Vacation Rentals with Private Pool in Mid Island, FL: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  Mid Island

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675 Best Vacation Rentals with Private Pool in Mid Island (Starting from $164)

Nature View #2
Nature View #2
Apartment
Fort Myers Beach, USA
2.5k from Mid Island center

Barbecue/Outdoor Cooking, Fireplace/Heating, Security/Safety, Parking, Pool, Private Pool, Internet

1 Bedroom4 Guests
8.9

Fabulous

7 reviews

$352
Average price / night
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2 Separate Units 14x16 In ground Heated Swim Jacuzzi sleep 16 200Ft To the Beach
2 Separate Units 14x16 In ground Heated Swim Jacuzzi sleep 16 200Ft To the Beach
House
Fort Myers Beach, FL, 33931, United States
0.0k from Mid Island center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms16 Guests
10.0

Exceptional

21 reviews

$776
Average price / night
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New Build walkable to dinner, LIVE music & 5 minute walk to BEACH
New Build walkable to dinner, LIVE music & 5 minute walk to BEACH
House
Fort Myers Beach, FL, USA
3.5k from Mid Island center

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

3 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$659
Average price / night
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Canal Front 4 Bedroom 3 Bath home, with elevator, pool & heated spa. No steps!
Canal Front 4 Bedroom 3 Bath home, with elevator, pool & heated spa. No steps!
House
Fort Myers Beach, FL, 33931, United States
0.1k from Mid Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
9.0

Fabulous

16 reviews

$574
Average price / night
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Nature View #3
Nature View #3
House
Fort Myers Beach, FL, USA
4.5k from Mid Island center

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

1 Bedroom4 Guests
7.8

Good

18 reviews

$164
Average price / night
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☀️Luxury Canal Front Home with Private Pool-Palm Royale☀️
☀️Luxury Canal Front Home with Private Pool-Palm Royale☀️
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$596
Average price / night
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Southern Comfort - Updated Waterfront Condo
Southern Comfort - Updated Waterfront Condo
Apartment
Fort Myers Beach, FL, USA
5.2k from Mid Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Condos

1 Bedroom4 Guests
New to Booking
$422
Average price / night
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Luxury Seabreeze Retreat
Luxury Seabreeze Retreat
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Balcony, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

3 Bedrooms6 Guests
New to Booking
$626
Average price / night
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Lovers Key Resort Suite 10 - Majestic Bay Views
Lovers Key Resort Suite 10 - Majestic Bay Views
Apartment
Fort Myers Beach, FL, USA
5.2k from Mid Island center

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

1 Bedroom2 Guests
New to Booking
$403
Average price / night
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Family setting, Fishing, Fast Wifi, Dogs ok, Hot tub, Private Beach aces, dock .
Family setting, Fishing, Fast Wifi, Dogs ok, Hot tub, Private Beach aces, dock .
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

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

3 Bedrooms7 Guests
10.0

Exceptional

68 reviews

$388
Average price / night
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Family, heated Pool hot/tub, Dogs ok, 400' from Beach, Fast WIFI. Fishing. Dock
Family, heated Pool hot/tub, Dogs ok, 400' from Beach, Fast WIFI. Fishing. Dock
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms7 Guests
10.0

Exceptional

31 reviews

$388
Average price / night
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Modern Pool Home w/ Putting Green; Directly Across the Beach!
Modern Pool Home w/ Putting Green; Directly Across the Beach!
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms13 Guests
9.8

Exceptional

9 reviews

$1072
Average price / night
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New Beach Retreat. less than 5min walk to the beach.
New Beach Retreat. less than 5min walk to the beach.
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

40 reviews

$446
Average price / night
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🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️
🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
6.0

