Short-Term Rentals in Bailey's Beach, FL: Compare 10+ Sites & Save

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2949 Best Short-Term Rentals in Bailey's Beach (Starting from $93)

Blue Haven
Blue Haven
Apartment
Sanibel, FL, USA
0.4k from Bailey's Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$313
Average price / night
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🏝️After Dune Delight - Walk to Beach - Bikes + Patio + No Periwinkle Gridlock!
🏝️After Dune Delight - Walk to Beach - Bikes + Patio + No Periwinkle Gridlock!
House
Sanibel, FL, 33957, United States
0.4k from Bailey's Beach center

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

3 Bedrooms8 Guests
New to Booking
$346
Average price / night
Check Availability
Comfy Waterfront Condo at Tennisplace Sanibel
Comfy Waterfront Condo at Tennisplace Sanibel
House
Sanibel, FL, USA
0.5k from Bailey's Beach center

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

2 Bedrooms6 Guests
7.0

Good

5 reviews

$247
Average price / night
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Canal front Complex Located on Causeway Road in Sanibel - Tennisplace B31
Canal front Complex Located on Causeway Road in Sanibel - Tennisplace B31
Condo
Sanibel Island, FL, 33957, United States
0.4k from Bailey's Beach center

AC, Barbecue, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.6

Exceptional

14 reviews

$176
Average price / night
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Gorgeous 3 Bedroom Home in the Dunes Sleeps 8
Gorgeous 3 Bedroom Home in the Dunes Sleeps 8
House
Sanibel, FL, USA
0.6k from Bailey's Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$334
Average price / night
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Blue Haven - 3 Bedroom Duplex on Sanibel.
Blue Haven - 3 Bedroom Duplex on Sanibel.
House
Sanibel, FL, 33957, United States
0.4k from Bailey's Beach center

Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$181
Average price / night
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Gorgeous Residence in the Esteemed Sanibel Dunes Community
Gorgeous Residence in the Esteemed Sanibel Dunes Community
House
Sanibel, FL, USA
0.6k from Bailey's Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$400
Average price / night
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Best kept secret on Sanibel, Island living at its best.
Best kept secret on Sanibel, Island living at its best.
Condo
Sanibel, FL, 33957, United States
0.4k from Bailey's Beach center

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

2 Bedrooms4 Guests
9.6

Exceptional

22 reviews

$245
Average price / night
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Mariner Pointe #521
Mariner Pointe #521
House
Bailey's Beach, Sanibel, Florida, USA
0.7k from Bailey's Beach center

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

1 Bedroom6 Guests
New to Booking
$156
Average price / night
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Secluded Bayfront Bliss Awaits at Yacht Haven #2 on Sanibel
Secluded Bayfront Bliss Awaits at Yacht Haven #2 on Sanibel
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

3 Bedrooms6 Guests
New to Booking
$250
Average price / night
Check Availability
Mariner Pointe #542
Mariner Pointe #542
House
Bailey's Beach, Sanibel, Florida, USA
0.7k from Bailey's Beach center

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

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$172
Average price / night
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Beautiful Mariner point condo with sweeping views of the bay! incredible value!
Beautiful Mariner point condo with sweeping views of the bay! incredible value!
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

2 Bedrooms6 Guests
New to Booking
$242
Average price / night
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Searose
Searose
House
Sanibel, FL, USA
0.7k from Bailey's Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
New to Booking
$800
Average price / night
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2 bedroom, 2 bath direct Bayfront condo
2 bedroom, 2 bath direct Bayfront condo
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
New to Booking
$363
Average price / night
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Grandma Dot's House- Marina Villa with Pool and Bikes
Grandma Dot's House- Marina Villa with Pool and Bikes
House
Sanibel, FL, USA
0.8k from Bailey's Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$540
Average price / night
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Mariner Pointe 1042: Gorgeous & Expansive Bay Front Views & Great Location!
Mariner Pointe 1042: Gorgeous & Expansive Bay Front Views & Great Location!
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

2 Bedrooms4 Guests
9.4

Superb

27 reviews

$325
Average price / night
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Sea Glass Villa- Executive Pool Home on Golf Course
Sea Glass Villa- Executive Pool Home on Golf Course
House
FL, USA
0.9k from Bailey's Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms10 Guests
New to Booking
$573
Average price / night
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Mariner Pointe 1022: Stunning Direct Bayfront View & Great Amenities!
Mariner Pointe 1022: Stunning Direct Bayfront View & Great Amenities!
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

2 Bedrooms4 Guests
9.6

Exceptional

32 reviews

$307
Average price / night
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Captains Walk D2
Captains Walk D2
Apartment
Sanibel, FL, USA
1.1k from Bailey's Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom4 Guests
New to Booking
$93
Average price / night
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Mariner Pointe 521 – Stunning Ground-Floor Bayview Condo | Coastal Chic Decor
Mariner Pointe 521 – Stunning Ground-Floor Bayview Condo | Coastal Chic Decor
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

AC, Barbecue, Dryer, Kitchen, Laundry, Microwave, No Smoking, Pool, Tennis Court

2 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$298
Average price / night
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Villa Island Pearl - Roelens Vacations
Villa Island Pearl - Roelens Vacations
House
Sanibel, FL, USA
1.1k from Bailey's Beach center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$244
Average price / night
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Mariner Pointe 1013: Island Oasis with Bay Views!
Mariner Pointe 1013: Island Oasis with Bay Views!
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

AC, Barbecue, Dryer, Internet, Kitchen, Microwave, No Smoking, Pool, Tennis Court

2 Bedrooms4 Guests
9.6

Exceptional

14 reviews

$307
Average price / night
Check Availability
 Bayfront 3BR steps from San Carlos Bay-Private Fishing Pier, Dolphins, Sunsets!
Bayfront 3BR steps from San Carlos Bay-Private Fishing Pier, Dolphins, Sunsets!
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

3 Bedrooms6 Guests
9.6

Exceptional

90 reviews

$489
Average price / night
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Cute and Comfy Retreat on Sanibel Island, Pool, Bikes
Cute and Comfy Retreat on Sanibel Island, Pool, Bikes
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

1 Bedroom4 Guests
8.6

Fabulous

7 reviews

$187
Average price / night
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Whispering Palms- Waterfront Condo on Sanibel Island
Whispering Palms- Waterfront Condo on Sanibel Island
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

2 Bedrooms4 Guests
9.6

Exceptional

11 reviews

$238
Average price / night
Check Availability
Beautiful Canal Front Tennisplace C32 Condo close to everything! NEW!
Beautiful Canal Front Tennisplace C32 Condo close to everything! NEW!
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

2 Bedrooms4 Guests
9.0

Fabulous

6 reviews

$262
Average price / night
Check Availability
Comfy Waterfront Condo at Tennisplace, POOL OPEN
Comfy Waterfront Condo at Tennisplace, POOL OPEN
Condo
Sanibel, FL, 33957, United States
0.5k from Bailey's Beach center

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

2 Bedrooms6 Guests
8.0

Good

6 reviews

$191
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 Short-Term Rentals in Bailey's Beach.

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Bailey's Beach Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 2949 verified short-term rentals in Bailey's Beach, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Bailey's Beach vary depending on location, property size, and travel dates. Rates typically start from around $93 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Bailey's Beach include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Bailey's Beach, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Bailey's Beach often include amenities such as Fireplace/Heating, View, and Internet, providing a comfortable and convenient stay.

Short-term rentals in Bailey's Beach are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.