Englewood, Florida

Vacation Rentals in Englewood, Florida

Discover 52 vacation rental properties in Englewood. From 1 to 4 bedrooms. Average $159/night. 100% have pools.

52 verified listings Book securely on VRBO Prices updated March 2026

52 properties available

Adorable and Modern 1 Bedroom, Private Beach Access, Dog Friendly, Full Kitchen

Adorable and Modern 1 Bedroom, Private Beach Access, Dog Friendly, Full Kitchen

1 bed 1 bath
PoolA/CWiFiBalcony
$180/night
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ACTIVE CONDO COMPLEX. Nestled at a nature preserve, close to beaches & marinas.

ACTIVE CONDO COMPLEX. Nestled at a nature preserve, close to beaches & marinas.

2 beds 2 baths
PoolA/CWiFiBalcony
$136/night
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EB-Live the Tiki Life. Tropical Gateway to Palm Island and Boca Grande w/m rates

EB-Live the Tiki Life. Tropical Gateway to Palm Island and Boca Grande w/m rates

1 bed
PoolA/CWiFiBalcony
$93/night
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MK! Tropical Gateway to the Islands. Caribbean Tiki Hut feeling - w/m discounts

MK! Tropical Gateway to the Islands. Caribbean Tiki Hut feeling - w/m discounts

2 beds 1 bath
PoolA/CWiFiBalcony
$95/night
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Charming Old Florida Condo….Minutes to World Famous Beaches

Charming Old Florida Condo….Minutes to World Famous Beaches

2 beds 2 baths
PoolA/CWiFiBalcony
$136/night
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Cape - Tiki Life ! Relax and Enjoy your tropical private SPA! w/m discount

Cape - Tiki Life ! Relax and Enjoy your tropical private SPA! w/m discount

1 bed
PoolA/CWiFiBalcony
$94/night
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BG-Gateway to Palm Island & Boca Grande. Caribbean Tiki Hut Residence w/m rates

BG-Gateway to Palm Island & Boca Grande. Caribbean Tiki Hut Residence w/m rates

1 bed
PoolA/CWiFiBalcony
$95/night
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Private Pool Home, Awake Zone

Private Pool Home, Awake Zone

2 beds 2 baths
PoolA/CWiFiBalcony
$89/night
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Private Setting with South Facing, Heated Pool

Private Setting with South Facing, Heated Pool

3 beds 2 baths
PoolA/CWiFiBalcony
$128/night
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Beautiful Open Concept Pool House With Lanai and Private Fenced In Yard

Beautiful Open Concept Pool House With Lanai and Private Fenced In Yard

3 beds 2 baths
PoolA/CWiFiBalcony
$130/night
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Quiet Retreat with everything you need

Quiet Retreat with everything you need

2 beds
PoolA/CWiFiBalcony
$116/night
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Elegance in Englewood - Beautiful Pool home with views of Lake Van

Elegance in Englewood - Beautiful Pool home with views of Lake Van

3 beds 2 baths
PoolA/CWiFiBalcony
$197/night
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2 bed 2 bath pool home 13 min to the beach, 3 min to golfing

2 bed 2 bath pool home 13 min to the beach, 3 min to golfing

2 beds 2 baths
PoolA/CWiFiBalcony
$117/night
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Sunset Oasis Englewood 2 Bedroom Private Pool Home Fully Fenced Yard- Dog friendly

Sunset Oasis Englewood 2 Bedroom Private Pool Home Fully Fenced Yard- Dog friendly

2 beds 2 baths
PoolA/CWiFiBalcony
$131/night
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clean an quiet 2 beds 2 bath house

clean an quiet 2 beds 2 bath house

2 beds 2 baths
PoolA/CWiFiBalcony
$121/night
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Single family home in Englewood, FL

Single family home in Englewood, FL

2 beds 2 baths
PoolA/CWiFiBalcony
$131/night
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Lemon Bay retreat with screened backyard pool - near Manasota Key beaches

Lemon Bay retreat with screened backyard pool - near Manasota Key beaches

3 beds 2 baths
PoolA/CWiFiBalcony
$140/night
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BEAUTIFUL SPACIOUS HOME with HEATED POOL, just minutes from several beaches.

BEAUTIFUL SPACIOUS HOME with HEATED POOL, just minutes from several beaches.

3 beds 2 baths
PoolA/CWiFiBalcony
$199/night
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3 Bed/2bath beautiful New Home with Pool

3 Bed/2bath beautiful New Home with Pool

3 beds 2 baths
PoolA/CWiFiBalcony
$168/night
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Coastal Zen Retreat close to Manasota Key, Blind Pass and the best Gulf Beaches.

Coastal Zen Retreat close to Manasota Key, Blind Pass and the best Gulf Beaches.

3 beds 2 baths
PoolA/CWiFiBalcony
$145/night
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Family Fun-Relaxing Home w/heated Pool & Game Room

Family Fun-Relaxing Home w/heated Pool & Game Room

4 beds 2 baths
PoolA/CWiFiBalcony
$201/night
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Pool Home innEnglewood, Florida

Pool Home innEnglewood, Florida

3 beds 2 baths
PoolA/CWiFiBalcony
$149/night
View Details → Book on VRBO
Snowbird-friendly home with private pool, water views, patio & sunroom

Snowbird-friendly home with private pool, water views, patio & sunroom

3 beds 2 baths
PoolA/CWiFiBalcony
$187/night
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Family and Furry Friendly

Family and Furry Friendly

3 beds 2 baths
PoolA/CWiFiBalcony
$152/night
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Home in Englewood / heated pool

Home in Englewood / heated pool

3 beds 2 baths
PoolA/CWiFiBalcony
$178/night
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Englewood Escape w/ Pool ~ 6 Mi to Beaches!

