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

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

  4.  Florida
  5.  Fort Myers
  6.  Mid Island

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2067 Best Vacation Rentals with Pool in Mid Island (Starting from $248)

Luxury Seabreeze Retreat
Luxury Seabreeze Retreat
House
Fort Myers Beach, FL, USA
0.2k from Mid Island center

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

1 Bedroom6 Guests
New to Booking
$539
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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Smugglers Cove 1B6
Smugglers Cove 1B6
Apartment
Mid Island, Fort Myers Beach, Florida, USA
0.2k from Mid Island center

Ocean View, Oceanfront, View, Wheelchair Accessible, Parking, Internet, Air Conditioner

2 Bedrooms4 Guests
New to Booking
$338
Average price / night
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Sun Caper 805 | Oceanfront Condo - Balcony, Pool + Beach Access
Sun Caper 805 | Oceanfront Condo - Balcony, Pool + Beach Access
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from Mid Island center

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

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$248
Average price / night
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Gorgeous Beach Views, Private Pool - Villa Palmetto - Roelens
Gorgeous Beach Views, Private Pool - Villa Palmetto - Roelens
House
Fort Myers Beach, FL, USA
0.4k from Mid Island center

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

1 Bedroom6 Guests
New to Booking
$321
Average price / night
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Seaside Resort 210: Sunning beachfront, heated pool
Seaside Resort 210: Sunning beachfront, heated pool
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from Mid Island center

AC, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms6 Guests
New to Booking
$780
Average price / night
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Seaside 209- Oceanview 2BR 2BA Condo with Pool, Steps to Beach condo
Seaside 209- Oceanview 2BR 2BA Condo with Pool, Steps to Beach condo
Apartment
Fort Myers Beach, FL, USA
0.4k from Mid Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$363
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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Seaside 108- Oceanview 2BR 2BA Condo with Pool, Steps to Beach condo
Seaside 108- Oceanview 2BR 2BA Condo with Pool, Steps to Beach condo
Apartment
Fort Myers Beach, FL, USA
0.4k from Mid Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$457
Average price / night
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Luxury Modern Beachside House with Heated Pool & Elevator in Fort Myers Beach
Luxury Modern Beachside House with Heated Pool & Elevator in Fort Myers Beach
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Heater, Internet

3 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$955
Average price / night
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Seaside 106
Seaside 106
Apartment
Fort Myers Beach, FL, USA
0.4k from Mid Island center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$418
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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Seaside 107
Seaside 107
Apartment
Fort Myers Beach, FL, USA
0.4k from Mid Island center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Places to stay

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$388
Average price / night
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Seaside 110
Seaside 110
Apartment
Fort Myers Beach, FL, USA
0.4k from Mid Island center

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

2 Bedrooms6 Guests
New to Booking
$377
Average price / night
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Blessed by the Beach: Beachfront! 3BR w/Incredible Gulf Views*Pool
Blessed by the Beach: Beachfront! 3BR w/Incredible Gulf Views*Pool
House
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

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

3 Bedrooms8 Guests
New to Booking
$1010
Average price / night
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Seaside 201
Seaside 201
Apartment
Fort Myers Beach, FL, USA
0.4k from Mid Island center

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

2 Bedrooms6 Guests
New to Booking
$411
Average price / night
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Pointe South 503 | Gulf Views + Heated Pool
Pointe South 503 | Gulf Views + Heated Pool
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$386
Average price / night
Check Availability
Seaside 202
Seaside 202
Apartment
Fort Myers Beach, FL, USA
0.4k from Mid Island center

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

2 Bedrooms6 Guests
New to Booking
$388
Average price / night
Check Availability
Pointe South 302 | Gulfside Escape + Resort Pool
Pointe South 302 | Gulfside Escape + Resort Pool
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$418
Average price / night
Check Availability
Seaside 205
Seaside 205
Apartment
Fort Myers Beach, FL, USA
0.4k from Mid Island center

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

2 Bedrooms7 Guests
New to Booking
$388
Average price / night
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Pointe South 307 | Amazing Gulf Views + Resort Pool
Pointe South 307 | Amazing Gulf Views + Resort Pool
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$418
Average price / night
Check Availability
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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SEASIDE 204.  Luna Sea is a luxurious BEACHFRONT  2BR / 2BA Condo in FMB
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from Mid Island center

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

2 Bedrooms6 Guests
10.0

Exceptional

138 reviews

$436
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
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 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 Pool on the Map

Frequently Asked Questions

You can explore 2067 verified vacation rentals with a pool in Mid Island. 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 Mid Island vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $248 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Mid Island 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 Mid Island welcome pets. Currently, 13 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 Mid Island often include additional outdoor features such as Pool, Fireplace/Heating, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Mid Island 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.