Beach Home Rentals in Bay Island, FL: Compare 10+ Sites & Save

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  4.  Florida

  5.  Sarasota
  6.  Bay Island

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466 Beach Home Rentals in Bay Island (Starting from $191)

Family friendly with large pool
Family friendly with large pool
House
Sarasota, FL, USA
0.3k from Bay Island center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1078
Average price / night
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Another Day in Paradise!
Another Day in Paradise!
House
Sarasota, FL, 34242, United States
0.1k from Bay Island center

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

2 Bedrooms5 Guests
10.0

Exceptional

51 reviews

$474
Average price / night
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Your Personal Resort-7BR, Pool, Tennis, Boating &
Your Personal Resort-7BR, Pool, Tennis, Boating &
House
Sarasota, FL, USA
0.5k from Bay Island center

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

7 Bedrooms15 Guests
New to Booking
$2068
Average price / night
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The Seagrape Villa -Family Friendly- Luxury Accommodation in Paradise
The Seagrape Villa -Family Friendly- Luxury Accommodation in Paradise
House
Sarasota, FL, 34242, United States
0.1k from Bay Island center

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

5 Bedrooms10 Guests
10.0

Exceptional

52 reviews

$676
Average price / night
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Heated Saltwater Pool, Breathtaking outdoor terraces, beautiful landscaping- Villa Serene Escape
Heated Saltwater Pool, Breathtaking outdoor terraces, beautiful landscaping- Villa Serene Escape
House
Bay Island, Siesta Key, Florida, USA
1.4k from Bay Island center

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

6 Bedrooms12 Guests
New to Booking
$456
Average price / night
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Quiet Bohemian Home on Siesta Key
Quiet Bohemian Home on Siesta Key
House
Sarasota, FL, 34242, United States
0.2k from Bay Island center

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

4 Bedrooms13 Guests
10.0

Exceptional

3 reviews

$738
Average price / night
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Siesta Key home 5 min from beach
Siesta Key home 5 min from beach
House
Siesta Key, FL, USA
1.7k from Bay Island center

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

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$482
Average price / night
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Sunny Siesta Key Retreat w/ Private Heated Pool | 2BR | Dog-Friendly
Sunny Siesta Key Retreat w/ Private Heated Pool | 2BR | Dog-Friendly
House
Siesta Key, FL, 34242, United States
0.2k from Bay Island center

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

2 Bedrooms6 Guests
New to Booking
$229
Average price / night
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Siesta Key Sanctuary
Siesta Key Sanctuary
House
FL, USA
1.9k from Bay Island center

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

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$367
Average price / night
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Escape to The Big Dipper: Siesta Key Canal Front Home with Pool and Private Dock
Escape to The Big Dipper: Siesta Key Canal Front Home with Pool and Private Dock
House
Siesta Key, FL, 34242, United States
0.3k from Bay Island center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
New to Booking
$1146
Average price / night
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Private Beach Condo On Lido Key
Private Beach Condo On Lido Key
Apartment
Sarasota, FL, USA
1.9k from Bay Island center

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

1 Bedroom6 Guests
New to Booking
$344
Average price / night
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Salty Sailfish | Private Pool + Hot Tub + Siesta Key
Salty Sailfish | Private Pool + Hot Tub + Siesta Key
House
Sarasota, FL, 34242, United States
0.3k from Bay Island center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1116
Average price / night
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Water Front Condo - Lido Beach
Water Front Condo - Lido Beach
Apartment
Sarasota, FL, USA
1.9k from Bay Island center

Apartments, Accommodations, Parking, Lodgings, Beach, Places to stay, Accessible hotels, Condos

2 Bedrooms6 Guests
New to Booking
$540
Average price / night
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Siesta Key Paradise
Siesta Key Paradise
House
Sarasota, FL, 34242, United States
0.3k from Bay Island center

