Oceanfront Rentals in Glen Oaks, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Glen Oaks

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981 Best Oceanfront Rentals in Glen Oaks (Starting from $141)

Dog-Friendly Home with Yard about 6 Miles to the Beach!
Dog-Friendly Home with Yard about 6 Miles to the Beach!
House
Sarasota, FL, USA
2.2k from Glen Oaks center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$354
Average price / night
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Heated 3BR Pool Home Glen Oaks-Close to Downtown
Heated 3BR Pool Home Glen Oaks-Close to Downtown
House
Sarasota, FL, 34232, United States
0.3k from Glen Oaks center

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

3 Bedrooms6 Guests
9.4

Superb

13 reviews

$282
Average price / night
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Close to Beaches, Downtown, Restaurants & Parks!
Close to Beaches, Downtown, Restaurants & Parks!
Apartment
Sarasota, FL, USA
2.7k from Glen Oaks center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$217
Average price / night
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TropiCool Retreat | Private Pool + Hot Tub + More!
TropiCool Retreat | Private Pool + Hot Tub + More!
House
Sarasota, FL, 34232, United States
0.4k from Glen Oaks center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$730
Average price / night
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Sarasota Modern, Spacious, Comfy, Queen Beds, Backyard Rental
Sarasota Modern, Spacious, Comfy, Queen Beds, Backyard Rental
House
Glen Oaks, Sarasota, Florida, USA
2.9k from Glen Oaks center

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

3 Bedrooms6 Guests
7.5

Good

19 reviews

$228
Average price / night
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Sea Pointe | Oasis w/ Private POOL Near Beach!
Sea Pointe | Oasis w/ Private POOL Near Beach!
House
Sarasota, FL, 34232, United States
0.4k from Glen Oaks center

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

3 Bedrooms8 Guests
9.8

Exceptional

29 reviews

$477
Average price / night
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Pool House By Downtown Sarasota
Pool House By Downtown Sarasota
House
Sarasota, FL, USA
3.1k from Glen Oaks center

Internet, Fireplace/Heating, Guest Services, Parking, Ocean View, Air Conditioner, Pool

3 Bedrooms8 Guests
9.3

Superb

3 reviews

$185
Average price / night
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Dog-Friendly, Private Pool Home with Golf & Cycling at Bobby Jones Golf Club
Dog-Friendly, Private Pool Home with Golf & Cycling at Bobby Jones Golf Club
House
Sarasota, FL, 34232, United States
0.5k from Glen Oaks center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$362
Average price / night
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Charming Sarasota Vacation Home Near Downtown
Charming Sarasota Vacation Home Near Downtown
House
Sarasota, FL, USA
3.4k from Glen Oaks center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$316
Average price / night
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Breezemont Bungalow | Private Heated Pool, Hot tub + Sauna
Breezemont Bungalow | Private Heated Pool, Hot tub + Sauna
House
Sarasota, FL, 34232, United States
0.6k from Glen Oaks center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
9.8

Exceptional

7 reviews

$621
Average price / night
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Idyllic Sarasota Home with Yard 2 Mi to Beach!
Idyllic Sarasota Home with Yard 2 Mi to Beach!
House
Sarasota, FL, USA
3.6k from Glen Oaks center

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

3 Bedrooms6 Guests
New to Booking
$341
Average price / night
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*DWTN*Heated Pool* Tropical Paradise!!
*DWTN*Heated Pool* Tropical Paradise!!
House
Sarasota, FL, 34237, United States
1.1k from Glen Oaks center

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

3 Bedrooms8 Guests
9.8

Exceptional

14 reviews

$445
Average price / night
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Cityscape Retreat
Cityscape Retreat
House
Sarasota, FL, USA
3.6k from Glen Oaks center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms6 Guests
New to Booking
$455
Average price / night
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Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
House
Sarasota, FL, 34237, United States
1.3k from Glen Oaks center

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

3 Bedrooms8 Guests
9.8

Exceptional

18 reviews

$345
Average price / night
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Uptown Oasis
Uptown Oasis
House
Sarasota, FL, USA
3.6k from Glen Oaks center

