Oceanfront Rentals in Cypress Pointe, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
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  4.  Florida
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  6.  Cypress Pointe

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1121 Best Oceanfront Rentals in Cypress Pointe (Starting from $172)

Family Friendly - South Facing Pool - Game Room - Gated - Near Disney
Family Friendly - South Facing Pool - Game Room - Gated - Near Disney
House
Davenport, FL, USA
0.2k from Cypress Pointe center

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

4 Bedrooms8 Guests
9.3

Superb

4 reviews

$172
Average price / night
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Sunny Lake Reserve south facing pool lake view  2 master bed rooms w/en-suite
Sunny Lake Reserve south facing pool lake view 2 master bed rooms w/en-suite
House
Davenport, FL, 33896, United States
1.0k from Cypress Pointe center

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

4 Bedrooms8 Guests
9.6

Exceptional

91 reviews

$187
Average price / night
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A-POP of Sunshine at White Rose Villas - South Facing Private Pool - Nr Disney
A-POP of Sunshine at White Rose Villas - South Facing Private Pool - Nr Disney
House
Davenport, FL, USA
0.2k from Cypress Pointe center

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

5 Bedrooms10 Guests
8.0

Good

1 reviews

$394
Average price / night
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Cozy/Spacious House with Private Pool and Lake View
Cozy/Spacious House with Private Pool and Lake View
House
Davenport, FL, 33896, United States
1.1k from Cypress Pointe center

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

3 Bedrooms7 Guests
8.4

Very Good

9 reviews

$207
Average price / night
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Orlando villa private pool/hot tub close to Disney
Orlando villa private pool/hot tub close to Disney
Villa
Davenport, FL, USA
0.6k from Cypress Pointe center

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

4 Bedrooms11 Guests
New to Booking
$279
Average price / night
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Spacious Family Villa with Private Pool Near Disney – Welcome to Villa Dutchess
Spacious Family Villa with Private Pool Near Disney – Welcome to Villa Dutchess
Villa
Davenport, FL, 33837, United States
1.2k from Cypress Pointe center

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

3 Bedrooms6 Guests
9.8

Exceptional

157 reviews

$199
Average price / night
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Soak In The Sun - New Pool Home
Soak In The Sun - New Pool Home
House
Davenport, FL, USA
0.8k from Cypress Pointe center

Pool, Barbecue/Outdoor Cooking, Ocean View, Sports/Activities, Internet, Fireplace/Heating, Parking

4 Bedrooms8 Guests
New to Booking
$209
Average price / night
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Stay in Orlando, enjoy matches and beaches, book early and receive a special gift
Stay in Orlando, enjoy matches and beaches, book early and receive a special gift
House
Davenport, FL, 33897, United States
1.5k from Cypress Pointe center

AC, Barbecue, Crib, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
8.8

Fabulous

3 reviews

$231
Average price / night
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Cozy Villa With South Facing Pool
Cozy Villa With South Facing Pool
Villa
Davenport, FL, USA
0.8k from Cypress Pointe center

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

4 Bedrooms8 Guests
9.4

Superb

6 reviews

$183
Average price / night
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Gorgeous, Private Pool, Covered Lanai, Gated Resort, Near Orlando Disney
Gorgeous, Private Pool, Covered Lanai, Gated Resort, Near Orlando Disney
House
Davenport, FL, 33837, United States
2.1k from Cypress Pointe center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet

8 Bedrooms16 Guests
8.6

Fabulous

15 reviews

$316
Average price / night
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Home in davenport Cheerful 5-bedroom with private Pool close to Disney
Home in davenport Cheerful 5-bedroom with private Pool close to Disney
House
Davenport, FL, USA
0.9k from Cypress Pointe center

Pool, Internet, Guest Services, Balcony/Terrace, View, Ocean View, Sports/Activities

5 Bedrooms11 Guests
New to Booking
$212
Average price / night
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5BR Executive Villa Large Pool Gated Community in Championsgate area near Disney
5BR Executive Villa Large Pool Gated Community in Championsgate area near Disney
Villa
Davenport, FL, 33837, United States
2.2k from Cypress Pointe center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater

5 Bedrooms10 Guests
10.0

Exceptional

125 reviews

$230
Average price / night
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Stunning Newly Renovated Pool Home close to Disney
Stunning Newly Renovated Pool Home close to Disney
Villa
Davenport, FL, USA
0.9k from Cypress Pointe center

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

4 Bedrooms9 Guests
New to Booking
$183
Average price / night
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Premier Host Rated Villa - Private solar heated pool & family games room
Premier Host Rated Villa - Private solar heated pool & family games room
Villa
Davenport, FL, 33837, United States
2.4k from Cypress Pointe center

