Oceanfront Rentals in Historic Spanish Point, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Historic Spanish Point

Refine your search

Price per night

Amenity Filter

Rating

2501 Best Oceanfront Rentals in Historic Spanish Point (Starting from $60)

Windsor Lodge Unit 3 close to the Beaches Siesta Key
Windsor Lodge Unit 3 close to the Beaches Siesta Key
Apartment
Osprey, FL, USA
0.5k from Historic Spanish Point center

Apartments, Accommodations, Pools, Parking, Cabins, Lodgings, Places to stay, Family, Self-catering

1 Bedroom4 Guests
9.0

Fabulous

1 reviews

$206
Average price / night
Check Availability
Cozy beach bungalow
Cozy beach bungalow
House
Osprey, FL, 34229, United States
0.4k from Historic Spanish Point center

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

2 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$218
Average price / night
Check Availability
Windsor Lodge Unit #19, studio close to beaches
Windsor Lodge Unit #19, studio close to beaches
Apartment
Osprey, FL, USA
0.5k from Historic Spanish Point center

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

1 Bedroom4 Guests
New to Booking
$223
Average price / night
Check Availability
Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM
Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM
House
Osprey, FL, 34229, United States
0.4k from Historic Spanish Point center

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

2 Bedrooms5 Guests
10.0

Exceptional

5 reviews

$248
Average price / night
Check Availability
Turtle Beach Resort
Turtle Beach Resort
Resort
Siesta Key, FL, USA
2.8k from Historic Spanish Point center

Accommodations, Pools, Resorts, Parking, Pet-friendly, 4-star, Lodgings, Hot tubs, Places to stay

20 Bedrooms44 Guests
9.0

Fabulous

77 reviews

$454
Average price / night
Check Availability
Fall is the best time! To vacation here,\nAvail ALL Autumn till NYE 2025!
Fall is the best time! To vacation here,\nAvail ALL Autumn till NYE 2025!
House
Osprey, FL, 34229, United States
0.7k from Historic Spanish Point center

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

2 Bedrooms4 Guests
New to Booking
$139
Average price / night
Check Availability
Siesta Keys Home with Deck Half Mile to Turtle Beach
Siesta Keys Home with Deck Half Mile to Turtle Beach
Apartment
Siesta Key, FL, USA
2.8k from Historic Spanish Point center

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

2 Bedrooms4 Guests
New to Booking
$295
Average price / night
Check Availability
Charming Osprey Home
Charming Osprey Home
House
Osprey, FL, 34229, United States
1.0k from Historic Spanish Point center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$414
Average price / night
Check Availability
The Sea Side Villa
The Sea Side Villa
House
Sarasota, FL, USA
2.8k from Historic Spanish Point center

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

2 Bedrooms4 Guests
New to Booking
$237
Average price / night
Check Availability
Creekside Paradise, 3BR, 2BA, private heated pool, North Creek boat dock
Creekside Paradise, 3BR, 2BA, private heated pool, North Creek boat dock
House
Osprey, FL, 34229, United States
1.0k from Historic Spanish Point center

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

3 Bedrooms6 Guests
9.8

Exceptional

12 reviews

$298
Average price / night
Check Availability
Florida Vacation Condo
Florida Vacation Condo
Apartment
Sarasota, FL, USA
3.1k from Historic Spanish Point center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$60
Average price / night
Check Availability
Sunny Coastal Escape
Sunny Coastal Escape
House
Osprey, FL, 34229, United States
1.1k from Historic Spanish Point center

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

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$418
Average price / night
Check Availability
Osprey Coastal Retreat Near Siesta Key
Osprey Coastal Retreat Near Siesta Key
House
Osprey, FL, USA
3.8k from Historic Spanish Point center

View, Sports/Activities, Guest Services, Internet, Fireplace/Heating, Parking, Balcony/Terrace

3 Bedrooms8 Guests
New to Booking
$85
Average price / night
Check Availability
Furnished and meticulous!  Near Nokomis, Venice and Siesta Beaches.
Furnished and meticulous! Near Nokomis, Venice and Siesta Beaches.
Condo
Osprey, FL, 34229, United States
1.1k from Historic Spanish Point center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$249
Average price / night
Check Availability
Villa Pine Tree Pool close to the beaches Siesta Key
Villa Pine Tree Pool close to the beaches Siesta Key
House
Sarasota, FL, USA
4.0k from Historic Spanish Point center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$125
Average price / night
Check Availability
Private guest house with king bed & loft. Deck with hot tub and putting green
Private guest house with king bed & loft. Deck with hot tub and putting green
House
Osprey, FL, 34229, United States
1.4k from Historic Spanish Point center