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

1 Bedroom8 Guests
New to Booking
$524
Average price / night
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The Black Swan | Private Pool + Outdoor Dining
The Black Swan | Private Pool + Outdoor Dining
House
Sarasota, FL, 34235, United States
1.4k from Glen Oaks center

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

3 Bedrooms6 Guests
New to Booking
$351
Average price / night
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Uptown Luxury on Audubon
Uptown Luxury on Audubon
House
FL, USA
3.7k from Glen Oaks center

Luxury, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

3 Bedrooms10 Guests
New to Booking
$542
Average price / night
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Forever Lane Retreat… \nA Family Friendly Pool home in Sarasota
Forever Lane Retreat… \nA Family Friendly Pool home in Sarasota
House
Sarasota, FL, 34237, United States
1.6k from Glen Oaks center

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

3 Bedrooms6 Guests
New to Booking
$338
Average price / night
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Gorgeous Private Home with Heated Pool
Gorgeous Private Home with Heated Pool
House
Sarasota, FL, USA
4.0k from Glen Oaks center

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

3 Bedrooms6 Guests
1.0

Review score

1 reviews

$405
Average price / night
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Beautiful 4BR/2bath With HEATED POOL, Near Siesta Key & Lido Key Beach VR2400237
Beautiful 4BR/2bath With HEATED POOL, Near Siesta Key & Lido Key Beach VR2400237
House
Sarasota, FL, 34237, United States
1.7k from Glen Oaks center

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

4 Bedrooms10 Guests
9.8

Exceptional

82 reviews

$252
Average price / night
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City Escape near Sarasota Downtown
City Escape near Sarasota Downtown
House
Sarasota, FL, 34237, United States
1.7k from Glen Oaks center

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

3 Bedrooms7 Guests
9.8

Exceptional

25 reviews

$325
Average price / night
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NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon
NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon
House
Sarasota, FL, 34232, United States
1.8k from Glen Oaks center

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

4 Bedrooms11 Guests
9.0

Fabulous

102 reviews

$222
Average price / night
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Central Sarasota Home: 8 Mi to Siesta Key!
Central Sarasota Home: 8 Mi to Siesta Key!
House
Sarasota, FL, 34237, United States
2.0k from Glen Oaks center

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

2 Bedrooms4 Guests
9.6

Exceptional

7 reviews

$213
Average price / night
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Gated NO stairs, NO carpet 1 min walk to lakefront POOL & PICKLEBALL
Gated NO stairs, NO carpet 1 min walk to lakefront POOL & PICKLEBALL
Condo
Sarasota, FL, 34237, United States
2.1k from Glen Oaks center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.6

Exceptional

10 reviews

$141
Average price / night
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Dog-Friendly Home w/ Yard ~ 6 Miles to the Beach!
Dog-Friendly Home w/ Yard ~ 6 Miles to the Beach!
House
Sarasota, FL, 34237, United States
2.2k from Glen Oaks center

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

3 Bedrooms8 Guests
8.8

Fabulous

16 reviews

$149
Average price / night
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Luxe Oasis Mins to Beaches, Downtown, & Spring Training w/Private Heated Pool
Luxe Oasis Mins to Beaches, Downtown, & Spring Training w/Private Heated Pool
House
Sarasota, FL, 34237, United States
2.3k from Glen Oaks center

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

4 Bedrooms11 Guests
9.8

Exceptional

6 reviews

$537
Average price / night
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Legacy's Palm of Paradise (Lux) | Private Heated Pool + Putt Putt Course + Tiki Hut
Legacy's Palm of Paradise (Lux) | Private Heated Pool + Putt Putt Course + Tiki Hut
House
Sarasota, FL, 34237, United States
2.3k from Glen Oaks center

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

3 Bedrooms6 Guests
8.0

Good

1 reviews

$634
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 Oceanfront Rentals in Glen Oaks.

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Glen Oaks Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 981 verified oceanfront rentals in Glen Oaks. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Glen Oaks vary depending on the property size, exact beachfront location, and season. Rates typically start from around $141 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Glen Oaks offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Glen Oaks welcome pets. Currently, 37 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Glen Oaks often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.