Best Vacation Homes in Point Seaside
New
House
10.0(9 Reviews)
3 Bedrooms
2 Baths
8 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $532/Night
7 Nights - US $3,722
House
10.0(14 Reviews)
3 Bedrooms
2 Baths
8 Guests
1991.32 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
US $346/Night
7 Nights - US $2,422
Villa
1 Bedroom
1 Bath
Pool- Balcony/Terrace
- Kitchen
Internet
US $1,999/Night
7 Nights - US $13,993
New
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
12 Guests
2200 ft²
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
US $539/Night
7 Nights - US $3,773
House
10.0(7 Reviews)
4 Bedrooms
2 Baths
11 Guests
1625.35 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $420/Night
7 Nights - US $2,943
Villa
9.6(10 Reviews)
1 Bedroom
1 Bath
3 Guests
500 ft²
- Fireplace/Heating
- Pet Friendly
Air Conditioner- Internet
US $199/Night
7 Nights - US $1,396
New
House
9.4(9 Reviews)
3 Bedrooms
2 Baths
10 Guests
1400 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $375/Night
7 Nights - US $2,622
Condo
8.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $84/Night
7 Nights - US $586
Point Seaside Luxury Rentals
Condo
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
750 ft²
- Oceanfront
Spa- Fireplace/Heating
- Pool
US $2,401/Night
7 Nights - US $16,806
House
10.0(13 Reviews)
6 Bedrooms
5 Baths
14 Guests
3434 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,695/Night
7 Nights - US $11,868
House
9.2(90 Reviews)
6 Bedrooms
4 Baths
18 Guests
4200 ft²
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $1,572/Night
7 Nights - US $11,002
House
10.0(1 Review)
8 Bedrooms
7 Baths
16 Guests
4693.06 ft²
- Fireplace/Heating
- Pool
View
Parking
US $1,474/Night
7 Nights - US $10,318
House
1 Bedroom
2 Baths
6 Guests
495.14 ft²
- Air Conditioner
- Internet
Child Friendly
Security/Safety
US $1,366/Night
7 Nights - US $9,561
House
10.0(9 Reviews)
5 Bedrooms
4 Baths
16 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $1,346/Night
7 Nights - US $9,419
House
9.4(69 Reviews)
4 Bedrooms
3 Baths
16 Guests
2800 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,296/Night
7 Nights - US $9,072
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,240/Night
7 Nights - US $8,682
Point Seaside Pet Friendly Vacation Rentals
New
Condo
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Spa
- Fireplace/Heating
- Pool
US $206/Night
7 Nights - US $1,442
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2368.06 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $603/Night
7 Nights - US $4,223
Condo
9.6(4 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $150/Night
7 Nights - US $1,050
New
House
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $162/Night
7 Nights - US $1,132
House
10.0(1 Review)
5 Bedrooms
5 Baths
10 Guests
2583.34 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $679/Night
7 Nights - US $4,750
Apartment
10.0(93 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $158/Night
7 Nights - US $1,106
House
10.0(84 Reviews)
2 Bedrooms
1 Bath
7 Guests
1000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $577/Night
7 Nights - US $4,041
Apartment
10.0(82 Reviews)
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $194/Night
7 Nights - US $1,358
Point Seaside Large Vacation Homes
Villa
9.8(6 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $151/Night
7 Nights - US $1,058
Villa
10.0(1 Review)
1 Bedroom
3 Baths
10 Guests
2540.28 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $446/Night
7 Nights - US $3,119
House
9.2(7 Reviews)
6 Bedrooms
3 Baths
14 Guests
2992 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $891/Night
7 Nights - US $6,238
Villa
9.4(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $204/Night
7 Nights - US $1,425
House
9.5(14 Reviews)
4 Bedrooms
4 Baths
12 Guests
904.17 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
US $187/Night
7 Nights - US $1,309
Villa
9.2(16 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $128/Night
7 Nights - US $898
House
2 Bedrooms
3 Baths
10 Guests
2573 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $567/Night
7 Nights - US $3,968
Villa
1 Bedroom
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $211/Night
7 Nights - US $1,477
Why Choose Rent By Owner for your Point Seaside Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Point Seaside
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as seasonal variations in the region influence weather patterns and activity availability for your perfect getaway.
