Vacation Rentals with Pool in Southport, FL: Compare 10+ Sites & Save

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189 Best Vacation Rentals with Pool in Southport (Starting from $127)

Pinnacle Apartments W Amenties by Heavenly Homes
Pinnacle Apartments W Amenties by Heavenly Homes
Apartment
Orlando, FL, USA
4.7k from Southport center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Family

17 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$302
Average price / night
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Only 1.5 Miles from Orlando International Airport + 24 Hour Business Center | 25 Minutes to Disney World
Only 1.5 Miles from Orlando International Airport + 24 Hour Business Center | 25 Minutes to Disney World
Condo
Orlando, FL, 32822, United States
3.9k from Southport center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
New to Booking
$158
Average price / night
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Modern Orlando Retreat Near MCO in Gated Community with Resort-Style Amenities & Free Parking
Modern Orlando Retreat Near MCO in Gated Community with Resort-Style Amenities & Free Parking
Apartment
Orlando, FL, USA
6.0k from Southport center

Pool, Barbecue/Outdoor Cooking, Internet, Air Conditioner, Parking, Security/Safety, Child Friendly

1 Bedroom4 Guests
8.0

Good

1 reviews

$127
Average price / night
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Free Breakfast | 1.5 Miles from Orlando International Airport + 25 Minutes to Disney World
Free Breakfast | 1.5 Miles from Orlando International Airport + 25 Minutes to Disney World
Condo
Orlando, FL, 32822, United States
4.2k from Southport center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$283
Average price / night
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Spacious craftsman house sleeps 8
Spacious craftsman house sleeps 8
House
Orlando, FL, USA
6.2k from Southport center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms10 Guests
7.3

Good

4 reviews

$308
Average price / night
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Orlando International Airport | Near Disney World
Orlando International Airport | Near Disney World
Condo
Orlando, FL, 32822, United States
4.2k from Southport center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
9.6

Exceptional

4 reviews

$187
Average price / night
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Sunshine Haven, Poolside Bliss, Disney, Game Room
Sunshine Haven, Poolside Bliss, Disney, Game Room
Apartment
Orlando, FL, USA
6.9k from Southport center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

4 Bedrooms10 Guests
9.3

Superb

6 reviews

$253
Average price / night
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25 Minutes to Disney World + Universal Orlando | Fully-Equipped Suite Close to Airport
25 Minutes to Disney World + Universal Orlando | Fully-Equipped Suite Close to Airport
Condo
Orlando, FL, 32822, United States
4.2k from Southport center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
New to Booking
$168
Average price / night
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Lakefront Home with Hot Tub and Dock in Orlando!
Lakefront Home with Hot Tub and Dock in Orlando!
House
Orlando, FL, USA
6.9k from Southport center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms7 Guests
9.0

Fabulous

1 reviews

$227
Average price / night
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Only 1.5 Miles from Orlando International Airport + Outdoor Pool | 25 Minutes to Disney World
Only 1.5 Miles from Orlando International Airport + Outdoor Pool | 25 Minutes to Disney World
Condo
Orlando, FL, 32822, United States
4.2k from Southport center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
New to Booking
$187
Average price / night
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LONG STAYS! Lakefront - Gated Pool Home
LONG STAYS! Lakefront - Gated Pool Home
House
Orlando, FL, USA
7.0k from Southport center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms7 Guests
9.1

Superb

21 reviews

$253
Average price / night
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Only 1.5 Miles from Orlando International Airport + 24 Hour Fitness Center | 25 Minutes to Disney World
Only 1.5 Miles from Orlando International Airport + 24 Hour Fitness Center | 25 Minutes to Disney World
Condo
Orlando, FL, 32822, United States
4.4k from Southport center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
8.8

Fabulous

3 reviews

$244
Average price / night
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Lakefront 7 Bedroom Duplex, Pool, Boat, and Hottub
Lakefront 7 Bedroom Duplex, Pool, Boat, and Hottub
House
Orlando, FL, USA
7.5k from Southport center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