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

1 Bedroom6 Guests
10.0

Exceptional

4 reviews

$200
Average price / night
Check Availability
LUX VILLAs on beautiful Palmer Ranch
LUX VILLAs on beautiful Palmer Ranch
Villa
Vamo, FL, USA
4.2k from Historic Spanish Point center

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

4 Bedrooms8 Guests
7.8

Good

46 reviews

$454
Average price / night
Check Availability
Beach-House, wonderful elec. heated Pool with a Natural Waterfall, Jacuzzi, Wifi
Beach-House, wonderful elec. heated Pool with a Natural Waterfall, Jacuzzi, Wifi
House
Osprey, FL, 34229, United States
1.5k from Historic Spanish Point center

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

4 Bedrooms8 Guests
8.8

Fabulous

28 reviews

$269
Average price / night
Check Availability
Sarasota Villa with Pool Access about 4 Mi to Beach!
Sarasota Villa with Pool Access about 4 Mi to Beach!
Villa
Sarasota, FL, USA
4.2k from Historic Spanish Point center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms6 Guests
9.5

Superb

4 reviews

$480
Average price / night
Check Availability
Storybook Cottage in a Dream Location - Private Pool, Near Siesta & More
Storybook Cottage in a Dream Location - Private Pool, Near Siesta & More
Cottage
Sarasota, FL, 34231, United States
2.0k from Historic Spanish Point center

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

1 Bedroom2 Guests
10.0

Exceptional

55 reviews

$129
Average price / night
Check Availability
Paradise with a pool, pier and private beach area
Paradise with a pool, pier and private beach area
Villa
Osprey, FL, USA
4.3k from Historic Spanish Point center

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

5 Bedrooms12 Guests
8.0

Good

1 reviews

$706
Average price / night
Check Availability
☀Coastal Gem☀Heated pool & amazing location!☀
☀Coastal Gem☀Heated pool & amazing location!☀
House
Sarasota, FL, 34231, United States
2.0k from Historic Spanish Point center

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

2 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$343
Average price / night
Check Availability
Siesta Heron Suites & Villas
Siesta Heron Suites & Villas
House
Siesta Key, FL, USA
4.3k from Historic Spanish Point center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

11 Bedrooms38 Guests
8.5

Very Good

213 reviews

$467
Average price / night
Check Availability
Villa in Osprey that sleeps the whole family
Villa in Osprey that sleeps the whole family
Apartment
Osprey, FL, 34229, United States
2.0k from Historic Spanish Point center

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

2 Bedrooms5 Guests
9.8

Exceptional

36 reviews

$130
Average price / night
Check Availability
Walk to the Bay: Family-Friendly Oasis in Sarasota
Walk to the Bay: Family-Friendly Oasis in Sarasota
House
Sarasota, FL, 34231, United States
2.1k from Historic Spanish Point center

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

2 Bedrooms6 Guests
New to Booking
$254
Average price / night
Check Availability
2BR/2BA 1st Floor Condo in Stoneybrook Golf & Country Club
2BR/2BA 1st Floor Condo in Stoneybrook Golf & Country Club
Condo
Sarasota, FL, 34238, United States
2.1k from Historic Spanish Point center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

12 reviews

$109
Average price / night
Check Availability
 Sarasota home in the Heart of the Gulfs most beautiful beaches.
Sarasota home in the Heart of the Gulfs most beautiful beaches.
House
Sarasota, FL, 34231, United States
2.1k from Historic Spanish Point center

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

3 Bedrooms6 Guests
10.0

Exceptional

30 reviews

$238
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 Historic Spanish Point.

Where to stay in Historic Spanish Point? Best neighborhoods & areas

Historic Spanish Point Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 2501 verified oceanfront rentals in Historic Spanish Point. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Historic Spanish Point vary depending on the property size, exact beachfront location, and season. Rates typically start from around $60 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 Historic Spanish Point 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 Historic Spanish Point welcome pets. Currently, 32 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 Historic Spanish Point 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.