Location

Dates

Guests

Vacation rentals in Largo

Heated pool with large sun deck for relaxing and vibing

Paddle boarding just off the dock around mangroves.

Mangrove Haven

3 bedrooms·3 baths

St. Petersburg • Florida

$2,267.33 USD $1,984.39 USD total for 3 nights

Oct 19 – 22, 2026

Jacuzzi/ Pool #1

Vibrant 2BR/2BA w/ King Bed | Pool, Gym #11

2 bedrooms·2 baths

Tampa • Florida

5(10 reviews)

$797.21 USD $742.74 USD total for 3 nights

Oct 19 – 22, 2026

Waterfront in paradise!

Waterfront in paradise!

Waterfront in paradise!

Waterfront in paradise!

Waterfront in paradise!

Waterfront in paradise!

3 bedrooms·3 baths

Palm Harbor • Florida

$2,740.09 USD total for 14 nights

Oct 19 – Nov 2, 2026

Elegant dinning room overlooking Lanai into the pool deck.

Kayaks, putting green, heated pool, fire pit, enclosed lanai with extended seating underneath the gazebo.

Waterfront Access, Heated Pool, Mini Golf & Kayaks

Waterfront Access, Heated Pool, Mini Golf & Kayaks

Waterfront Access, Heated Pool, Mini Golf & Kayaks

5 bedrooms·3 baths

Tampa • Florida

4.77(43 reviews)

$2,664.76 USD total for 3 nights

Oct 19 – 22, 2026

Jacuzzi/ Pool #1

Modern 2BR | Pool, Gym + Pet-Friendly #12

2 bedrooms·2 baths

Tampa • Florida

5(2 reviews)

$759.92 USD $709.18 USD total for 3 nights

Oct 19 – 22, 2026

Waterfront Home with Heated Pool 2 Mi from Beaches

Waterfront Home with Heated Pool 2 Mi from Beaches

Waterfront Home with Heated Pool 2 Mi from Beaches

Waterfront Home with Heated Pool 2 Mi from Beaches

Waterfront Home with Heated Pool 2 Mi from Beaches

Waterfront Home with Heated Pool 2 Mi from Beaches

3 bedrooms·2 baths

St. Petersburg • Florida

4.9(51 reviews)

$1,197.00 USD total for 3 nights

Oct 19 – 22, 2026

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Tampa Event Compound, Hot Tub Bar

Tampa Event Compound, Hot Tub Bar

10 bedrooms·10 baths

Tampa • Florida

5(48 reviews)

$21,590.00 USD $18,426.50 USD total for 7 nights

Oct 19 – 26, 2026

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

13 bedrooms·7 baths

Tampa • Florida

$9,147.04 USD total for 3 nights

Oct 19 – 22, 2026

Have an amazing experience with family and friends in this magnificent property! Make memories while enjoying the beautiful nature and having a dip in this immaculate pool. Inquire now!

Unwind after a day of exploring in the spacious family room with plush sectional seating.

Spacious waterfront bedroom featuring a king bed and beautiful lake views.

Ultimate game room with air hockey, arcade games, lounge seating, and bunk beds.

Open-concept kitchen with island seating and plenty of prep space for your group.

Imperial Oasis

4 bedrooms·3 baths

Tampa • Florida

5(28 reviews)

$2,463.77 USD $2,362.50 USD total for 6 nights

Oct 25 – 31, 2026

Entrance to Sunray

patio outside private to Sunray

The SunRay Tiny House

XLTwin bed with nested twin below

XLTwin bed with nested twin below

The SunRay Tiny House

1 bedroom·1 bath

St. Petersburg • Florida

4(6 reviews)

$278.74 USD total for 3 nights

Oct 19 – 22, 2026

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

3 bedrooms·2 baths

Palm Harbor • Florida

5(17 reviews)

$1,841.94 USD total for 6 nights

Oct 19 – 25, 2026

A serene and private fenced in Courtyard/Backyard with an outdoor grill.

Patio with Grill

Architecture details about the house

Open floor with Living Room, two Dining areas and Kitchen

Award winning ARCHITECT designed home DOWNTOWN&BAY

3 bedrooms·2½ baths

St. Petersburg • Florida

5(72 reviews)

$4,450.00 USD total for 30 nights

Oct 19 – Nov 18, 2026

Ruhiges Zimmer mit tropischem Pool und Strandzugang

Ruhiges Zimmer mit tropischem Pool und Strandzugang

1 bedroom·1 bath

St. Petersburg • Florida

[Entrance] Self-check in with keypad

[Exterior] Unit is located towards the back of the property

[Living area] Smart TV with Netflix

[Bathroom] Full size standing shower with plenty of warm water & great shower pressure.