7 Bedrooms16 Guests
New to Booking
$200
Average price / night
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1 Bedroom | Outdoor Pool + Free WiFi
1 Bedroom | Outdoor Pool + Free WiFi
Condo
Orlando, FL, 32822, United States
4.4k from Southport center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
New to Booking
$193
Average price / night
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Electric Heated Private Pool 4 Bedroom 3 Bath 2 Story Single Family Home!
Electric Heated Private Pool 4 Bedroom 3 Bath 2 Story Single Family Home!
House
Southport, Orlando, Florida, USA
7.8k from Southport center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

4 Bedrooms18 Guests
9.8

Exceptional

6 reviews

$502
Average price / night
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Charming apartment with AC and fitness room in enchanting Orlando
Charming apartment with AC and fitness room in enchanting Orlando
Apartment
Orlando, FL, 32824, United States
4.5k from Southport center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom2 Guests
New to Booking
$143
Average price / night
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Chic 1-Bedroom Apt in Lake Nona
Chic 1-Bedroom Apt in Lake Nona
Apartment
Orlando, FL, USA
8.1k from Southport center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

1 Bedroom3 Guests
New to Booking
$180
Average price / night
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Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
House
Orlando, FL, 32824, United States
4.5k from Southport center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
8.8

Fabulous

109 reviews

$514
Average price / night
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Family friendly! Close to MCO, Disney, Universal
Family friendly! Close to MCO, Disney, Universal
House
Orlando, FL, USA
8.2k from Southport center

Oceanfront, Air Conditioner, Guest Services, Security/Safety, Wellness Facilities, Fireplace/Heating, Tv

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$525
Average price / night
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24 Hour Fitness Center | 1.5 Miles from Orlando International Airport + 25 Minutes to Disney World
24 Hour Fitness Center | 1.5 Miles from Orlando International Airport + 25 Minutes to Disney World
Condo
Orlando, FL, 32822, United States
4.6k from Southport center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$288
Average price / night
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COME AND RELAX
COME AND RELAX
Apartment
Orlando, FL, USA
8.4k from Southport center

Air Conditioner, Internet, Parking, Pool, Child Friendly

1 Bedroom2 Guests
New to Booking
$135
Average price / night
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Modern Poolside Bungalow in the Heart of Orlando
Modern Poolside Bungalow in the Heart of Orlando
House
Orlando, FL, 32809, United States
5.4k from Southport center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.0

Fabulous

9 reviews

$378
Average price / night
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4-bedroom vacation home just 3 minutes to Florida Mall
4-bedroom vacation home just 3 minutes to Florida Mall
House
Orlando, FL, 32809, United States
5.4k from Southport center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
9.4

Superb

6 reviews

$228
Average price / night
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ORLANDO BUDGET FRIENDLY HOUSE/ PRIVATE POOL/SLEEPS UP TO 12/ CLOSE TO EVERYTHING
ORLANDO BUDGET FRIENDLY HOUSE/ PRIVATE POOL/SLEEPS UP TO 12/ CLOSE TO EVERYTHING
House
Orlando, FL, 32809, United States
5.5k from Southport center

AC, Barbecue, Business Services, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
9.6

Exceptional

39 reviews

$254
Average price / night
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4-bedroom vacation positioned between orlando airport and disney world
4-bedroom vacation positioned between orlando airport and disney world
House
Orlando, FL, 32824, United States
6.3k from Southport center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms11 Guests
9.6

Exceptional

5 reviews

$288
Average price / night
Check Availability
Lakefront Home w/ Hot Tub & Dock in Orlando!
Lakefront Home w/ Hot Tub & Dock in Orlando!
House
Orlando, FL, 32839, United States
6.9k from Southport center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Laundry

3 Bedrooms7 Guests
9.8

Exceptional

7 reviews

$338
Average price / night
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Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms
Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms
House
Orlando, FL, 32837, United States
7.1k from Southport center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
9.8

Exceptional

24 reviews

$297
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Southport.

Stay Near Southport's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Southport Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 189 verified vacation rentals with a pool in Southport. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Southport vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $127 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Southport offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Southport welcome pets. Currently, 31 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Southport often include additional outdoor features such as Pool, Wellness Facilities, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Southport offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.