AC, Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Microwave

3 Bedrooms6 Guests
6.0

Review score

1 reviews

$490
Average price / night
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#1US Siesta Key Beach Pool House
#1US Siesta Key Beach Pool House
House
Siesta Key, FL, USA
2.0k from Bay Island center

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

2 Bedrooms4 Guests
5.0

Review score

1 reviews

$250
Average price / night
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Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!
Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!
House
Siesta Key, FL, 34242, United States
0.3k from Bay Island center

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

4 Bedrooms10 Guests
9.4

Superb

37 reviews

$720
Average price / night
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Home ON Key with pool, hot tub, putting green, arcade games, bike & mins to beach!
Home ON Key with pool, hot tub, putting green, arcade games, bike & mins to beach!
House
Siesta Key, FL, USA
2.0k from Bay Island center

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

5 Bedrooms16 Guests
New to Booking
$1050
Average price / night
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AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa/pool
AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa/pool
House
Siesta Key, FL, 34242, United States
0.3k from Bay Island center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking

5 Bedrooms10 Guests
10.0

Exceptional

27 reviews

$1917
Average price / night
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Modern, Fresh - Only 3 miles to the Beach!
Modern, Fresh - Only 3 miles to the Beach!
Apartment
Sarasota, FL, USA
2.2k from Bay Island center

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

2 Bedrooms5 Guests
8.8

Fabulous

5 reviews

$191
Average price / night
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Spacious Siesta Key Home with Private Heated Pool – Pet Friendly, Near Beaches
Spacious Siesta Key Home with Private Heated Pool – Pet Friendly, Near Beaches
House
Siesta Key, FL, 34242, United States
0.4k from Bay Island center

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

3 Bedrooms9 Guests
9.0

Fabulous

53 reviews

$413
Average price / night
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Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
Villa
Sarasota, FL, 34242, United States
0.4k from Bay Island center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

7 Bedrooms14 Guests
10.0

Exceptional

10 reviews

$1963
Average price / night
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Canal-front home near Shell Beach with access to bay & deck
Canal-front home near Shell Beach with access to bay & deck
House
Sarasota, FL, 34242, United States
0.5k from Bay Island center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$531
Average price / night
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Sunset West | Private Pool, Spa, Near Siesta Key Beach & Siesta Key Village
Sunset West | Private Pool, Spa, Near Siesta Key Beach & Siesta Key Village
House
Siesta Key, FL, 34242, United States
0.5k from Bay Island center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$710
Average price / night
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Beachside Private Vacation Home w/ Large Heated Pool
Beachside Private Vacation Home w/ Large Heated Pool
House
Sarasota, FL, 34242, United States
0.5k from Bay Island center

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

3 Bedrooms6 Guests
9.4

Superb

54 reviews

$443
Average price / night
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Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach
Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach
House
Siesta Key, FL, 34242, United States
0.5k from Bay Island center

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

4 Bedrooms8 Guests
10.0

Exceptional

56 reviews

$1218
Average price / night
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3 Bedroom House North End of Siesta Key - Short Walk To Shell Beach
3 Bedroom House North End of Siesta Key - Short Walk To Shell Beach
House
Sarasota, FL, 34242, United States
0.5k from Bay Island center

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

3 Bedrooms6 Guests
9.8

Exceptional

13 reviews

$370
Average price / night
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Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.
Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.
House
Siesta Key, FL, 34242, United States
0.5k from Bay Island center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

5 Bedrooms10 Guests
9.8

Exceptional

13 reviews

$984
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 Beach Rentals in Bay Island.

Where to stay in Bay Island? Best neighborhoods & areas

Bay Island Beach Rentals on the Map

Frequently Asked Questions

You can explore 466 verified beach rentals in Bay Island. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Bay Island vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $191 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Bay Island offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Bay Island welcome pets. Currently, 56 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Bay Island often include amenities designed for coastal living, such as Ocean View, View, and Oceanfront. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.