Englewood Escape w/ Pool ~ 6 Mi to Beaches!

3 beds 2 baths
PoolA/CWiFiBalcony
$147/night
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4 bedroom lakefront home<br>With heated pool

4 bedroom lakefront home<br>With heated pool

4 beds 3 baths
PoolA/CWiFiBalcony
$192/night
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Gulfstream Villa, Heated Pool, Dog Friendly

Gulfstream Villa, Heated Pool, Dog Friendly

3 beds 2 baths
PoolA/CWiFiBalcony
$173/night
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Heron's Nest- A Modern Pool Home with Water Views Near Beaches!

Heron's Nest- A Modern Pool Home with Water Views Near Beaches!

3 beds 2 baths
PoolA/CWiFiBalcony
$170/night
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Sunshine Stay Bungalow- Family Friendly Pool Home - Close to local Beaches

Sunshine Stay Bungalow- Family Friendly Pool Home - Close to local Beaches

3 beds 2 baths
PoolA/CWiFiBalcony
$217/night
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Englewood Florida winter retreat near the ocean

Englewood Florida winter retreat near the ocean

3 beds 2 baths
PoolA/CWiFiBalcony
$159/night
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Luxury Villa

Luxury Villa

4 beds 2 baths
PoolA/CWiFiBalcony
$552/night
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🥇 Terrific 2bd villa with private pool (CH891)

🥇 Terrific 2bd villa with private pool (CH891)

2 beds 2 baths
PoolA/CWiFiBalcony
$175/night
View Details → Book on VRBO
Sun-Kissed Serenity: Your Private Pool Oasis 6 Miles from Englewood Beach

Sun-Kissed Serenity: Your Private Pool Oasis 6 Miles from Englewood Beach

2 beds 2 baths
PoolA/CWiFiBalcony
$193/night
View Details → Book on VRBO
🥇 Lovely 3bd villa a boat dock (ENG1022)

🥇 Lovely 3bd villa a boat dock (ENG1022)

3 beds 2 baths
PoolA/CWiFiBalcony
$255/night
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New Listing! Charlotte Harbor Area Resort, 154mi to Disney & 134mi to Universal - GRH518223

New Listing! Charlotte Harbor Area Resort, 154mi to Disney & 134mi to Universal - GRH518223

2 beds 2 baths
PoolA/CWiFiBalcony
$189/night
View Details → Book on VRBO
AMAZING POOL HOME offers the quiet comforts of the peaceful town of Englewood!

AMAZING POOL HOME offers the quiet comforts of the peaceful town of Englewood!

2 beds 2 baths
PoolA/CWiFiBalcony
$226/night
View Details → Book on VRBO
New Listing! Charlotte Harbor Area Resort, 154mi to Disney & 134mi to Universal - GRH518223

New Listing! Charlotte Harbor Area Resort, 154mi to Disney & 134mi to Universal - GRH518223

2 beds 2 baths
PoolA/CWiFiBalcony
$189/night
View Details → Book on VRBO
Englewood Oasis w/ Screened Lanai + Outdoor Pool!

Englewood Oasis w/ Screened Lanai + Outdoor Pool!

2 beds 2 baths
PoolA/CWiFiBalcony
$110/night
View Details → Book on VRBO
Enjoy in family the Florida weather, beaches, golf courses, restaurants & more

Enjoy in family the Florida weather, beaches, golf courses, restaurants & more

3 beds 2 baths
PoolA/CWiFiBalcony
$133/night
View Details → Book on VRBO
New house completed in Mar 2022 with pool and tiki bar! 15 min. to Gulf Beaches.

New house completed in Mar 2022 with pool and tiki bar! 15 min. to Gulf Beaches.

3 beds 2 baths
PoolA/CWiFiBalcony
$126/night
View Details → Book on VRBO
ENTIRE HOME with 3bd 2,5 bath with Large swimming pool

ENTIRE HOME with 3bd 2,5 bath with Large swimming pool

3 beds 2 baths
PoolA/CWiFiBalcony
$156/night
View Details → Book on VRBO
10 Minutes to Beach Bliss, with Heated Privet Poolside Haven!

10 Minutes to Beach Bliss, with Heated Privet Poolside Haven!

3 beds 2 baths
PoolA/CWiFiBalcony
$210/night
View Details → Book on VRBO
Minutes to gulf beaches, great outdoor space, putting green,perfect getaway

Minutes to gulf beaches, great outdoor space, putting green,perfect getaway

3 beds 2 baths
PoolA/CWiFiBalcony
$94/night
View Details → Book on VRBO
"Little Paradise"- amazing private pool

"Little Paradise"- amazing private pool

3 beds 2 baths
PoolA/CWiFiBalcony
$208/night
View Details → Book on VRBO
Endless Family Fun: Private pool, beaches, golf, fishing, parks, restaurants.

Endless Family Fun: Private pool, beaches, golf, fishing, parks, restaurants.

3 beds 2 baths
PoolA/CWiFiBalcony
$185/night
View Details → Book on VRBO
12 minutes to the beach! Experience camper life, but with house conveniences

12 minutes to the beach! Experience camper life, but with house conveniences

1 bed 1 bath
PoolA/CWiFiBalcony
$67/night
View Details → Book on VRBO
Harborfront Condo (Only 26) PRIVATE sandy beach! Boat activity view from lanai

Harborfront Condo (Only 26) PRIVATE sandy beach! Boat activity view from lanai

1 bed 1 bath
PoolA/CWiFiBalcony
$207/night
View Details → Book on VRBO

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