bedroom, two bathroom, plus den

Southwest Gulf Coast / Englewood

Englewood apartment

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 1 hour 36 minutes

Price per night from

$115

(18) Very Good 

52

Lemon Bay/Stump Pass 1-2 families Boat Dock to Gul

Southwest Gulf Coast / Englewood

Englewood house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
“Never disappointed on our anniversary- 3 years running” This beautiful home is the perfect getaway. The pool overlooks the waterway. Great place to dock your boat. David is always quick to respond, text, email or call when ever you have a question or
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Price per night from

$183

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$183

22

Boca Beauty

Southwest Gulf Coast / Englewood

Englewood house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$138

Responds fast!
avg. 1 hour 7 minutes

Price per night from

$138

(1) Excellent 

25

Immaculate Newly Updated 2nd Floor Condo 2 Bd/2 Ba Minutes to Gulf Beaches

Southwest Gulf Coast / Englewood

Englewood condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$85

Responds fast!
avg. 26 minutes

Price per night from

$85

(3) Very Good 

13

Villa with water front

Southwest Gulf Coast / Englewood

Englewood house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Clean, relaxing and a good location” My family and I were very impressed by this especially clean, updated and well-furnished home as well as the helpfulness of the owners in making our stay truly memorable. The house has a beautiful water front view
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Price per night from

$154

Price per night from

$154

(2) Very Good 

17

Tropical Water front

Southwest Gulf Coast / Englewood

Englewood house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$187

Price per night from

$187

(1)  

24

Englewood House w/ A Boat Dock, Pool, & Bay Views!

Southwest Gulf Coast / Englewood

Englewood house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$144

Responds fast!
avg. 15 minutes

Price per night from

$144

24

Stunning Pool Home Just Minutes From Beautiful Gulf Beaches

Southwest Gulf Coast / Englewood

Englewood house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 11 mi
  • Swimming pool
  • Child Friendly

Price per night from

$172

Price per night from

$172

17

Palm Island Condo #12354

Southwest Gulf Coast / Englewood

Englewood condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$278

Responds fast!
avg. 2 hours 52 minutes

Price per night from

$278

(2) Excellent 

12

Best kept secret in Englewood!!!

Southwest Gulf Coast / Englewood

Englewood condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Excellent Stay! Enjoyed the area and dealing with the owners!” It is a very quiet condo complex and the people are very friendly. Also liked having the separation between the bedrooms. It added to the privacy. The condo is well stocked. Did not have t
…see more

Price per night from

$77

Price per night from

$77

6

Palm Island Condo #12473

Southwest Gulf Coast / Englewood

Englewood condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$278

Responds fast!
avg. 2 hours 52 minutes

Price per night from

$278

(1) Excellent 

8

Spectacular Gulf Front Condo, 30 Feet to the beach, 2 Bedroom, 2 Bath, La Coquina Complex

Southwest Gulf Coast / Englewood

Englewood apartment

2 6 14 nights min

  • 2 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Stunning views! Very Special!” A fantastic stay for our family with young children. Beach was clean and was only 49 steps from the front door. We caught lots of fish in the surf of the beach and found over 1000 sharks teeth. Very family friendly b
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Price per night from

$254

Responds fast!
avg. 2 hours 34 minutes

Price per night from

$254

(7) Excellent 

22

Englewood Isles, Florida Gulf coast near Venice.

Southwest Gulf Coast / Englewood

Englewood villa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Great again” This is the fourth time we have stayed in this property and after a month luxuriating in the sun and swimming in the pool daily we had to force ourselves to come home. Recommended!
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Price per night from

$131

Responds fast!
avg. 2 hours 45 minutes

Price per night from

$131

20

Englewood Cottage With A View

Southwest Gulf Coast / Englewood

Englewood cottage

1 2 30 nights min

  • 1 bedroom
  • sleeps 2
  • 30 nights min
  • Swimming pool
  • Air conditioning

Price per night from

$89

Price per night from

$89

21

Pine Hollow Condo - #3177

Southwest Gulf Coast / Englewood

Englewood condo

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$232

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$232

57

Englewood’ Paradise Home

Southwest Gulf Coast / Englewood

Englewood house

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$115

Responds fast!
avg. 50 minutes

Price per night from

$115

21

Palm Island Condo #12394

Southwest Gulf Coast / Englewood

Englewood condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$352

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$352

13

Palm Island Condo #12380

Southwest Gulf Coast / Englewood

Englewood condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$278

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$278

22

Palm Island Condo #12358

Southwest Gulf Coast / Englewood

Englewood condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$306

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$306

15

Palm Island Condo #12444

Southwest Gulf Coast / Englewood

Englewood condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$278

Responds fast!
avg. 2 hours 52 minutes

Price per night from

$278

(14) Very Good 

14

LEMON BAY COTTAGE

Southwest Gulf Coast / Englewood

Englewood house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Englewood” Nice home near downtown Englewood. Short walk to shops,stores, and restaurants. I would definitely stay again.
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Price per night from

$111

Responds fast!
avg. 3 hours 5 minutes

Price per night from

$111

(5) Excellent 

37

Two-Story Condo with Roof Deck

Southwest Gulf Coast / Englewood

Englewood condo

2 5 14 nights min

  • 2 bedrooms
  • sleeps 5
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$164

Responds fast!
avg. 2 hours 57 minutes

Price per night from

$164

(1) Excellent 

24

BEAUTIFUL 3BR 2BA, HEATED POOL, PET FRIENDLY, VERY PRIVATE

Southwest Gulf Coast / Englewood

Englewood house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child Friendly

Price per night from

$121

Responds fast!
avg. 3 hours 1 minutes

Price per night from

$121