[Living area] Sofa folds out into a sofa bed for additional sleeping space

Outskirt Downtown | 400ft² | bikes | kayak|netflix

1 bedroom·1 bath

St. Petersburg • Florida

$577.00 USD total for 3 nights

Nov 1 – 4, 2026

[Living area] Smart TV with Netflix & sofa bed

[Dining area] Free bikes, kayaks & beach gear are included in this rental!

[Kitchen] Fully stocked & equipped kitchen with updated appliances. Coffee maker & complimentary coffee provided.

[Living area] Smart TV with Netflix & sofa bed

Here's one of my 5-star reviews...improving every day!

Walk score 82 | bikes | kayak | 214mbps | foam bed

1 bedroom·1 bath

St. Petersburg • Florida

$412.00 USD total for 3 nights

Oct 19 – 22, 2026

We have it all - beautiful beach and comfortable accommodation

Living room with queen sofa bed and upgraded mattress. Comfortable rocking chairs. Smart TV - guests can use their Netflix, Amazon movie's, Hulu, etc. Basic cable is available in the living room TV as well.

Heated community pool for residents and guests only. Hours of operations: 9am-10pm.

The condo and the beach - very short walk across beach parking lot. St. Pete Beach - votes #1 beach in US by TripAdvisor in 2021.

Living room, kitchen and the coffee station

Condo in Beachfront Resort with Heated Pool

1 bedroom·1 bath

St. Pete Beach • Florida

5(29 reviews)

$614.72 USD total for 3 nights

Oct 23 – 26, 2026

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

Tampa Waterfront 3BR Heated Pool &Dock Dander-Free

3 bedrooms·3 baths

Tampa • Florida

$952.00 USD total for 3 nights

Oct 19 – 22, 2026

Steps from the beach! Newly listed updated unit image 1

Cross the parking spaces and dunes... to have your toes in the sand. Famous beach bars /restaurants to the left of the peach condos on the left.

Steps from the beach! Newly listed updated unit image 3

primary bedroom

primary bedroom

Steps from the beach! Newly listed updated unit

2 bedrooms·1 bath

St. Pete Beach • Florida

4.94(16 reviews)

$1,317.00 USD total for 3 nights

Oct 19 – 22, 2026

Lets extend a hand of frienship

A bed for your wary heads

Lets cook, eat and be happy

A space to chill and relax outdoors

The Twisted Tulip-a curious stay

1 bedroom·1 bath

St. Petersburg • Florida

4.89(36 reviews)

$680.00 USD total for 3 nights

Oct 19 – 22, 2026

A bed for your wary heads

The Twisted Tulip-a curious stay

EV charge on site for limited use. Please contact us for instructions

May I have a table for 2?

Sure

Did someone say " let there be light" ???

The Twisted Tulip-a curious stay

1 bedroom·1 bath

St. Petersburg • Florida

$338.81 USD total for 3 nights

Nov 8 – 11, 2026

2x King en-Suites walkable Downtown Pet Friendly

2x King en-Suites walkable Downtown Pet Friendly

2x King en-Suites walkable Downtown Pet Friendly

2x King en-Suites walkable Downtown Pet Friendly

2x King en-Suites walkable Downtown Pet Friendly

2x King en-Suites walkable Downtown Pet Friendly

2 bedrooms·2 baths

St. Petersburg • Florida

$639.35 USD total for 3 nights

Oct 19 – 22, 2026

Spacious Family Stay - Pet Friendly

Pick up a share bike in the park and bike to the waterfront

Spacious Family Stay - Pet Friendly

Spacious Family Stay - Pet Friendly

Spacious Family Stay - Pet Friendly

Spacious Family Stay - Pet Friendly

4 bedrooms·2 baths

St. Petersburg • Florida

$688.20 USD total for 3 nights

Oct 19 – 22, 2026

Sprawling 5BR Bungalow Home Perfect for Groups

Sprawling 5BR Bungalow Home Perfect for Groups

Sprawling 5BR Bungalow Home Perfect for Groups

Sprawling 5BR Bungalow Home Perfect for Groups

Sprawling 5BR Bungalow Home Perfect for Groups

Sprawling 5BR Bungalow Home Perfect for Groups

6 bedrooms·4 baths

St. Petersburg • Florida

$1,631.00 USD total for 3 nights

Oct 19 – 22, 2026

Spacious 3Unit Retreat great for Groups & Families

Spacious 3Unit Retreat great for Groups & Families

Spacious 3Unit Retreat great for Groups & Families

Spacious 3Unit Retreat great for Groups & Families

Spacious 3Unit Retreat great for Groups & Families

Spacious 3Unit Retreat great for Groups & Families

8 bedrooms·5 baths

St. Petersburg • Florida

$1,885.15 USD total for 3 nights

Oct 25 – 28, 2026