Peak Season Highlights
Spring (March to May)
During spring, you can enjoy pleasant weather and vibrant scenery, making it an ideal time for exploring the area’s natural beauty. Book your vacation rentals early to secure the best options here, as demand tends to increase during this rewarding season.
Average Temperature Daytime: 75°F - Nighttime: 60°F
Summer (June to August)
The summer months bring warm temperatures and lively beach activities, perfect for soaking up the sun along this coastal region. Planning ahead ensures availability of top-rated vacation rentals in this popular season, allowing you to fully experience the area’s vibrant summer atmosphere.
Average Temperature Daytime: 88°F - Nighttime: 75°F
Off-Season Highlights
Fall (September to November)
In fall, the region offers milder weather and fewer crowds, providing a more relaxed ambiance for your stay. Securing your vacation rentals during this quieter period can often mean better rates and more personalized experiences.
Average Temperature Daytime: 78°F - Nighttime: 62°F
Winter (December to February)
Winter provides a peaceful retreat with cooler temperatures and minimal tourist activity. Booking vacation rentals during this off-peak season allows for a tranquil visit to this coastal destination, ideal for those seeking solitude and affordability.
Average Temperature Daytime: 65°F - Nighttime: 50°F
Weekly Weather Forecast for Point Seaside
How to Book Your Point Seaside Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Point Seaside
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas perfect for relaxing and taking in the scenic views of the region.
- Make use of private or shared outdoor pools to cool off during warm Florida days.
- Take advantage of spacious decks, porches, or patios to unwind or entertain guests.
- Benefit from access to well-maintained grilling stations for outdoor cooking and gatherings.
- Explore nearby walking or biking paths that allow you to enjoy the natural beauty of the area.
- Utilize outdoor showers or rinse stations often available at beachfront properties.
- Appreciate lush landscaped gardens or yard spaces that create a serene outdoor environment.
Top Attractions Around Point Seaside
What attractions are nearby?
Here, you can enjoy a variety of nearby activities such as relaxing on pristine beaches, engaging in outdoor water sports, or exploring charming local shops and eateries, making your stay in this destination both fun and memorable.
Family Activities
- Crystal Beach Community Park: Enjoy a family picnic or play a game of frisbee in this scenic park, just minutes from your vacation rental.
- Crystal Beach Boardwalk: Take a leisurely stroll along the boardwalk to soak up stunning views of the Gulf and watch the kids build sandcastles on the soft sands nearby.
- Beach Access Points: Spend your days relaxing on the pristine shores with easy access for swimming, sunbathing, or collecting seashells with your family.
- Local Family-Friendly Dining: Savor delicious seafood and casual fare at nearby establishments that cater to families looking for a laid-back Gulf Coast experience.
Adult Activities
- Spectacular Sunsets Viewing: You can enjoy breathtaking sunsets over the Gulf of Mexico, which are perfect for a romantic evening or peaceful reflection.
- Exploring Nature Trails: Discover the scenic nature trails in the region that offer a tranquil setting for walking, bird watching, and reconnecting with the outdoors.
- Relaxing on Pristine Beaches: Spend your days lounging on soft sands along the coastline, soaking up the sun and listening to the gentle waves.
- Dining at Coastal Restaurants: Indulge in fresh seafood and local cuisine at charming restaurants nearby, providing an authentic taste of this destination's culinary scene.
Point Seaside Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Beach Access: Coordinate your stay to be close to the region’s pristine beaches, ensuring easy access to sunbathing and watersports while enjoying the tranquil coastal atmosphere.
- Explore Local Dining Options: Take advantage of the area's fresh seafood and regional cuisine by visiting nearby restaurants or preparing meals with locally sourced ingredients in your rental's kitchen.
- Schedule Off-Peak Activities: Visit popular spots during less busy times to enjoy a more relaxing experience and make the most of the peaceful surroundings here in this destination.
- Utilize Community Amenities: Make full use of shared amenities like pools, fitness centers, or outdoor spaces that enhance your comfort and enjoyment during your stay in the area.
Transportation Options
- Car Rentals: Renting a car gives you the flexibility to explore the region surrounding Point Seaside at your own pace and convenience.