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

3 Bedrooms6 Guests
9.8

Exceptional

127 reviews

$183
Average price / night
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5 Bed Resort Pool Home On Gates Community 344
5 Bed Resort Pool Home On Gates Community 344
House
Davenport, FL, USA
1.0k from Cypress Pointe center

Pool, Ocean View, Security/Safety, Sports/Activities, Internet, Fireplace/Heating, Parking

5 Bedrooms10 Guests
New to Booking
$204
Average price / night
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5 STAR TOP FLOOR CONDO WITH AMAZING GOLF VIEWS!
5 STAR TOP FLOOR CONDO WITH AMAZING GOLF VIEWS!
Condo
Kissimmee, FL, 34747, United States
2.5k from Cypress Pointe center

AC, Balcony, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
10.0

Exceptional

87 reviews

$194
Average price / night
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Heated Pool Davenport Home with Xbox and Racing Games
Heated Pool Davenport Home with Xbox and Racing Games
House
Davenport, FL, USA
1.0k from Cypress Pointe center

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

5 Bedrooms12 Guests
New to Booking
$289
Average price / night
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Gorgeous Family home, Pool/Spa, Lanai, Great View in Gated Resort near Disney
Gorgeous Family home, Pool/Spa, Lanai, Great View in Gated Resort near Disney
House
Davenport, FL, 33837, United States
2.6k from Cypress Pointe center

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

7 Bedrooms16 Guests
8.6

Fabulous

10 reviews

$344
Average price / night
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332 TreeTops Villa- Amazing Modern 5 bed Villa with South Facing Pool
332 TreeTops Villa- Amazing Modern 5 bed Villa with South Facing Pool
Villa
Davenport, FL, USA
1.0k from Cypress Pointe center

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

5 Bedrooms10 Guests
New to Booking
$2464
Average price / night
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Beautiful waterfront home with heated pool and game room.
Beautiful waterfront home with heated pool and game room.
House
Davenport, FL, 33837, United States
2.6k from Cypress Pointe center

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

4 Bedrooms8 Guests
9.0

Fabulous

14 reviews

$219
Average price / night
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Lakeside Paradise, the ultimate vacation home minutes from Walt Disney World
Lakeside Paradise, the ultimate vacation home minutes from Walt Disney World
House
Davenport, FL, 33837, United States
2.8k from Cypress Pointe center

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

4 Bedrooms8 Guests
9.8

Exceptional

8 reviews

$211
Average price / night
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Private Pool & Resort Perks: Home in Davenport
Private Pool & Resort Perks: Home in Davenport
House
Davenport, FL, 33837, United States
2.8k from Cypress Pointe center

AC, Arcade, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms14 Guests
9.6

Exceptional

51 reviews

$318
Average price / night
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New! Reunion Resort-Custom Bunks- Private Theater!
New! Reunion Resort-Custom Bunks- Private Theater!
House
Kissimmee, FL, 34747, United States
2.9k from Cypress Pointe center

AC, Arcade, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

6 Bedrooms14 Guests
New to Booking
$500
Average price / night
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Solterra Villa with Screened Pool & Lake View
Solterra Villa with Screened Pool & Lake View
House
Davenport, FL, 33837, United States
3.1k from Cypress Pointe center

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

6 Bedrooms12 Guests
New to Booking
$439
Average price / night
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Fabulous 7BR Private pool/SPA, Disney Area
Fabulous 7BR Private pool/SPA, Disney Area
House
Davenport, FL, 33837, United States
3.3k from Cypress Pointe center

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

7 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$545
Average price / night
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Ground floor condo at luxury resort with pools & hot tubs, close to Disney
Ground floor condo at luxury resort with pools & hot tubs, close to Disney
Condo
Kissimmee, FL, 34747, United States
3.3k from Cypress Pointe center

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

3 Bedrooms6 Guests
New to Booking
$193
Average price / night
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Luxury 5 Bed Townhome with Private Pool - Solterra - 7598 OS
Luxury 5 Bed Townhome with Private Pool - Solterra - 7598 OS
House
Davenport, FL, 33837, United States
3.3k from Cypress Pointe center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms13 Guests
New to Booking
$286
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 Cypress Pointe.

Stay Near Cypress Pointe's Top Attractions

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Cypress Pointe Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1121 verified oceanfront rentals in Cypress Pointe. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Cypress Pointe vary depending on the property size, exact beachfront location, and season. Rates typically start from around $172 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 Cypress Pointe 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 Cypress Pointe welcome pets. Currently, 23 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 Cypress Pointe often include features designed for a comfortable coastal stay, such as Ocean View, View, and Pool. 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.