Review score

1 reviews

$469
Average price / night
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🌊 Beautiful Canal Front - Private Pool - Madera Holiday House☀️
🌊 Beautiful Canal Front - Private Pool - Madera Holiday House☀️
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$623
Average price / night
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💮Private Pool Home-Canal Front-Pet Friendly-3BR The Pink Lily💮
💮Private Pool Home-Canal Front-Pet Friendly-3BR The Pink Lily💮
House
Fort Myers, FL, 33931, United States
0.3k from Mid Island center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$527
Average price / night
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☀️Private Pool-Short Walk to Beach-3BR Home-Island Breeze☀️
☀️Private Pool-Short Walk to Beach-3BR Home-Island Breeze☀️
House
Fort Myers Beach, FL, 33931, United States
0.3k from Mid Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
8.6

Fabulous

4 reviews

$527
Average price / night
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Avenida Retreat! 2 bed 2 bath Island Home with Private Pool!
Avenida Retreat! 2 bed 2 bath Island Home with Private Pool!
House
Fort Myers Beach, FL, 33931, United States
0.3k from Mid Island center

AC, Dryer, Free Parking, Heater, Laundry, Microwave, No Smoking, Pool, Toys

2 Bedrooms8 Guests
New to Booking
$436
Average price / night
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Coastal Paradise l Pool, Tiki Hut l Close to Beach
Coastal Paradise l Pool, Tiki Hut l Close to Beach
House
Fort Myers Beach, FL, 33931, United States
0.3k from Mid Island center

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

4 Bedrooms8 Guests
New to Booking
$393
Average price / night
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Condo @ Island Towers Resort Dec 13-27 - 7 days min - Saturday Check In and Out
Condo @ Island Towers Resort Dec 13-27 - 7 days min - Saturday Check In and Out
Condo
Fort Myers Beach, FL, 33931, United States
0.3k from Mid Island center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom6 Guests
New to Booking
$195
Average price / night
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This Fort Myers vacation rental is a true treasure, 2 minutes from the beach.
This Fort Myers vacation rental is a true treasure, 2 minutes from the beach.
House
Fort Myers Beach, FL, 33931, United States
0.3k from Mid Island center

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

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$302
Average price / night
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4850 Coral - Dog Friendly Home with Pool by the Beach & Publix!
4850 Coral - Dog Friendly Home with Pool by the Beach & Publix!
House
Fort Myers Beach, FL, 33931, United States
0.3k from Mid Island center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$372
Average price / night
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Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!
Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!
House
Fort Myers Beach, FL, 33931, United States
0.4k from Mid Island center

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

3 Bedrooms8 Guests
9.8

Exceptional

126 reviews

$432
Average price / night
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3 minute walk to Beach - Villa Palmetto - Roelens
3 minute walk to Beach - Villa Palmetto - Roelens
House
Fort Myers Beach, FL, 33931, United States
0.4k from Mid Island center

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

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$327
Average price / night
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☀️ Private Pool - Sea Glass ☀️
☀️ Private Pool - Sea Glass ☀️
House
Fort Myers Beach, FL, 33931, United States
0.4k from Mid Island center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$396
Average price / night
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5350 Chasing Sunshine: 5BD/4.5BA Pool Home, Steps to Sand!
5350 Chasing Sunshine: 5BD/4.5BA Pool Home, Steps to Sand!
House
Fort Myers Beach, FL, 33931, United States
0.4k from Mid Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1187
Average price / night
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🏖️Private Heated Pool | Canal Front | Gorgeous Views | Barefoot Escape🏖️
🏖️Private Heated Pool | Canal Front | Gorgeous Views | Barefoot Escape🏖️
House
Fort Myers Beach, FL, 33931, United States
0.4k from Mid Island center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$541
Average price / night
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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 Private Pool in Mid Island.

Stay Near Mid Island's Top Attractions

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

Mid Island Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 675 verified vacation rentals with a private pool in Mid Island. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Mid Island vary depending on the property size, location, and travel season. Rates typically start from around $164 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Mid Island also welcome pets. Currently, 21 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Mid Island often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Mid Island include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.