- Public Transit: Local bus services provide an affordable and eco-friendly way to navigate the area without the hassle of parking.
- Rideshare Services: Ridesharing options like Uber and Lyft offer quick, reliable transportation directly to and from your vacation rental here.
- Taxi Services: Traditional taxi companies operate nearby, providing comfortable and straightforward transportation within the region.
Local Customs Options
- Fishing Etiquette: Locals in this coastal area take fishing seriously, and it's respectful to follow posted regulations and share local waterways considerately.
- Beach Towel Protocol: When enjoying the beaches here, it's customary to keep personal belongings within designated areas and maintain cleanliness for everyone's enjoyment.
- Quiet Hours: To preserve the area's tranquil atmosphere, adhere to quiet hours especially during late evenings and early mornings at your vacation rental.
- Local Dining Customs: Supporting small businesses by trying regional seafood specialties is appreciated and helps sustain the local culinary scene here.
Point Seaside Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Point Seaside?
There are a lot of options in Point Seaside. If you plan on staying in the Point Seaside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Point Seaside:
- 3 bedroom, 2 bath, pool home that sleeps 6, with screened back patio
- The Nest Boutique at Bananabay
- Ozona Guesthouse! 3 Blocks to Pinellas Trail, Brewery, Eats, & Dog Friendly!
- Family Friendly heated pool Home 2000sqft “NO parties”
- "Private Pool Oasis 3-Min Walk to Crystal Beach Tropical Escape"
- LUXURY Vacation Home in Palm Harbor
- Airy Ozona West on the Gulf!
- Bright and Airy Ozona on the Gulf
- 3-bedroom vacation home just 10 minutes from Honeymoon Island - Heated Pool
- Short walk to quaint small town Palm Harbor, Restaurants, Brewery, Trolley stop
2. How many vacation rentals have private pools in Point Seaside?
There are 155 vacation rentals with private pools near Point Seaside. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Point Seaside are best for families?
If you are looking for a family-friendly vacation home in Point Seaside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Point Seaside:
4. How many Rentbyowner vacation rentals are available in Point Seaside?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 652 in the Point Seaside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Point Seaside.
5. What is the cancellation policy for vacation rentals in Point Seaside, Florida?
Cancellation policies vary by property; you should review the specific listing details or contact the host directly to understand the terms and any potential fees associated with canceling your reservation.
6. How do I confirm the availability of a vacation rental during my travel dates?
Availability depends on the current bookings for each property. You can check real-time availability through the listing platform or reach out to the property owner for confirmation.
7. Are there any additional fees or deposits required when booking a vacation rental here?
Additional fees like cleaning charges or security deposits may apply. These details are specified in the listing description, and you should verify them before confirming your reservation.
8. What amenities can I expect in vacation rentals in this destination?
Most properties include amenities such as Wi-Fi, kitchen facilities, and parking. For specific amenities, please review the property listing or contact the host directly.
9. How far in advance should I book my stay to secure the best vacation rental options?
It’s recommended to book well in advance, especially during peak seasons, to ensure availability and the best selection of properties in this region. Check the listing calendar for availability or contact the host for guidance.
Point Seaside Top Rated Vacation Rentals
House
10.0(108 Reviews)
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $292/Night
7 Nights - US $2,045
House
10.0(87 Reviews)
4 Bedrooms
2 Baths
8 Guests
2000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $299/Night
7 Nights - US $2,096
House
10.0(83 Reviews)
4 Bedrooms
2 Baths
8 Guests
2310 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $543/Night
7 Nights - US $3,804
House
10.0(66 Reviews)
3 Bedrooms
2 Baths
8 Guests
1752 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $320/Night
7 Nights - US $2,242
House
10.0(64 Reviews)
5 Bedrooms
2 Baths
10 Guests
2600 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $654/Night
7 Nights - US $4,581
House
10.0(63 Reviews)
4 Bedrooms
2 Baths
9 Guests
2399 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,063/Night
7 Nights - US $7,442
House
10.0(61 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $333/Night
7 Nights - US $2,329
Apartment
10.0(49 Reviews)
1 Bedroom
1 Bath
2 Guests
1080 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $272/Night
7 Nights - US $1,906
